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1. 发明授权

US11214650B2 Composition for high refractive index low dispersion resins for composite diffractive optical elements, and composite diffractive optical element using the same 有权
$Composition for high refractive index low dispersion resins for composite diffractive optical elements, and composite diffractive optical element using the same$
公开(公告)号：US11214650B2
公开(公告)日：2022-01-04
申请号：US16091314
申请日：2017-04-06
申请人： MITSUBISHI GAS CHEMICAL COMPANY, INC.
发明人： Kousuke Namiki , Eiji Koshiishi , Kikuo Furukawa , Hiroshi Horikoshi
IPC分类号： C08G75/045 , G02B5/18 , G02B1/04
摘要： A composition for a high refractive index, low dispersion resin for a close-contact double layer-type composite diffractive optical element that is highly photocurable and provides a high productivity, and a close-contact double layer-type composite diffractive optical element using such composition are provided. A composition for a high refractive index, low dispersion resin for a close-contact double layer-type composite diffractive optical element includes a thiol compound represented by general formula (1) or an oligomer synthesized by use of a thiol compound represented by general formula (1) (A component); and an ene compound including two or more polymerizable unsaturated bonds (B component). (In the formula, p represents an integer of 2 to 5; Xp and Zp independently represent a hydrogen atom or a mercaptomethyl group; a ratio of sulfur atoms in a molecule is 40 to 80% by mass; and the number of thiol groups is 3 or larger.).

2. 发明申请

US20150166720A1 COMPOSITION FOR OPTICAL MATERIAL, AND METHOD FOR PRODUCING SAME 有权
标题翻译：光学材料用组合物及其制造方法
公开(公告)号：US20150166720A1
公开(公告)日：2015-06-18
申请号：US14414585
申请日：2013-09-06
申请人： MITSUBISHI GAS CHEMICAL COMPANY, INC.
发明人： Hiroyuki Okada , Hiroshi Horikoshi , Eiji Koshiishi , Teruo Kamura
IPC分类号： C08G18/75 , C08G18/16 , C08G18/38
CPC分类号： C08G18/757 , C08G18/168 , C08G18/3855 , C08G18/3874 , C08G18/3876 , G02B1/04 , C08L71/00 , C08L81/00
摘要： A composition for an optical material includes (a) a compound having two β-epithiopropyl groups and having a specific structure, (b) a compound having one β-epithiopropyl group and one glycidyl group and having a specific structure, (c) polyisocyanate and (d) polythiol, enables the prevention of the occurrence of such a defect that peeling traces linger on a lens. In the composition for an optical material, an embodiment in which (e) sulfur is additionally contained is preferred. Another embodiment of the present invention is a method for producing an optical material, characterized by adding an onium salt as a polymerization catalyst to the composition for an optical material in an amount of 0.0001 to 10% by mass relative to the total amount of the compound (a), the compound (b), polyisocyanate (c) and polythiol (d) and then polymerizing and curing the resultant mixture.
摘要翻译：用于光学材料的组合物包括（a）具有两个具有特定结构的化合物，（b）具有一个“一硫代丙基”和一个缩水甘油基并具有特定结构的化合物，（c）多异氰酸酯和（d）多硫醇，能够防止发生剥离痕迹留在镜片上的缺陷。在用于光学材料的组合物中，优选另外包含（e）硫的实施方案。本发明的另一个实施方案是一种光学材料的制造方法，其特征在于，相对于化合物的总量，将作为聚合催化剂的鎓盐加入到光学材料用组合物中，其量为0.0001〜10质量％（a），化合物（b），多异氰酸酯（c）和多硫醇（d），然后使所得混合物聚合和固化。

3. 发明授权

US10526452B2 Method for producing cured product of episulfide-based resin 有权
公开(公告)号：US10526452B2
公开(公告)日：2020-01-07
申请号：US15305614
申请日：2015-04-20
申请人： Mitsubishi Gas Chemical Company, Inc.
发明人： Kousuke Namiki , Sawako Fuse , Eiji Koshiishi , Kikuo Furukawa , Hiroshi Horikoshi
IPC分类号： C08G75/08 , B29C39/02 , B29C39/24 , B29C39/38 , G02B1/04 , G02C7/00 , B29B7/88 , B29C35/04 , B29C45/00 , B29D11/00 , B29C67/24 , B29K81/00 , B29L11/00 , G02C7/02
摘要： The present invention can provide a method for producing a cured product of an episulfide-based resin, the method having: (A) a step for obtaining a composition for a resin by mixing compound (a), compound (b) and a polymerization catalyst; (B) a step for pouring the composition for a resin into a mold; and (C) a step in which, by increasing the temperature of a heating medium, the composition for a resin is polymerized in the heating medium that contains a liquid having a thermal conductivity of 0.2 W/m·K or higher, or in a shower of the heating medium. The maximum temperature of the heating medium in step (C) is 55 to 110° C. (a) A compound which has two episulfide groups per molecule and which is represented by formula (1): wherein m represents an integer from 0 to 4 and n represents an integer from 0 to 2 (b) A compound having one or more thiol groups per molecule.

4. 发明授权

US09920169B2 Curable composition 有权
公开(公告)号：US09920169B2
公开(公告)日：2018-03-20
申请号：US14899509
申请日：2014-06-26
申请人： Mitsubishi Gas Chemical Company, Inc.
发明人： Kousuke Namiki , Hitoshi Okazaki , Eiji Koshiishi , Sawako Fuse , Kikuo Furukawa
IPC分类号： C08G75/08 , C09J181/02
CPC分类号： C08G75/08 , C09J181/02
摘要： According to the present invention, a curable composition can be provided, said composition being characterized by comprising: (A) an episulfide compound; and (B) a photobase generator comprising an organoboron compound represented by general formula (1) below: (In general formula (1), R1, R2, R3, R4 and R5 may be the same as or different from one another and independently represent an alkyl group having 1 to 8 carbon atoms; and Ar1, Ar2 and Ar3 may be the same as or different from one another and independently represent a group selected from the group consisting of a phenyl group, a naphthyl group, an anthracenyl group and a phenanthryl group, each of which may have a substituent selected from the group consisting of an alkyl group, an aryl group, an alkenyl group, a cycloalkyl group and a heterocyclic group.)

5. 发明授权

US10647819B2 Photocurable composition and optical material 有权
公开(公告)号：US10647819B2
公开(公告)日：2020-05-12
申请号：US15781535
申请日：2016-10-07
申请人： MITSUBISHI GAS CHEMICAL COMPANY, INC.
发明人： Kousuke Namiki , Yousuke Imagawa , Eiji Koshiishi , Kikuo Furukawa , Hiroshi Horikoshi
IPC分类号： C08G75/08 , G02B1/04 , C08G75/06 , C08J3/28
摘要： According to the present invention, it is possible to provide a photocurable composition which comprises a cyclic compound (a) represented by formula (1), an episulfide compound (b), and a photopolymerization initiator (c). In a preferred embodiment, the proportion of the cyclic compound (a) in the photocurable composition is 5-80 mass %, the proportion of the episulfide compound (b) is 20-95 mass %, and the proportion of the photopolymerization initiator (c) is 0.1-10 parts by mass per 100 parts by mass of the sum of the cyclic compound (a) and the episulfide compound (b). In the formula, C represents a carbon atom, X represents S, Se, or Te, and a to f are integers of 0-3, provided that 8≥(a+c+e)≥1, 8≥(b+d+f)≥2, and (b+d+f)≥(a+c+e).

6. 发明授权

US09529117B2 Polymerizable composition for optical material, method for producing same, and method for producing optical material 有权
标题翻译：光学材料用聚合性组合物及其制造方法以及光学材料的制造方法
公开(公告)号：US09529117B2
公开(公告)日：2016-12-27
申请号：US14373718
申请日：2013-02-13
申请人： MITSUBISHI GAS CHEMICAL COMPANY, INC.
发明人： Teruo Kamura , Naotsugu Shimoda , Yoshihiko Nishimori , Eiji Koshiishi , Motoharu Takeuchi
IPC分类号： C08G75/32 , G02B1/04 , C08G75/08
CPC分类号： G02B1/041 , C08G75/08 , G02B1/04 , C08L81/02
摘要： By using a method for producing a composition for an optical material using (a) sulfur, (b) a compound having two intramolecular episulfide groups, (c) a compound having one or more (preferably two) SH groups, and (d) an amine compound having a specific structure, in which compound (a) and compound (c) are pre-polymerized in the presence of compound (b) using compound (d) as the pre-polymerization catalyst, the present invention provides a polymerizable composition for an optical material in which the viscosity elevation speed during pre-polymerization is slow and the reaction temperature is approximately room temperature, and that has a low viscosity and shows little increase in viscosity. By means of another embodiment of the present invention, it is possible to produce an optical material that has excellent mold release characteristics but has substantially no striae by polymerizing (a) sulfur, (b) a compound having two intramolecular episulfide groups, and (c) a compound having one or more SH groups in the presence of (d) a hindered amine catalyst having a specific structure.
摘要翻译：通过使用（a）硫制造光学材料用组合物的方法，（b）具有两个分子内硫化物基团的化合物，（c）具有一个或多个（优选两个）SH基团的化合物，和（d）具有特定结构的胺化合物，其中化合物（a）和化合物（c）在化合物（b）的存在下使用化合物（d）作为预聚合催化剂进行预聚合，本发明提供了一种用于预聚合期间的粘度升高速度慢，反应温度约为室温，粘度低，粘度增加少的光学材料。通过本发明的另一个实施方式，可以制备具有优异的脱模特性但通过聚合（a）硫，（b）具有两个分子内硫醚基的化合物和（c ）在（d）具有特定结构的受阻胺催化剂存在下具有一个或多个SH基团的化合物。

7. 发明授权

US09458293B2 Method for producing composition for optical material 有权
标题翻译：光学材料用组合物的制造方法
公开(公告)号：US09458293B2
公开(公告)日：2016-10-04
申请号：US14372153
申请日：2013-01-30
申请人： MITSUBISHI GAS CHEMICAL COMPANY, INC.
发明人： Takashi Aoki , Hirohito Ishizuka , Eiji Koshiishi , Motoharu Takeuchi
IPC分类号： C08F283/00 , C08G75/28 , C08G75/08 , G02B1/04
CPC分类号： C08G75/28 , C08G75/08 , G02B1/04 , C08L75/04 , C08L81/00
摘要： According to the present invention, a composition for optical material, which is capable of providing a homogeneous optical material, can be prepared through pre-polymerization reaction between (a) an inorganic compound having a sulfur atom and (b) an episulfide compound using a hindered amine as a catalyst, followed by mixing with (c) a polythiol compound and (d) a polyisocyanate compound. Moreover, this composition for optical material can be polymerized and cured to thereby provide an optical material having high refractive index (ne of 1.73 or higher), high strength (an elongation of 13% or more in three-point bend test and good drilling resistance), and high heat resistance (a softening point of 70° C. or higher, as measured by TMA).
摘要翻译：根据本发明，能够提供均匀的光学材料的光学材料用组合物可以通过（a）具有硫原子的无机化合物和（b）使用受阻胺作为催化剂，然后与（c）多硫醇化合物和（d）多异氰酸酯化合物混合。此外，该光学材料用组合物可以聚合固化，从而提供具有高折射率（ne为1.73以上），高强度（三点弯曲试验中的伸长率为13％以上，良好的耐钻孔性）的光学材料），高耐热性（通过TMA测定的软化点为70℃以上）。

8. 发明申请

US20160152774A1 CURABLE COMPOSITION 有权
标题翻译：可固化组合物
公开(公告)号：US20160152774A1
公开(公告)日：2016-06-02
申请号：US14899509
申请日：2014-06-26
申请人： MITSUBISHI GAS CHEMICAL COMPANY, INC.
发明人： Kousuke Namiki , Hitoshi Okazaki , Eiji Koshiishi , Sawako Fuse , Kikuo Furukawa
IPC分类号： C08G75/08 , C09J181/02
CPC分类号： C08G75/08 , C09J181/02
摘要： According to the present invention, a curable composition can be provided, said composition being characterized by comprising: (A) an episulfide compound; and (B) a photobase generator comprising an organoboron compound represented by general formula (1) below: (In general formula (1), R1, R2, R3, R4 and R5 may be the same as or different from one another and independently represent an alkyl group having 1 to 8 carbon atoms; and Ar1, Ar2 and Ar3 may be the same as or different from one another and independently represent a group selected from the group consisting of a phenyl group, a naphthyl group, an anthracenyl group and a phenanthryl group, each of which may have a substituent selected from the group consisting of an alkyl group, an aryl group, an alkenyl group, a cycloalkyl group and a heterocyclic group.)
摘要翻译：根据本发明，可以提供可固化组合物，所述组合物的特征在于包含：（A）环硫化合物; 和（B）含有下述通式（1）表示的有机硼化合物的光碱产生剂：（通式（1）中，R 1，R 2，R 3，R 4和R 5可以相同也可以不同，具有1至8个碳原子的烷基; Ar 1，Ar 2和Ar 3可以彼此相同或不同，并且独立地表示选自苯基，萘基，蒽基和菲基，其各自可以具有选自烷基，芳基，烯基，环烷基和杂环基的取代基。）

9. 发明申请

US20140357835A1 POLYMERIZABLE COMPOSITION FOR OPTICAL MATERIAL, METHOD FOR PRODUCING SAME, AND METHOD FOR PRODUCING OPTICAL MATERIAL 有权
标题翻译：用于光学材料的聚合物组合物，其生产方法和用于生产光学材料的方法
公开(公告)号：US20140357835A1
公开(公告)日：2014-12-04
申请号：US14373718
申请日：2013-02-13
申请人： MITSUBISHI GAS CHEMICAL COMPANY, INC.
发明人： Teruo Kamura , Naotsugu Shimoda , Yoshihiko Nishimori , Eiji Koshiishi , Motoharu Takeuchi
IPC分类号： G02B1/04 , C08G75/08
CPC分类号： G02B1/041 , C08G75/08 , G02B1/04 , C08L81/02
摘要： By using a method for producing a composition for an optical material using (a) sulfur, (b) a compound having two intramolecular episulfide groups, (c) a compound having one or more (preferably two) SH groups, and (d) an amine compound having a specific structure, in which compound (a) and compound (c) are pre-polymerized in the presence of compound (b) using compound (d) as the pre-polymerization catalyst, the present invention provides a polymerizable composition for an optical material in which the viscosity elevation speed during pre-polymerization is slow and the reaction temperature is approximately room temperature, and that has a low viscosity and shows little increase in viscosity. By means of another embodiment of the present invention, it is possible to produce an optical material that has excellent mold release characteristics but has substantially no striae by polymerizing (a) sulfur, (b) a compound having two intramolecular episulfide groups, and (c) a compound having one or more SH groups in the presence of (d) a hindered amine catalyst having a specific structure.
摘要翻译：通过使用（a）硫制造光学材料用组合物的方法，（b）具有两个分子内硫化物基团的化合物，（c）具有一个或多个（优选两个）SH基团的化合物，和（d）具有特定结构的胺化合物，其中化合物（a）和化合物（c）在化合物（b）的存在下使用化合物（d）作为预聚合催化剂进行预聚合，本发明提供了一种用于预聚合期间的粘度升高速度慢，反应温度约为室温，粘度低，粘度增加少的光学材料。通过本发明的另一个实施方式，可以制备具有优异的脱模特性但通过聚合（a）硫，（b）具有两个分子内硫醚基的化合物和（c ）在（d）具有特定结构的受阻胺催化剂存在下具有一个或多个SH基团的化合物。

10. 发明授权

US09518153B2 Polymerizable composition for optical materials 有权
标题翻译：用于光学材料的可聚合组合物
公开(公告)号：US09518153B2
公开(公告)日：2016-12-13
申请号：US14380809
申请日：2013-02-27
申请人： MITSUBISHI GAS CHEMICAL COMPANY, INC.
发明人： Eiji Koshiishi , Hitoshi Okazaki , Motoharu Takeuchi
IPC分类号： C08G75/00 , C08G75/08 , G02B1/04
CPC分类号： C08G75/08 , G02B1/04 , G02B1/041 , C08L75/04 , C08L81/00
摘要： The present invention addresses the problem of providing: a catalyst for preliminary reaction and a preliminary reaction method, which are suitable for a composition that is obtained by adding a thiol compound and an isocyanate compound to an episulfide compound; and a polymerizable composition for optical materials, which is capable of preventing yellowing of an optical material which contains a composition that is obtained by adding a thiol compound and an isocyanate compound to an episulfide compound. The above-mentioned problem can be solved by a polymerizable composition for optical materials, which contains a thiourethane oligomer that is obtained by preliminarily reacting the whole or a part of a thiol compound and an isocyanate compound in a composition that contains an episulfide compound, the thiol compound and the isocyanate compound, while using a compound represented by formula (2) below as a catalyst for preliminary reaction In formula (2), R represents an alkyl group having 1 to 4 carbon atoms; and X represents an organic group which has 2 to 11 carbon atoms and contains a vinyl group, a vinylidene group or a vinylene group.
摘要翻译：式（2）中，R表示碳原子数1〜4的烷基， X表示碳原子数2〜11的含有乙烯基，亚乙烯基或亚乙烯基的有机基团。

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