JP2008231323A5 - - Google Patents

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JP2008231323A5
JP2008231323A5 JP2007075324A JP2007075324A JP2008231323A5 JP 2008231323 A5 JP2008231323 A5 JP 2008231323A5 JP 2007075324 A JP2007075324 A JP 2007075324A JP 2007075324 A JP2007075324 A JP 2007075324A JP 2008231323 A5 JP2008231323 A5 JP 2008231323A5
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group
functional group
polymerizable composition
metal oxide
polymerizable
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JP5272217B2 (en
JP2008231323A (en
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Description

本発明の重合性組成物は、官能基を有する重合性モノマーと、官能基を有する金属酸化物微粒子とを含んで構成され、重合性モノマーが有する官能基と、金属酸化物微粒子が有する官能基とが互いに反応し得ることを特徴とする。
以下に、本発明の重合性組成物、重合体およびプラスチックレンズについて実施形態を詳細に説明する。
ここで、重合性モノマーが有する官能基としては、イソシアナート基、イソチオシアナート基、チオール基(メルカプト基)、水酸基、エポキシ基、チオエポキシ基およびエピスルフィド基から選ばれる少なくともいずれかの官能基が好適に挙げられる。
例えば、イソシアナート基を持つ重合性モノマーとしては、公知の化合物を用いることができる。イソシアナート基を持つ化合物の具体例としては、エチレンジイソシアナート、トリメチレンジイソシアナート、2,4,4−トリメチルヘキサンジイソシアナート、ヘキサメチレンジイソシアナート、m−キシリレンジイソシアナート等が挙げられる。
Heavy polymerizable composition of the present invention, a polymerizable monomer having a functional group is configured to include a metal oxide fine particles having a functional group, a functional group having polymerizable monomers, functional with the metal oxide fine particles it characterized in that the group can react with one another.
Hereinafter, embodiments of the polymerizable composition, polymer and plastic lens of the present invention will be described in detail.
Here, the functional group of the polymerizable monomer is preferably at least one functional group selected from an isocyanate group, an isothiocyanate group, a thiol group (mercapto group), a hydroxyl group, an epoxy group, a thioepoxy group, and an episulfide group It is mentioned in.
For example, a known compound can be used as the polymerizable monomer having an isocyanate group. Specific examples of the compound having an isocyanate group include ethylene diisocyanate, trimethylene diisocyanate, 2,4,4-trimethylhexane diisocyanate, hexamethylene diisocyanate, m-xylylene diisocyanate and the like. It is done.

ここで、本発明の金属酸化物微粒子は、重合性組成物における分散安定性を高め、かつ架橋密度を向上させるために、前記した重合性モノマーの有する官能基と反応し得る官能基でなければならない。
例えば、金属酸化物微粒子表面を有機ケイ素化合物で処理することで、該表面に水酸基(−OH基)を結合させることができる。この際に用いられる有機ケイ素化合物としては、単官能性シラン、二官能性シラン、三官能性シラン、四官能性シラン等が挙げられる。
同様に、金属酸化物微粒子表面をメルカプト系化合物で処理することで、該表面にチオール基(−SH基)を備えさせることができる。この際に用いられるメルカプト系化合物としては、公知の化合物を用いることができる。例えば、1,2−エタンジチオール、1,6−ヘキサンジチオール、1,1−シクロヘキサンジチオール等の脂肪族ポリチオール、1,2−ジメルカプトベンゼン、1,2,3−トリス(メルカプトメチル)ベンゼン等の芳香族ポリチオールが挙げられる。
また、金属酸化物微粒子表面をイソシアネート系化合物で処理することで、該表面にイソシアネート基(−NCO基)を備えさせることが出来る。この際に用いられるイソシアネート系化合物としては、公知の化合物を用いることができる。例えば、エチレンジイソシアナート、トリメチレンジイソシアナート、2,4,4−トリメチルヘキサンジイソシアナート、ヘキサメチレンジイソシアナート、m−キシリレンジイソシアナート等が挙げられる。
The metal oxide particles of the present invention to enhance the dispersion stability in the polymerizable composition, and in order to improve the crosslinking density, if a functional group capable of reacting with the functional group of the above-mentioned polymerizable monomer Don't be.
For example, by treating the surface of the metal oxide fine particle with an organosilicon compound, a hydroxyl group (—OH group) can be bonded to the surface. Examples of the organosilicon compound used in this case include monofunctional silane, bifunctional silane, trifunctional silane, and tetrafunctional silane.
Similarly, by treating the surface of the metal oxide fine particle with a mercapto compound, the surface can be provided with a thiol group (—SH group). A known compound can be used as the mercapto compound used in this case. For example, 1,2-ethanedithiol, 1,6-hexanedithiol, aliphatic polythiol such as 1,1-cyclohexanedithiol, 1,2-dimercaptobenzene, 1,2,3-tris (mercaptomethyl) benzene, etc. Aromatic polythiols are mentioned.
Further, by treating the surface of the metal oxide fine particles with an isocyanate compound, an isocyanate group (—NCO group) can be provided on the surface. A known compound can be used as the isocyanate compound used in this case. Examples thereof include ethylene diisocyanate, trimethylene diisocyanate, 2,4,4-trimethylhexane diisocyanate, hexamethylene diisocyanate, m-xylylene diisocyanate and the like.

また、エピスルフィド系樹脂の場合には、エピスルフィド基を持つモノマーとエピスルフィド基と反応可能な官能基を有する金属酸化物微粒子を混合した後、エポキシ樹脂用の硬化触媒を添加、混合し、加熱により重合硬化を行うことによって製造できる。なお、エピスルフィド基と反応(共重合)可能な他のモノマーを共存させてもよい。その場合は、該他のモノマーの有する官能基と反応し得る官能基を有する金属酸化物粒子を用いてもよい。 In the case of an episulfide resin, after mixing a monomer having an episulfide group and a metal oxide fine particle having a functional group capable of reacting with the episulfide group, an epoxy resin curing catalyst is added, mixed, and polymerized by heating. It can be manufactured by curing. Other monomers capable of reacting (copolymerizing) with episulfide groups may coexist. In that case, but it may also be a metal oxide particle having a functional group capable of reacting with the functional group of the said other monomers.

Claims (5)

官能基を有する重合性モノマーと、官能基を有する金属酸化物微粒子とを含む重合性組成物であって、
前記重合性モノマーが有する官能基と、前記金属酸化物微粒子が有する官能基とが互いに反応し得ることを特徴とする重合性組成物。
A polymerizable composition comprising a polymerizable monomer having a functional group and metal oxide fine particles having a functional group,
A polymerizable composition, wherein a functional group of the polymerizable monomer and a functional group of the metal oxide fine particles can react with each other.
請求項1記載の重合性組成物において、
前記重合性モノマーおよび前記金属酸化物微粒子が有する官能基が、
イソシアナート基、イソチオシアナート基、チオール基、水酸基、エポキシ基、チオエポキシ基およびエピスルフィド基から選ばれる少なくともいずれかの官能基であることを特徴とする重合性組成物。
The polymerizable composition of claim 1, wherein
The functional group that the polymerizable monomer and the metal oxide fine particles have,
A polymerizable composition comprising at least one functional group selected from an isocyanate group, an isothiocyanate group, a thiol group, a hydroxyl group, an epoxy group, a thioepoxy group, and an episulfide group.
請求項1または請求項2に記載の重合性組成物において、
前記重合性モノマーが、チオウレタン樹脂またはチオエポキシ樹脂製造用のモノマーであることを特徴とする重合性組成物。
The polymerizable composition according to claim 1 or 2,
The polymerizable composition is a monomer for producing a thiourethane resin or a thioepoxy resin.
請求項1〜請求項3のいずれかに記載の重合性組成物から製造されたことを特徴とする重合体。   A polymer produced from the polymerizable composition according to any one of claims 1 to 3. 請求項4に記載の重合体から形成されたことを特徴とするプラスチックレンズ。   A plastic lens formed from the polymer according to claim 4.
JP2007075324A 2007-03-22 2007-03-22 Polymerizable composition, polymer and plastic lens Expired - Fee Related JP5272217B2 (en)

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JP2008231323A5 true JP2008231323A5 (en) 2010-04-22
JP5272217B2 JP5272217B2 (en) 2013-08-28

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US20100219541A1 (en) * 2007-09-28 2010-09-02 Konica Minolta Opto, Inc. Method for manufacturing optical device
JP5498089B2 (en) * 2009-08-12 2014-05-21 国立大学法人北海道大学 Composite composition and optical plastic product
WO2017201726A1 (en) * 2016-05-27 2017-11-30 Dow Global Technologies Llc SILSESQUINOXANE MODIFIED TiO2 SOL
JP7284590B2 (en) * 2019-02-21 2023-05-31 三菱瓦斯化学株式会社 CURABLE COMPOSITE MATERIAL AND IMPRINT METHOD USING THE SAME

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JPH1114949A (en) * 1997-06-19 1999-01-22 Hoya Corp Contact lens material, contact lens and its production
JP2000284235A (en) * 1999-04-01 2000-10-13 Seiko Epson Corp Plastic lens
JP4139701B2 (en) * 2003-01-31 2008-08-27 日本曹達株式会社 Organic-inorganic composite
JP2005234530A (en) * 2004-01-21 2005-09-02 Seiko Epson Corp Plastic lens
JP2005338780A (en) * 2004-04-28 2005-12-08 Omron Corp Micro-lense
JP4339181B2 (en) * 2004-05-27 2009-10-07 三井化学株式会社 Polymerizable composition for optical element and optical element obtained by curing the composition
JP2006273709A (en) * 2005-03-03 2006-10-12 Mitsubishi Chemicals Corp Nanoparticles having high refractive index
JP2006308844A (en) * 2005-04-28 2006-11-09 Seiko Epson Corp Plastic lens and manufacturing method of plastic lens
JP5215665B2 (en) * 2005-08-30 2013-06-19 日揮触媒化成株式会社 Composite polymer, thermosetting coating composition and molded article
JP2007314773A (en) * 2006-04-28 2007-12-06 Mitsubishi Chemicals Corp Resin composition containing high refractive index particle
JPWO2008075784A1 (en) * 2006-12-20 2010-04-15 Hoya株式会社 Metal oxide nanoparticles, method for producing the same, nanoparticle-dispersed resin and method for producing the same
JP5350294B2 (en) * 2010-03-04 2013-11-27 ホーヤ レンズ マニュファクチャリング フィリピン インク Polymerizable composition, polymer composition and plastic lens

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