WO2010109983A1 - Polyurethane sheet for light guide panel material, process for producing same, and use of same - Google Patents

Polyurethane sheet for light guide panel material, process for producing same, and use of same Download PDF

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Publication number
WO2010109983A1
WO2010109983A1 PCT/JP2010/052399 JP2010052399W WO2010109983A1 WO 2010109983 A1 WO2010109983 A1 WO 2010109983A1 JP 2010052399 W JP2010052399 W JP 2010052399W WO 2010109983 A1 WO2010109983 A1 WO 2010109983A1
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WO
WIPO (PCT)
Prior art keywords
light guide
polyurethane sheet
sheet
guide plate
plate material
Prior art date
Application number
PCT/JP2010/052399
Other languages
French (fr)
Japanese (ja)
Inventor
隼人 高田
孝寿 赤塚
和行 尾崎
弘明 高田
Original Assignee
ユニマテック株式会社
日本メクトロン株式会社
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Publication date
Application filed by ユニマテック株式会社, 日本メクトロン株式会社 filed Critical ユニマテック株式会社
Priority to CN201080013093.1A priority Critical patent/CN102362327B/en
Priority to JP2011505930A priority patent/JP5243597B2/en
Priority to KR1020117024097A priority patent/KR101272639B1/en
Publication of WO2010109983A1 publication Critical patent/WO2010109983A1/en

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Classifications

    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01H—ELECTRIC SWITCHES; RELAYS; SELECTORS; EMERGENCY PROTECTIVE DEVICES
    • H01H13/00—Switches having rectilinearly-movable operating part or parts adapted for pushing or pulling in one direction only, e.g. push-button switch
    • H01H13/02—Details
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
    • C08G18/758—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing two or more cycloaliphatic rings
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C08G18/4266—Polycondensates having carboxylic or carbonic ester groups in the main chain prepared from hydroxycarboxylic acids and/or lactones
    • C08G18/4269—Lactones
    • C08G18/4277—Caprolactone and/or substituted caprolactone
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/4825—Polyethers containing two hydroxy groups
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B6/00—Light guides; Structural details of arrangements comprising light guides and other optical elements, e.g. couplings
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01H—ELECTRIC SWITCHES; RELAYS; SELECTORS; EMERGENCY PROTECTIVE DEVICES
    • H01H13/00—Switches having rectilinearly-movable operating part or parts adapted for pushing or pulling in one direction only, e.g. push-button switch
    • H01H13/70—Switches having rectilinearly-movable operating part or parts adapted for pushing or pulling in one direction only, e.g. push-button switch having a plurality of operating members associated with different sets of contacts, e.g. keyboard

Definitions

  • the present invention relates to a polyurethane sheet for a light guide plate material, a method for producing the same, and a use thereof. Specifically, while maintaining translucency, the polyurethane sheet for a light guide plate material having excellent dimensional stability at high temperature and excellent flexibility, and It relates to its production method and use.
  • the “keypad backlight” is a part that lays under the numeric keypad of a mobile phone or a numeric keypad of a notebook computer, etc., and serves to illuminate the numeric keypad.
  • “click feeling” refers to a feeling of depression of a button that is transmitted to a finger when an operation button such as a numeric keypad is pressed. When a click feeling is obtained, the operator can easily feel that the operation has been performed. .
  • the numeric keypad backlight material is soft, it will follow the dents on the button part, so a click feeling will be obtained, but if it is hard, the dents on the button part will be difficult to transmit and it will be difficult to obtain a click feeling, so ⁇ the click feeling is inferior '' It is evaluated.
  • polyurethane since polyurethane has lower hardness than polycarbonate and polyester, it can maintain flexibility even if it has a certain thickness.
  • it in order to obtain optical characteristics, it is common to use a non-yellowing or non-yellowing type using an aliphatic or alicyclic diisocyanate as a raw material, but heat shrinkage (shrinkage) occurs. Therefore, the dimensional stability at a high temperature of 80 ° C. or higher is poor.
  • Patent Document 1 a reaction material comprising a polyol component containing a diol and a trifunctional or higher functional polyol and a polyisocyanate component containing a diisocyanate and a trifunctional or higher functional polyisocyanate is mixed and reacted to form polyurethane on the surface of glass or plastic. It is disclosed that when a protective layer is formed, the protective film is excellent in high friction resistance and stain resistance.
  • this technology has a problem that it is impossible to obtain a polyurethane sheet for a light guide plate material that is excellent in dimensional stability at high temperatures and excellent in flexibility while maintaining translucency.
  • the present inventor examined this cause, and it was important to specify the polyol component and the polyisocyanate component. Further, the organometallic catalyst and the tertiary amine compound system disclosed in Patent Document 1 were used. The problem is not solved only by using a catalyst, and the selection of a crosslinking agent is extremely important. The above problems can be solved only when these three are organically bonded, while maintaining translucency and at a high temperature. The present inventors have found that a polyurethane sheet for a light guide plate material having excellent dimensional stability and excellent flexibility can be obtained, and the present invention has been achieved.
  • An object of the present invention is to provide a polyurethane sheet for a light guide plate material having excellent dimensional stability at high temperature and excellent flexibility while maintaining translucency, a method for producing the same, and use thereof.
  • polycaprolactone triol (MW: 350 to 800) is blended as a cross-linking agent with a prepolymer composed of polypropylene glycol ether (MW (average molecular weight): 500 to 1500) and an alicyclic diisocyanate.
  • a polyurethane sheet for a light guide plate material characterized in that it is formed in a sheet shape.
  • the invention according to claim 2 is the use of the polyurethane sheet for light guide plate material, wherein the polyurethane sheet for light guide plate material according to claim 1 is used as a numeric keypad backlight.
  • a urethane prepolymer is produced by adding an alicyclic diisocyanate to polypropylene glycol ether (MW: 500-1500), and polycaprolactone triol (MW: 350-350) as a crosslinking agent. 800) and is formed into a sheet shape.
  • polypropylene glycol ether MW: 500-1500
  • polycaprolactone triol MW: 350-350
  • This is a method for producing a polyurethane sheet for a light guide plate material.
  • Invention of Claim 4 is a manufacturing method of the polyurethane sheet for light-guide plate materials of Claim 3 characterized by using the polyurethane sheet for light-guide plate materials for a numeric keypad backlight.
  • a polyurethane sheet for a light guide plate material excellent in dimensional stability at high temperature and excellent in flexibility while maintaining translucency a method for producing the same, and use thereof.
  • the polyurethane sheet for a light guide plate material of the present invention comprises polycaprolactone triol (MW: 350 to 800) as a crosslinking agent in a prepolymer composed of polypropylene glycol ether (MW: 500 to 1500) and an alicyclic diisocyanate. It is formed in a sheet shape.
  • the measuring method of the average molecular weight MW is calculated from the hydroxyl value.
  • polycaprolactone triol and urethane prepolymer are blended so that the NCO / OH molar ratio is 0.95 to 1.20.
  • the prepolymer component blending ratio is 80 to 150 parts by weight, preferably 100 to 140 parts by weight, based on 100 parts by weight of polypropylene glycol ether.
  • polypropylene glycol ether used in the present invention those having an average molecular weight in the range of 500 to 1500 are selected and used, and those having an average molecular weight in the range of 800 to 1200 are preferably used.
  • Examples of the alicyclic diisocyanate used in the present invention include alicyclic diisocyanates such as hydrogenated diphenylmethane diisocyanate and isophorone diisocyanate, and hydrogenated diphenylmethane diisocyanate is preferable.
  • the reason why the alicyclic diisocyanate was selected without selecting the aromatic diisocyanate is that yellowing does not occur and the transparency can be maintained for a longer time.
  • polycaprolactone triol used as a crosslinking agent in the present invention those having an average molecular weight in the range of 350 to 800 are preferably selected and used, those having an average molecular weight in the range of 350 to 500 are preferably used. Is selected from the range of 350 to 400.
  • polycaprolactone triol having an average molecular weight in the range of 350 to 800 is selectively used, excellent film forming properties based on dimensional stability (heat resistance) at high temperatures and resin viscosity can be obtained.
  • the average molecular weight is less than 350, the flexibility is inferior, so that it is not suitable for a light guide plate that requires flexibility as in the present invention.
  • a catalyst to polycaprolactone triol in advance and use the mixed master batch as a crosslinking agent.
  • the polyurethane sheet for a light guide plate material of the present invention can have various thicknesses depending on the use, but considering the use of a numeric keypad backlight, a touch panel, etc., the thickness is preferably 0.05 to 0.3 mm. The range is more preferably 0.1 to 0.2 mm.
  • the film is thin as described above, but has heat resistance and does not decrease the amount of incident light.
  • a thin polyurethane sheet for light guide plate material having a function can be obtained.
  • the two polymers are branched and polymerized. Since the polymerization by so-called three-dimensional urethanization reaction takes place and is organically bonded, the polyurethane sheet for light guide plate material having excellent dimensional stability at high temperature and excellent flexibility according to the present invention. Obtainable.
  • a metal complex such as di-n-butyltin dilaurate or dioctyltin dilaurate, as an antistatic agent, a metal salt compound such as amide or imide, a UV absorber such as phenol or benzophenone, or the like You may mix
  • the polyurethane elastomer constituting the polyurethane sheet for the light guide plate material of the present invention has a hardness (JIS-A; Duro A) in the range of 70 to 97, a stress-elongation curve at 25 ° C., no yield point, and spectral transmission. It is a transparent non-yellowing type thermosetting polyurethane elastomer having a rate of 85% or more.
  • the hardness is less than 70, it becomes too flexible and difficult to handle, and heat resistance is also deteriorated. If the hardness is more than 97, a yield point is generated in a stress-elongation curve at 25 ° C. and the flexibility is poor. .
  • stress-elongation is measured by forming a 2 mm thick sheet with the composition of the present invention, creating a JIS K6251 dumbbell-shaped No. 5, and pulling it at a speed of 50 mm / min. Is done.
  • the polyurethane sheet for light guide plate material of the present invention is excellent in flexibility, it is possible to impart optical characteristics to parts that require movement, and a good click feeling can be obtained with a numeric keypad. Can do.
  • the keying resistance in the present invention refers to a keying resistance when a keying test is carried out under conditions of 2 million times with a contactor R ⁇ 2.0 mm (urethane), 400 g, and there is no damage even if there are irregularities.
  • the polyurethane sheet for a light guide plate material of the present invention is particularly preferably used for a numeric keypad backlight, more preferably for a numeric keypad backlight of a mobile phone, because of its characteristics.
  • the method for forming the polyurethane sheet for a light guide plate material of the present invention is not particularly limited, and any method capable of forming a light guide plate sheet, such as compression molding, injection molding, transfer molding, or extrusion molding, can be used. .
  • Example 1 ⁇ Creation of polyurethane sheet> After 100 parts by weight of polypropylene glycol ether (MW: average molecular weight 1000) is heated to 80 ° C., it is charged into a reactor preheated to 80 ° C., and 137 parts by weight of hydrogenated diphenylmethane diisocyanate is added with stirring to react for 4 hours. A urethane prepolymer was obtained. The urethane prepolymer was cooled once and returned to 25 ° C.
  • polypropylene glycol ether MW: average molecular weight 1000
  • the sheet was semi-cured by heating at 90 ° C. for 10 minutes, and then completely cured at 80 ° C. for 6 hours.
  • the polypropylene sheet was peeled off from the obtained molded sheet to produce a polyurethane sheet for light guide plate material of the present invention.
  • Spectral transmittance evaluation of translucency
  • UV (ultraviolet ray) -VIS (visible light) spectrum the transmittance at wavelengths of 400 nm, 500 nm, and 600 nm is 90% or more as “ ⁇ ”, 85% or more and less than 90% as “ ⁇ ”, and less than 85% as “ ⁇ ”.
  • Table 1 shows the results of the evaluation.
  • the prepared polyurethane sheet is a 0.2 mm thick, 50 mm ⁇ 50 mm test piece. If the dimensional change at 85 ° C. is 50 mm ⁇ 0.2 mm or less, it is “ ⁇ ”, and if it is 50 mm ⁇ 0.2 mm or more, “ ⁇ ” Table 1 shows the results of the evaluation.
  • Table 1 shows the results of evaluation in the same manner as in Example 1, except that the polycaprolactone triol of Example 1 had an average molecular weight of 300 and a polyurethane sheet was similarly prepared.
  • Comparative Example 2 A thermoplastic non-yellowing polyurethane pellet was pressed with a mold at 190 ° C. and 20 MPa for 5 minutes by hot pressing to form a 0.2 mm thick sheet and annealed at 25 ° C. ⁇ 350 hrs. The results evaluated in the same manner as in Example 1 are shown in Table 1.
  • Comparative Example 3 A smooth transparent polyethylene terephthalate sheet having a thickness of 0.2 mm was used as Comparative Example 3, and the results of evaluation similar to Example 1 are shown in Table 1.
  • the polyurethane sheet for light guide plate material of the present invention has a spectral transmittance of 85%, hardly undergoes a dimensional change at 85 ° C. (excellent heat resistance), and is excellent in flexibility. Furthermore, in the keying resistance test, it can be seen that a sufficient function as a light guide plate for a numeric keypad backlight is obtained because no damage has occurred.
  • Comparative Example 1 shows that the average molecular weight of polycaprolactone triol is small, so that it is inferior in flexibility and cannot be used as the light guide plate material of the present invention.
  • Comparative Example 2 is not the thermosetting material of the present invention but uses a thermoplastic non-yellowing polyurethane pellet, it is inferior in heat resistance (having a dimensional change at 85 ° C.), and is further subjected to a keying resistance test.
  • FIG. 5 it can be seen that the sheet is broken and the strength as the light guide plate for the numeric keypad backlight is not obtained.
  • Comparative Example 3 is inferior in flexibility because it uses a smooth transparent polyethylene terephthalate sheet.

Abstract

Disclosed are: a polyurethane sheet for a light guide panel, which can keep translucency, has excellent dimensional stability at higher temperatures, and also has excellent flexibility; a process for producing the polyurethane sheet; and use of the polyurethane sheet. The polyurethane sheet is characterized by being produced by mixing a prepolymer comprising a polypropylene glycol ether (MW (average molecular weight): 500 to 1500) and an alicyclic diisocyanate with a polycaprolactone triol (MW:350 to 800) as a crosslinking agent and shaping the resulting mixture into a sheet-like form, and is also characterized by being used preferably as a numeric keypad back light. The process for producing the polyurethane sheet is characterized by adding an alicyclic diisocyanate to a polypropylene glycol ether (MW: 500 to 1500) to prepare a urethane prepolymer, adding a polycaprolactone triol (MW: 350 to 800) as a crosslinking agent to the urethane prepolymer, and shaping the resulting mixture into a sheet-like form.

Description

導光板材料用ポリウレタンシート及びその製造方法並びに使用Polyurethane sheet for light guide plate material, production method thereof and use
　本発明は導光板材料用ポリウレタンシート及びその製造方法並びに使用に関し、詳しくは透光性を維持しつつ、高温での寸法安定性に優れ、かつ可撓性に優れた導光板材料用ポリウレタンシート及びその製造方法並びに使用に関する。 The present invention relates to a polyurethane sheet for a light guide plate material, a method for producing the same, and a use thereof. Specifically, while maintaining translucency, the polyurethane sheet for a light guide plate material having excellent dimensional stability at high temperature and excellent flexibility, and It relates to its production method and use.
　従来、ＬＥＤバックライト用途の導光板のようなフィルム材料としては、主に光透過率に優れるＰＭＭＡ樹脂が採用されているが、薄加工が困難であり、柔軟性が劣ると共に脆いなどの欠点があるため、ポリカーボネート、ポリエステル、ポリウレタンなどが用いられ始めている。 Conventionally, as a film material such as a light guide plate for LED backlight applications, PMMA resin that is mainly excellent in light transmittance has been adopted, but thin processing is difficult, and there are drawbacks such as poor flexibility and brittleness. For this reason, polycarbonate, polyester, polyurethane and the like are beginning to be used.
　しかし、ポリカーボネートやポリエステルは硬度が高いため、柔軟性（可撓性）を求められる用途、例えばテンキーバックライトなどでは、クリック感などの性能がやや劣る欠点がある。 However, since polycarbonate and polyester have high hardness, there is a drawback that the performance such as click feeling is slightly inferior in applications requiring flexibility (flexibility), such as a numeric keypad backlight.
　なお、「テンキーバックライト」とは、携帯電話のテンキー部分やノートパソコン等のテンキーの下に敷設し、テンキーを光らせる役割をする部品である。また、「クリック感」とは、テンキーなどの操作ボタンを押したときに指に伝わる、ボタンが凹む感触のことであり、クリック感が得られると、操作者は操作したことを実感しやすくなる。テンキーバックライトの材料が軟らかいと、ボタン部分の凹みに追従するのでクリック感が得られるが、硬いとボタン部分の凹みが伝わりにくくなり、クリック感が得られにくくなるので、「クリック感が劣る」と評価される。 The “keypad backlight” is a part that lays under the numeric keypad of a mobile phone or a numeric keypad of a notebook computer, etc., and serves to illuminate the numeric keypad. In addition, “click feeling” refers to a feeling of depression of a button that is transmitted to a finger when an operation button such as a numeric keypad is pressed. When a click feeling is obtained, the operator can easily feel that the operation has been performed. . If the numeric keypad backlight material is soft, it will follow the dents on the button part, so a click feeling will be obtained, but if it is hard, the dents on the button part will be difficult to transmit and it will be difficult to obtain a click feeling, so `` the click feeling is inferior '' It is evaluated.
　この欠点は、薄くすることで改善できるものの、薄くなりすぎると、１．加工が難しい、２．入光量が減り機能が落ちるなどの問題がある。 This defect can be improved by making it thinner, but if it becomes too thin, 1. Difficult to process There is a problem that the amount of incident light is reduced and the function is reduced.
　一方、ポリウレタンはポリカーボネートやポリエステルに比べ硬度が低いため、ある程度の厚みがあっても柔軟性を保持できる。この場合、光学特性を得るために、脂肪族や脂環族のジイソシアネートを原料とした無黄変、難黄変タイプを用いるのが一般的であるが、熱による収縮（縮み）が起きてしまうため、８０℃以上の高温での寸法安定性が劣る。 On the other hand, since polyurethane has lower hardness than polycarbonate and polyester, it can maintain flexibility even if it has a certain thickness. In this case, in order to obtain optical characteristics, it is common to use a non-yellowing or non-yellowing type using an aliphatic or alicyclic diisocyanate as a raw material, but heat shrinkage (shrinkage) occurs. Therefore, the dimensional stability at a high temperature of 80 ° C. or higher is poor.
　特許文献１は、ジオールと３官能以上のポリオールを含むポリオール成分と、ジイソシアネートと３官能以上のポリイソシアネートを含むポリイソシアネート成分とからなる反応原料を混合、反応させて、ガラスやプラスチックの表面にポリウレタン保護層を形成すると、その保護膜は高度の耐摩擦性と耐汚染性に優れることを開示している。 In Patent Document 1, a reaction material comprising a polyol component containing a diol and a trifunctional or higher functional polyol and a polyisocyanate component containing a diisocyanate and a trifunctional or higher functional polyisocyanate is mixed and reacted to form polyurethane on the surface of glass or plastic. It is disclosed that when a protective layer is formed, the protective film is excellent in high friction resistance and stain resistance.
　しかし、この技術では、透光性を維持しつつ、高温での寸法安定性に優れ、かつ可撓性に優れた導光板材料用ポリウレタンシートを得ることができない問題があった。 However, this technology has a problem that it is impossible to obtain a polyurethane sheet for a light guide plate material that is excellent in dimensional stability at high temperatures and excellent in flexibility while maintaining translucency.
　本発明者は、この原因について、検討したところ、ポリオール成分の特定と、ポリイソシアネート成分の特定が重要であり、更に、特許文献１が開示するような有機金属系触媒や第３級アミン化合物系触媒を用いただけでは問題が解決されず、架橋剤の選定が極めて重要であり、これらの３者が有機的に結合されてはじめて上記問題が解決でき、透光性を維持しつつ、高温での寸法安定性に優れ、かつ可撓性に優れた導光板材料用ポリウレタンシートを得ることができることを見出し、本発明に至った。 The present inventor examined this cause, and it was important to specify the polyol component and the polyisocyanate component. Further, the organometallic catalyst and the tertiary amine compound system disclosed in Patent Document 1 were used. The problem is not solved only by using a catalyst, and the selection of a crosslinking agent is extremely important. The above problems can be solved only when these three are organically bonded, while maintaining translucency and at a high temperature. The present inventors have found that a polyurethane sheet for a light guide plate material having excellent dimensional stability and excellent flexibility can be obtained, and the present invention has been achieved.
特開平１－０５６７１７号公報JP-A-1-056717
　本発明の課題は、透光性を維持しつつ、高温での寸法安定性に優れ、かつ可撓性に優れた導光板材料用ポリウレタンシート及びその製造方法並びにその使用を提供することにある。 An object of the present invention is to provide a polyurethane sheet for a light guide plate material having excellent dimensional stability at high temperature and excellent flexibility while maintaining translucency, a method for producing the same, and use thereof.
　また本発明の他の課題は、以下の記載によって明らかとなる。 Further, other problems of the present invention will become apparent from the following description.
　上記課題は、以下の各発明によって解決される。 The above problems are solved by the following inventions.
　請求項１記載の発明は、ポリプロピレングリコールエーテル（ＭＷ（平均分子量）：５００～１５００）と脂環式ジイソシアネートとからなるプレポリマーに、架橋剤としてポリカプロラクトントリオール（ＭＷ：３５０～８００）を配合し、シート状に形成されたことを特徴とする導光板材料用ポリウレタンシートである。 According to the first aspect of the present invention, polycaprolactone triol (MW: 350 to 800) is blended as a cross-linking agent with a prepolymer composed of polypropylene glycol ether (MW (average molecular weight): 500 to 1500) and an alicyclic diisocyanate. A polyurethane sheet for a light guide plate material, characterized in that it is formed in a sheet shape.
　請求項２記載の発明は、請求項１記載の導光板材料用ポリウレタンシートをテンキーバックライトとして使用することを特徴とする導光板材料用ポリウレタンシートの使用である。 The invention according to claim 2 is the use of the polyurethane sheet for light guide plate material, wherein the polyurethane sheet for light guide plate material according to claim 1 is used as a numeric keypad backlight.
　請求項３記載の発明は、ポリプロピレングリコールエーテル（ＭＷ：５００～１５００）に脂環式ジイソシアネートを加えてウレタンプレポリマーを製造し、該ウレタンプレポリマーに、架橋剤としてポリカプロラクトントリオール（ＭＷ：３５０～８００）を配合し、シート状に形成することを特徴とする導光板材料用ポリウレタンシートの製造方法である。 According to the third aspect of the present invention, a urethane prepolymer is produced by adding an alicyclic diisocyanate to polypropylene glycol ether (MW: 500-1500), and polycaprolactone triol (MW: 350-350) as a crosslinking agent. 800) and is formed into a sheet shape. This is a method for producing a polyurethane sheet for a light guide plate material.
　請求項４記載の発明は、導光板材料用ポリウレタンシートがテンキーバックライトに用いられることを特徴とする請求項３記載の導光板材料用ポリウレタンシートの製造方法である。 Invention of Claim 4 is a manufacturing method of the polyurethane sheet for light-guide plate materials of Claim 3 characterized by using the polyurethane sheet for light-guide plate materials for a numeric keypad backlight.
　本発明によると、透光性を維持しつつ、高温での寸法安定性に優れ、かつ可撓性に優れた導光板材料用ポリウレタンシート及びその製造方法並びにその使用を提供することができる。 According to the present invention, it is possible to provide a polyurethane sheet for a light guide plate material excellent in dimensional stability at high temperature and excellent in flexibility while maintaining translucency, a method for producing the same, and use thereof.
　以下、本発明の実施の形態について説明する。 Hereinafter, embodiments of the present invention will be described.
　本発明の導光板材料用ポリウレタンシートは、ポリプロピレングリコールエーテル（ＭＷ：５００～１５００）と脂環式ジイソシアネートとからなるプレポリマーに、架橋剤としてポリカプロラクトントリオール（ＭＷ：３５０～８００）を配合して、シート状に形成されたものである。 The polyurethane sheet for a light guide plate material of the present invention comprises polycaprolactone triol (MW: 350 to 800) as a crosslinking agent in a prepolymer composed of polypropylene glycol ether (MW: 500 to 1500) and an alicyclic diisocyanate. It is formed in a sheet shape.
　ここで、平均分子量ＭＷの測定方法は、水酸基価より算出される。 Here, the measuring method of the average molecular weight MW is calculated from the hydroxyl value.
　本発明において、ＮＣＯ／ＯＨモル比が０．９５～１．２０になるように、ポリカプロラクトントリオール、ウレタンプレポリマーが配合される。 In the present invention, polycaprolactone triol and urethane prepolymer are blended so that the NCO / OH molar ratio is 0.95 to 1.20.
　本発明において上記プレポリマーの成分配合比は、ポリプロピレングリコールエーテル１００重量部に対し、脂環式ジイソシアネートは８０～１５０重量部の範囲で配合され、好ましくは、１００～１４０重量部の範囲である。 In the present invention, the prepolymer component blending ratio is 80 to 150 parts by weight, preferably 100 to 140 parts by weight, based on 100 parts by weight of polypropylene glycol ether.
　本発明に用いられるポリプロピレングリコールエーテルとしては、平均分子量が５００～１５００の範囲のものが選択使用され、好ましくは、平均分子量が８００～１２００の範囲のものが選択使用される。 As the polypropylene glycol ether used in the present invention, those having an average molecular weight in the range of 500 to 1500 are selected and used, and those having an average molecular weight in the range of 800 to 1200 are preferably used.
　ポリプロピレングリコールエーテルの分子量が上記範囲より大きすぎると透明性に劣り、小さすぎると柔軟性に劣る。 When the molecular weight of the polypropylene glycol ether is too large, the transparency is poor, and when it is too small, the flexibility is poor.
　本発明に用いられる脂環式ジイソシアネートとしては、水素添加ジフェニルメタンジイソシアネート、イソホロンジイソシアネートなどの脂環族ジイソシアネートが挙げられ、好ましくは、水素添加ジフェニルメタンジイソシアネートである。 Examples of the alicyclic diisocyanate used in the present invention include alicyclic diisocyanates such as hydrogenated diphenylmethane diisocyanate and isophorone diisocyanate, and hydrogenated diphenylmethane diisocyanate is preferable.
　本発明において芳香族系ジイソシアネートを選択せず、脂環族ジイソシアネートを選択したのは、黄変せず、透明性をより長時間保つことができるからである。 In the present invention, the reason why the alicyclic diisocyanate was selected without selecting the aromatic diisocyanate is that yellowing does not occur and the transparency can be maintained for a longer time.
　また、本発明で架橋剤として用いられるポリカプロラクトントリオールとしては、平均分子量が３５０～８００の範囲のものが選択使用され、好ましくは平均分子量が３５０～５００の範囲のものが選択使用され、さらに好ましくは３５０～４００の範囲のものが選択使用される。 In addition, as the polycaprolactone triol used as a crosslinking agent in the present invention, those having an average molecular weight in the range of 350 to 800 are preferably selected and used, those having an average molecular weight in the range of 350 to 500 are preferably used. Is selected from the range of 350 to 400.
　平均分子量が３５０～８００の範囲のポリカプロラクトントリオールを選択使用すると、高温での寸法安定性（耐熱性）及び樹脂粘度に基づく優れた製膜性を得ることができる。 If polycaprolactone triol having an average molecular weight in the range of 350 to 800 is selectively used, excellent film forming properties based on dimensional stability (heat resistance) at high temperatures and resin viscosity can be obtained.
　平均分子量が３５０未満であると、可撓性に劣るため、本発明のように柔軟性を求められる導光板には適さない。 If the average molecular weight is less than 350, the flexibility is inferior, so that it is not suitable for a light guide plate that requires flexibility as in the present invention.
　また、本発明において、ポリカプロラクトントリオールに予め触媒を加えて、混合したマスターバッチを架橋剤とすることも好ましい。 In the present invention, it is also preferable to add a catalyst to polycaprolactone triol in advance and use the mixed master batch as a crosslinking agent.
　本発明の導光板材料用ポリウレタンシートは、その用途によって様々な厚みにすることが可能であるが、テンキーバックライト、タッチパネル等の用途を考慮すると、好ましくは厚みが０．０５～０．３ｍｍの範囲であり、さらに好ましくは０．１～０．２ｍｍの範囲である。 The polyurethane sheet for a light guide plate material of the present invention can have various thicknesses depending on the use, but considering the use of a numeric keypad backlight, a touch panel, etc., the thickness is preferably 0.05 to 0.3 mm. The range is more preferably 0.1 to 0.2 mm.
　本発明において、平均分子量が３５０～８００の範囲のポリカプロラクトントリオールを選定することで、上記のように肉薄でありながら、耐熱性を有し、且つ入光量が減少することがないので、良好な機能を有する肉薄の導光板材料用ポリウレタンシートを得ることができる。 In the present invention, by selecting a polycaprolactone triol having an average molecular weight in the range of 350 to 800, the film is thin as described above, but has heat resistance and does not decrease the amount of incident light. A thin polyurethane sheet for light guide plate material having a function can be obtained.
　本発明においては、上記特定分子量をもつポリカプロラクトントリオールではなくエーテル系トリオールを用いた場合には、本発明の耐熱性及び樹脂粘度に基づく優れた製膜性を得ることができない。 In the present invention, when ether type triol is used instead of polycaprolactone triol having the above specific molecular weight, the excellent film forming property based on the heat resistance and resin viscosity of the present invention cannot be obtained.
　本発明において、上記特定のポリオール成分と特定のポリイソシアネート成分からなるプレポリマーに、上記特定の架橋剤を配合することで、これらの２者（プレポリマーと架橋剤）間で枝分かれして重合していく、いわゆる三次元的なウレタン化反応による重合が起こり、有機的に結合されるため、本発明の高温での寸法安定性に優れ、かつ可撓性に優れた導光板材料用ポリウレタンシートを得ることができる。 In the present invention, by blending the specific cross-linking agent with the pre-polymer comprising the specific polyol component and the specific polyisocyanate component, the two polymers (prepolymer and cross-linking agent) are branched and polymerized. Since the polymerization by so-called three-dimensional urethanization reaction takes place and is organically bonded, the polyurethane sheet for light guide plate material having excellent dimensional stability at high temperature and excellent flexibility according to the present invention. Obtainable.
　本発明においては、触媒としてジｎ－ブチルチンジラウレートやジオクチルチンジラウレートなどの金属錯体、帯電防止剤として、アミド系やイミド系などの金属塩化合物、フェノール系やベンゾフェノン系などのＵＶ吸収剤等の添加剤を、本発明の効果を損なわない範囲で配合してもよい。 In the present invention, as a catalyst, a metal complex such as di-n-butyltin dilaurate or dioctyltin dilaurate, as an antistatic agent, a metal salt compound such as amide or imide, a UV absorber such as phenol or benzophenone, or the like You may mix | blend an additive in the range which does not impair the effect of this invention.
　本発明の導光板材料用ポリウレタンシートを構成するポリウレタンエラストマーは、硬さ（ＪＩＳ－Ａ；デュロＡ）が７０～９７の範囲であり、２５℃の応力－伸び曲線で降伏点がなく、分光透過率８５％以上をもつ透明無黄変タイプ熱硬化性ポリウレタンエラストマーである。 The polyurethane elastomer constituting the polyurethane sheet for the light guide plate material of the present invention has a hardness (JIS-A; Duro A) in the range of 70 to 97, a stress-elongation curve at 25 ° C., no yield point, and spectral transmission. It is a transparent non-yellowing type thermosetting polyurethane elastomer having a rate of 85% or more.
　硬さが７０未満であると、柔軟になりすぎて取り扱いが難しく、耐熱性も悪化し、硬さが９７より大きいと、２５℃の応力－伸び曲線で降伏点が発生し、柔軟性が乏しい。 If the hardness is less than 70, it becomes too flexible and difficult to handle, and heat resistance is also deteriorated. If the hardness is more than 97, a yield point is generated in a stress-elongation curve at 25 ° C. and the flexibility is poor. .
　本発明において、応力－伸びの測定は、本発明の配合で２ｍｍ厚のシートを成形し、ＪＩＳ　Ｋ６２５１のダンベル状５号形を作成して、５０ｍｍ／ｍｉｎの速度でこれを引張することによって測定される。 In the present invention, stress-elongation is measured by forming a 2 mm thick sheet with the composition of the present invention, creating a JIS K6251 dumbbell-shaped No. 5, and pulling it at a speed of 50 mm / min. Is done.
　また、本発明の導光板材料用ポリウレタンシートは、可撓性に優れるため、動きの要求される部分にも光学的特性を持たせることが可能であり、テンキーなどでは良好なクリック感を得ることができる。 In addition, since the polyurethane sheet for light guide plate material of the present invention is excellent in flexibility, it is possible to impart optical characteristics to parts that require movement, and a good click feeling can be obtained with a numeric keypad. Can do.
　さらにシリコンなどに比べて比較的安価であり、高温での寸法変化が小さく、８５℃まで使用可能であり、耐打鍵性を有する。 Furthermore, it is relatively inexpensive compared to silicon and the like, has a small dimensional change at high temperatures, can be used up to 85 ° C., and has keystroke resistance.
　また、本発明における耐打鍵性とは、触子Ｒ　φ２．０ｍｍ（ウレタン）、４００ｇで２００万回の条件で打鍵試験を実施して、凹凸があっても破損がない場合を、耐打鍵性を有するとする。 In addition, the keying resistance in the present invention refers to a keying resistance when a keying test is carried out under conditions of 2 million times with a contactor R φ2.0 mm (urethane), 400 g, and there is no damage even if there are irregularities. Suppose that
　本発明の導光板材料用ポリウレタンシートは、その特性から、特にテンキーバックライトに用いられることが好ましく、より好ましくは携帯電話のテンキーバックライトに用いられることが好ましい。 The polyurethane sheet for a light guide plate material of the present invention is particularly preferably used for a numeric keypad backlight, more preferably for a numeric keypad backlight of a mobile phone, because of its characteristics.
　本発明の導光板材料用ポリウレタンシートの成形方法としては、特に限定されず、圧縮成形、射出成形、トランスファー成形あるいは押出成形など、導光板用シートを成形できるいずれの方法を用いることも可能である。 The method for forming the polyurethane sheet for a light guide plate material of the present invention is not particularly limited, and any method capable of forming a light guide plate sheet, such as compression molding, injection molding, transfer molding, or extrusion molding, can be used. .
　以下、実施例により本発明の効果を例証する。 Hereinafter, the effect of the present invention is illustrated by examples.
　実施例１
＜ポリウレタンシートの作成＞
　ポリプロピレングリコールエーテル（ＭＷ：平均分子量１０００）１００重量部を８０℃に加温した後、８０℃に予熱した反応器に仕込み、攪拌しながら水素添加ジフェニルメタンジイソシアネート１３７重量部を加えて、４時間反応させ、ウレタンプレポリマーを得た。このウレタンプレポリマーは、一度冷却して２５℃にもどした。 Example 1
<Creation of polyurethane sheet>
After 100 parts by weight of polypropylene glycol ether (MW: average molecular weight 1000) is heated to 80 ° C., it is charged into a reactor preheated to 80 ° C., and 137 parts by weight of hydrogenated diphenylmethane diisocyanate is added with stirring to react for 4 hours. A urethane prepolymer was obtained. The urethane prepolymer was cooled once and returned to 25 ° C.
　また、平均分子量３７５のポリカプロラクトントリオールに触媒ジ－ｎ－ブチルスズジラウレートを８００ｐｐｍ加え、混合し、架橋剤とした。 Further, 800 ppm of catalyst di-n-butyltin dilaurate was added to polycaprolactone triol having an average molecular weight of 375 and mixed to obtain a crosslinking agent.
　前述のウレタンプレポリマーと架橋剤をＮＣＯ／ＯＨ＝１．０７になるように室温で１分間混合し、５分間脱泡した後、それらをポリプロピレンシートの上に流し、ドクターブレードで、０．２ｍｍになるよう調製した。 The urethane prepolymer and the crosslinking agent described above were mixed at room temperature for 1 minute so that NCO / OH = 1.07, defoamed for 5 minutes, then poured onto a polypropylene sheet, and 0.2 mm with a doctor blade. It was prepared to become.
　そのシートを９０℃で１０分間加熱して半硬化させ、その後８０℃×６時間で完全に硬化させた。 The sheet was semi-cured by heating at 90 ° C. for 10 minutes, and then completely cured at 80 ° C. for 6 hours.
　得られた成形シートから、ポリプロピレンシートを剥がし、本発明の導光板材料用ポリウレタンシートを作成した。 The polypropylene sheet was peeled off from the obtained molded sheet to produce a polyurethane sheet for light guide plate material of the present invention.
　このポリウレタンシートの物性を、下記評価方法により評価した。 The physical properties of this polyurethane sheet were evaluated by the following evaluation methods.
＜評価方法＞
１．分光透過率（透光性の評価）
　ＵＶ（紫外線）－ＶＩＳ（可視光線）スペクトルにて、波長４００ｎｍ、５００ｎｍ、６００ｎｍにおける透過率が、９０％以上を「○」、８５％以上９０％未満を「△」、８５％未満を「×」として評価した結果を表１に示す。 <Evaluation method>
1. Spectral transmittance (evaluation of translucency)
In the UV (ultraviolet ray) -VIS (visible light) spectrum, the transmittance at wavelengths of 400 nm, 500 nm, and 600 nm is 90% or more as “◯”, 85% or more and less than 90% as “Δ”, and less than 85% as “×”. Table 1 shows the results of the evaluation.
２．８５℃寸法変化（高温での寸法安定性の評価）
　作成したポリウレタンシートを、０．２ｍｍ厚、５０ｍｍ×５０ｍｍ試験片とし、８５℃における寸法変化が５０ｍｍ±０．２ｍｍ以下であれば「○」とし、５０ｍｍ±０．２ｍｍ以上の場合には「×」として評価した結果を表１に示す。 2.85 ° C dimensional change (evaluation of dimensional stability at high temperature)
The prepared polyurethane sheet is a 0.2 mm thick, 50 mm × 50 mm test piece. If the dimensional change at 85 ° C. is 50 mm ± 0.2 mm or less, it is “◯”, and if it is 50 mm ± 0.2 mm or more, “×” Table 1 shows the results of the evaluation.
３．可撓性
　ＪＩＳ５号ダンベル形状にて、応力－伸び曲線（２５℃、５０ｍｍ／ｍｉｎ）において降伏点があるかどうかについて、ない場合を「○」、ある場合を「×」として評価した結果を表１に示す。 3. Flexibility In JIS No. 5 dumbbell shape, whether or not there is a yield point in the stress-elongation curve (25 ° C., 50 mm / min) is shown as “○” when there is no yield point, and “×” when there is a yield point. It is shown in 1.
４．打鍵性
　触子Ｒ　φ２．０ｍｍ（ウレタン）、４００ｇで２００万回の条件で打鍵試験を実施し、凹凸及び破損がなければ「○」、凹凸があるが破損がなく、実用上問題ない場合を「△」、破損した場合を「×」として評価した結果を表１に示す。 4). Keystroke property Toucher R φ2.0mm (urethane), 400g, the keystroke test was conducted 2 million times, “○” if there is no irregularity and damage, there is irregularity but there is no damage and there is no practical problem Table 1 shows the results of evaluation as “Δ” and “X” when damaged.
　比較例１
　実施例１のポリカプロラクトントリオールの平均分子量を３００にして、同様にポリウレタンシートを作成し、実施例１と同様に評価した結果を表１に示す。 Comparative Example 1
Table 1 shows the results of evaluation in the same manner as in Example 1, except that the polycaprolactone triol of Example 1 had an average molecular weight of 300 and a polyurethane sheet was similarly prepared.
　比較例２    
　熱可塑性無黄変ポリウレタンペレットを、型を用いてホットプレスで１９０℃、２０ＭＰａの条件下で、５分間プレスし、０．２ｍｍ厚のシートを成形し、２５℃×３５０ｈｒｓアニーリングしたものを、実施例１と同様に評価した結果を表１に示す。 Comparative Example 2
A thermoplastic non-yellowing polyurethane pellet was pressed with a mold at 190 ° C. and 20 MPa for 5 minutes by hot pressing to form a 0.2 mm thick sheet and annealed at 25 ° C. × 350 hrs. The results evaluated in the same manner as in Example 1 are shown in Table 1.
　比較例３
　０．２ｍｍ厚の平滑透明ポリエチレンテレフタレートのシートを比較例３とし、実施例１と同様に評価した結果を表１に示す。 Comparative Example 3
A smooth transparent polyethylene terephthalate sheet having a thickness of 0.2 mm was used as Comparative Example 3, and the results of evaluation similar to Example 1 are shown in Table 1.
Figure JPOXMLDOC01-appb-T000001
Figure JPOXMLDOC01-appb-T000001
　表１より、本発明の導光板材料用ポリウレタンシートは、分光透過率が８５％、８５℃で寸法変化をほぼ起こさず（耐熱性に優れ）、さらに可撓性に優れていることがわかる。さらに耐打鍵性試験においては、破損を起こしていないため、テンキーバックライト用導光板としての十分な機能を得ていることがわかる。 From Table 1, it can be seen that the polyurethane sheet for light guide plate material of the present invention has a spectral transmittance of 85%, hardly undergoes a dimensional change at 85 ° C. (excellent heat resistance), and is excellent in flexibility. Furthermore, in the keying resistance test, it can be seen that a sufficient function as a light guide plate for a numeric keypad backlight is obtained because no damage has occurred.
　比較例１は、ポリカプロラクトントリオールの平均分子量が小さいため、可撓性に劣り、本発明の導光板材料としては使用できないことがわかる。 Comparative Example 1 shows that the average molecular weight of polycaprolactone triol is small, so that it is inferior in flexibility and cannot be used as the light guide plate material of the present invention.
　比較例２は、本発明の熱硬化性のものではなく、熱可塑性無黄変ポリウレタンペレットを用いているため、耐熱性に劣り（８５℃において寸法変化を起こしている）、さらに耐打鍵性試験においては、シートが破損し、テンキーバックライト用導光板としての強度が得られていないことがわかる。 Since Comparative Example 2 is not the thermosetting material of the present invention but uses a thermoplastic non-yellowing polyurethane pellet, it is inferior in heat resistance (having a dimensional change at 85 ° C.), and is further subjected to a keying resistance test. In FIG. 5, it can be seen that the sheet is broken and the strength as the light guide plate for the numeric keypad backlight is not obtained.
　比較例３は、平滑透明ポリエチレンテレフタレートのシートを用いているため、可撓性に劣っている。 Comparative Example 3 is inferior in flexibility because it uses a smooth transparent polyethylene terephthalate sheet.

Claims (4)

  1. 　ポリプロピレングリコールエーテル（ＭＷ（平均分子量）：５００～１５００）と脂環式ジイソシアネートとからなるプレポリマーに、架橋剤としてポリカプロラクトントリオール（ＭＷ：３５０～８００）を配合し、シート状に形成されたことを特徴とする導光板材料用ポリウレタンシート。 Polycaprolactone triol (MW: 350-800) as a cross-linking agent was blended with a prepolymer composed of polypropylene glycol ether (MW (average molecular weight): 500-1500) and an alicyclic diisocyanate to form a sheet. A polyurethane sheet for a light guide plate material.
  2. 　請求項１記載の導光板材料用ポリウレタンシートをテンキーバックライトとして使用することを特徴とする導光板材料用ポリウレタンシートの使用。 Use of the polyurethane sheet for light guide plate material according to claim 1, wherein the polyurethane sheet for light guide plate material is used as a numeric keypad backlight.
  3. 　ポリプロピレングリコールエーテル（ＭＷ：５００～１５００）に脂環式ジイソシアネートを加えてウレタンプレポリマーを製造し、該ウレタンプレポリマーに、架橋剤としてポリカプロラクトントリオール（ＭＷ：３５０～８００）を配合し、シート状に形成することを特徴とする導光板材料用ポリウレタンシートの製造方法。 A urethane prepolymer is produced by adding an alicyclic diisocyanate to polypropylene glycol ether (MW: 500 to 1500), and polycaprolactone triol (MW: 350 to 800) as a crosslinking agent is blended with the urethane prepolymer to form a sheet. A method for producing a polyurethane sheet for a light guide plate material, characterized by comprising:
  4. 　導光板材料用ポリウレタンシートがテンキーバックライトに用いられることを特徴とする請求項３記載の導光板材料用ポリウレタンシートの製造方法。 4. The method for producing a polyurethane sheet for a light guide plate material according to claim 3, wherein the polyurethane sheet for the light guide plate material is used for a numeric keypad backlight.
PCT/JP2010/052399 2009-03-27 2010-02-18 Polyurethane sheet for light guide panel material, process for producing same, and use of same WO2010109983A1 (en)

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JP2012221682A (en) * 2011-04-07 2012-11-12 Bando Chemical Industries Ltd Flexible light guide plate and method for manufacturing the same
JP2012233088A (en) * 2011-05-02 2012-11-29 Nippon Polyurethane Ind Co Ltd Thermoplastic polyurethane resin composition
JP2014044880A (en) * 2012-08-27 2014-03-13 Bando Chem Ind Ltd Flexible light guide plate
JP2014085640A (en) * 2012-10-26 2014-05-12 Bando Chem Ind Ltd Sheet for floor marking and flexible illumination floor mat
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JPWO2010109983A1 (en) 2012-09-27
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JP5243597B2 (en) 2013-07-24
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