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Copolymer of (meth)acrylic ester, composition, optical element and electric member

外国特許コード F110003555
整理番号 BE06401WO
掲載日 2011年6月29日
出願国 アメリカ合衆国
出願番号 29915706
公報番号 20090264610
公報番号 8435610
出願日 平成18年10月5日(2006.10.5)
公報発行日 平成21年10月22日(2009.10.22)
公報発行日 平成25年5月7日(2013.5.7)
国際出願番号 JP2006320360
国際公開番号 WO2007129418
国際出願日 平成18年10月5日(2006.10.5)
国際公開日 平成19年11月15日(2007.11.15)
優先権データ
  • 11/299,157 (2006.10.5) US
  • 60/797,649P (2006.5.5) US
  • 2006JP320360 (2006.10.5) WO
発明の名称 (英語) Copolymer of (meth)acrylic ester, composition, optical element and electric member
発明の概要(英語) A copolymer of (meth)acrylic ester represented by a general formula (1) including a following repeating unit A and repeating unit B.
In the general formula (1), R1 and R2 each independently represent hydrogen atom or methyl group; R3 represents an alkyl group having 1 to 4 carbon atoms; Y represents an atomic group forming an aromatic ring; x represents 1 to n, n represents the number of fluorine atoms which can be contained in the aromatic ring; and a and b each independently represent an integer of 1 or more.
従来技術、競合技術の概要(英語) BACKGROUND ART
Polymethyl methacrylate (PMMA) is a commercially mass-produced important polymer which is colorless and which has a high light transmittance, excellent chemical resistance and excellent weather corrosion resistance.
PMMA is widely used as a substitute for glass in optical device applications.
However, the glass transition temperature of PMMA is relatively low, e.g., about 100 deg. C. and has a moisture absorption property.
These properties limit the utility of PMMA for optical electronic applications.
In order to increase the glass transition temperature (Tg) of PMMA, there have been investigated the incorporation of rigid or bulky monomers through copolymerization as described in: Y. Tan, G. Ekenstein, Eur.
Polym. J. 1994, 30, 1363; A. Mishra, T. Sinha, V. Choudhary, J. Appl. Polym. Sci. 1998, 68, 527; and S. Dong, Q. Wang, Y. Wei, Z. Zhang, J. Appl. Polym. Sci. 1999, 72, 1335, and the incorporation of monomers having groups that can form a hydrogen-bonding interaction with the carbonyl group of PMMA as described in: E. M. Pearce, T. K. Kwei, B. Y. Min, J. Macromol. Sci. Chem. 1984, 21, 1181; S. Kuo, F. Chang, Macromolecules 2001, 34, 7737; and S. Kuo, H. Kao, F. Chang, Polymer 2003, 44, 6873.
The moisture absorption of PMMA has been also reported to decrease by copolymerization of methyl methacrylate with bulky cyclic hydrocarbon substituted methyl acrylates.
However, these modifications with bulky groups tend to decrease the transparency of PMMA due to light absorption of the co-monomer added.
For PMMA in the visible region, intrinsic light transmittance losses are dominated by overtone stretches of C -- H stretching vibration and by a combination of overtone stretches and deformation vibration.
When heavier atoms such as deuterium and fluorine replace the hydrogen atom of C -- H bond, the vibration absorption energy increases, and the absorption band is thereby minimized in a region ranging from the visible region to the near-infrared region.
Consequentially, Bontevin and coworkers have prepared several fluorine substituted acrylate monomers and have reported that their polymers are highly transparent organic materials (B. Bontevin, A. Rousseau, D. Bosc, J. Polym. Sci. Pol. Chem. 1992, 30, 1279).
Among these fluorine-substituted acrylate monomers, pentafluorophenyl methacylate (PFPA) and its polymer were reported in terms of refractive indexes thereof.
Further, the glass transition temperature (Tg) of poly(PFPA) was reported to be 125 deg. C., which is about 20 deg. C. higher than that of PMMA.

特許請求の範囲(英語) [claim1]
1. A liquid crystal display comprising an optical film, the optical film comprising a copolymer of (meth)acrylic ester represented by general formula (1) including the following repeating unit A and repeating unit B:
wherein R1 and R2 each independently represent hydrogen atom or methyl group; R3 represents an alkyl group having 1 to 4 carbon atoms; Y represents an atomic group forming an aromatic ring; x represents a number from 1 to n, and n represents the number of fluorine atoms which can be contained in the aromatic ring, wherein the repeating unit A is formed by methyl (meth)acrylate (MMA) and the repeating unit B is formed by pentafluorophenyl (meth)acrylate (PFPA) and the ratio of polymerization between MMA and PFPA is set such that MMA: PFPA=80 weight percent: 20 weight percent to 88 weight percent: 12 weight percent.
[claim2]
2. A phase contrast film comprising a copolymer of (meth)acrylic ester represented by general formula (1) including the following repeating unit A and repeating unit B:
wherein R1 and R2 each independently represent hydrogen atom or methyl group; R3 represents an alkyl group having 1 to 4 carbon atoms; Y represents an atomic group forming an aromatic ring; x represents a number from 1 to n, and n represents the number of fluorine atoms which can be contained in the aromatic ring, wherein the repeating unit A is formed by methyl (meth)acrylate (MMA) and the repeating unit B is formed by pentafluorophenyl (meth)acrylate (PFPA) and the ratio of polymerization between MMA and PFPA is set such that MMA: PFPA=80 weight percent: 20 weight percent to 88 weight percent: 12 weight percent.
[claim3]
3. A diffusion plate comprising a copolymer of (meth)acrylic ester represented by general formula (1) including the following repeating unit A and repeating unit B:
wherein R1 and R2 each independently represent hydrogen atom or methyl group; R3 represents an alkyl group having 1 to 4 carbon atoms; Y represents an atomic group forming an aromatic ring; x represents a number from 1 to n, and n represents the number of fluorine atoms which can be contained in the aromatic ring, wherein the repeating unit A is formed by methyl (meth)acrylate (MMA) and the repeating unit B is formed by pentafluorophenyl (meth)acrylate (PFPA) and the ratio of polymerization between MMA and PFPA is set such that MMA: PFPA=80 weight percent: 20 weight percent to 88 weight percent: 12 weight percent.
[claim4]
4. A light guide wave plate comprising a copolymer of (meth)acrylic ester represented by general formula (1) including the following repeating unit A and repeating unit B:
wherein R1 and R2 each independently represent hydrogen atom or methyl group; R3 represents an alkyl group having 1 to 4 carbon atoms; Y represents an atomic group forming an aromatic ring; x represents a number from 1 to n, and n represents the number of fluorine atoms which can be contained in the aromatic ring, wherein the repeating unit A is formed by methyl (meth)acrylate (MMA) and the repeating unit B is formed by pentafluorophenyl (meth)acrylate (PFPA) and the ratio of polymerization between MMA and PFPA is set such that MMA: PFPA=80 weight percent: 20 weight percent to 88 weight percent: 12 weight percent.
[claim5]
5. A prism sheet comprising a copolymer of (meth)acrylic ester represented by general formula (1) including the following repeating unit A and repeating unit B:
wherein R1 and R2 each independently represent hydrogen atom or methyl group; R3 represents an alkyl group having 1 to 4 carbon atoms; Y represents an atomic group forming an aromatic ring; x represents a number from 1 to n, and n represents the number of fluorine atoms which can be contained in the aromatic ring, wherein the repeating unit A is formed by methyl (meth)acrylate (MMA) and the repeating unit B is formed by pentafluorophenyl (meth)acrylate (PFPA) and the ratio of polymerization between MMA and PFPA is set such that MMA: PFPA=80 weight percent: 20 weight percent to 88 weight percent: 12 weight percent.
[claim6]
6. A light emitting diode (LED) comprising an optical film, the optical film comprising a copolymer of (meth)acrylic ester represented by general formula (1) including the following repeating unit A and repeating unit B:
wherein R1 and R2 each independently represent hydrogen atom or methyl group; R3 represents an alkyl group having 1 to 4 carbon atoms; Y represents an atomic group forming an aromatic ring; x represents a number from 1 to n, and n represents the number of fluorine atoms which can be contained in the aromatic ring, wherein the repeating unit A is formed by methyl (meth)acrylate (MMA) and the repeating unit B is formed by pentafluorophenyl (meth)acrylate (PFPA) and the ratio of polymerization between MMA and PFPA is set such that MMA: PFPA=80 weight percent: 20 weight percent to 88 weight percent: 12 weight percent.
  • 発明者/出願人(英語)
  • KOIKE YASUHIRO
  • OKAMOTO YOSHIYUKI
  • TAGAYA AKIHIRO
  • JAPAN SCIENCE AND TECHNOLOGY AGENCY
国際特許分類(IPC)
米国特許分類/主・副
  • 428/1.33
  • 526/245
  • 526/326
  • 560/130
  • 560/221
  • 560/223
参考情報 (研究プロジェクト等) ERATO/SORST Photonics polymer for "Fiber To The Display" AREA
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