WO2010109983A1 - Feuille de polyuréthanne pour matériau de panneau de guidage lumineux, son processus de production et son utilisation - Google Patents

Feuille de polyuréthanne pour matériau de panneau de guidage lumineux, son processus de production et son utilisation 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
Authority
WO
WIPO (PCT)
Prior art keywords
light guide
polyurethane sheet
sheet
guide plate
plate material
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2010/052399
Other languages
English (en)
Japanese (ja)
Inventor
隼人 高田
孝寿 赤塚
和行 尾崎
弘明 高田
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nippon Mektron KK
Unimatec Co Ltd
Original Assignee
Nippon Mektron KK
Unimatec Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Nippon Mektron KK, Unimatec Co Ltd filed Critical Nippon Mektron KK
Priority to CN201080013093.1A priority Critical patent/CN102362327B/zh
Priority to KR1020117024097A priority patent/KR101272639B1/ko
Priority to JP2011505930A priority patent/JP5243597B2/ja
Publication of WO2010109983A1 publication Critical patent/WO2010109983A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

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.

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  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • General Physics & Mathematics (AREA)
  • Push-Button Switches (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)
  • Planar Illumination Modules (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Switch Cases, Indication, And Locking (AREA)

Abstract

La présente invention a trait à : une feuille de polyuréthanne pour un panneau de guidage lumineux, qui peut conserver la translucidité, a une excellente stabilité dimensionnelle à des températures plus élevées et a également une excellente flexibilité ; un processus de production de la feuille de polyuréthanne ; et l'utilisation de la feuille de polyuréthanne. La feuille de polyuréthanne est caractérisée en ce qu'elle est produite en mélangeant un prépolymère comprenant un éther de glycol de polypropylène (MW (poids moléculaire moyen) : 500 à 1500) et un diisocyanate alicyclique avec un polycaprolactone-triol (MW : 350 à 800) en tant qu'agent de réticulation et en façonnant le mélange résultant sous forme de feuille ; ladite feuille de polyuréthanne est également caractérisée en ce qu'elle est utilisée de préférence en tant que rétroéclairage de clavier numérique. Le processus de production de la feuille de polyuréthanne est caractérisé en ce qu'il ajoute un diisocyanate alicyclique à un éther de glycol de polypropylène (MW : 500 à 1500) afin de préparer un prépolymère d'uréthane, en ce qu'il ajoute un polycaprolactone-triol (MW : 350 à 800) en tant qu'agent de réticulation au prépolymère d'uréthane, et en ce qu'il façonne le mélange résultant sous forme de feuille.
PCT/JP2010/052399 2009-03-27 2010-02-18 Feuille de polyuréthanne pour matériau de panneau de guidage lumineux, son processus de production et son utilisation Ceased WO2010109983A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
CN201080013093.1A CN102362327B (zh) 2009-03-27 2010-02-18 导光板材料用聚氨酯片材及其制造方法以及用途
KR1020117024097A KR101272639B1 (ko) 2009-03-27 2010-02-18 도광판 재료용 폴리우레탄 시트 및 그의 제조방법과 용도
JP2011505930A JP5243597B2 (ja) 2009-03-27 2010-02-18 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

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2009079687 2009-03-27
JP2009-079687 2009-03-27

Publications (1)

Publication Number Publication Date
WO2010109983A1 true WO2010109983A1 (fr) 2010-09-30

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PCT/JP2010/052399 Ceased WO2010109983A1 (fr) 2009-03-27 2010-02-18 Feuille de polyuréthanne pour matériau de panneau de guidage lumineux, son processus de production et son utilisation

Country Status (5)

Country Link
JP (1) JP5243597B2 (fr)
KR (1) KR101272639B1 (fr)
CN (1) CN102362327B (fr)
TW (1) TWI421266B (fr)
WO (1) WO2010109983A1 (fr)

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JP2012221682A (ja) * 2011-04-07 2012-11-12 Bando Chemical Industries Ltd フレキシブル導光板及びフレキシブル導光板の製造方法
JP2012233088A (ja) * 2011-05-02 2012-11-29 Nippon Polyurethane Ind Co Ltd 熱可塑性ポリウレタン樹脂組成物
JP2014044880A (ja) * 2012-08-27 2014-03-13 Bando Chem Ind Ltd フレキシブル導光板
JP2014085640A (ja) * 2012-10-26 2014-05-12 Bando Chem Ind Ltd フロアマーキング用シート、及び、フレキシブル電飾フロアマット
JP2016188373A (ja) * 2016-04-28 2016-11-04 バンドー化学株式会社 シート状物及びシート状物の製造方法
WO2022107689A1 (fr) * 2020-11-19 2022-05-27 旭化成株式会社 Compositions de polyisocyanate, film durci, film de revêtement, composition adhésive sensible à la pression, feuille adhésive sensible à la pression et composition de résine
JP2022081256A (ja) * 2020-11-19 2022-05-31 旭化成株式会社 ポリイソシアネート組成物及び樹脂組成物
JP2022081414A (ja) * 2020-11-19 2022-05-31 旭化成株式会社 ポリイソシアネート組成物、硬化膜、塗膜、粘着剤組成物及び粘着シート

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CN105607180B (zh) * 2014-11-21 2019-04-16 上海飞凯光电材料股份有限公司 一种抗静电光纤及其制备方法
CN112812266A (zh) * 2021-01-05 2021-05-18 江苏铁锚玻璃股份有限公司 一种ipdi型透明高强度聚氨酯板材及其制备方法

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JP7688966B2 (ja) 2020-11-19 2025-06-05 旭化成株式会社 樹脂組成物
JP7791687B2 (ja) 2020-11-19 2025-12-24 旭化成株式会社 ポリイソシアネート組成物、硬化膜、塗膜、粘着剤組成物及び粘着シート

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TWI421266B (zh) 2014-01-01
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