公开(公告)号：US10308850B2

公开(公告)日：2019-06-04

申请号：US15328239

申请日：2015-07-23

申请人： LINTEC CORPORATION

发明人： Mikihiro Kashio ,  Masami Matsui ,  Yae Ishikawa ,  Hidekazu Nakayama

IPC分类号： C09J183/04 ,  C09J11/06 ,  C08K5/5435 ,  C08K5/544 ,  C09J183/00 ,  C09K3/10 ,  C08L83/06 ,  H01L33/56 ,  C08K5/548 ,  H01L31/0203

摘要： The present invention is a curable composition comprising a component (A) and a component (B), the curable composition producing a cured product that has a solid-state Si nuclear magnetic resonance spectrum in which a peak is observed within a range from −80 ppm or more to less than −40 ppm, and a half-width of the peak is 500 to 900 Hz, the component (A) being a curable polysilsesquioxane compound that comprises a repeating unit represented by a formula (a-1), R1SiO3/2  (a-1) the component (B) being at least one silane coupling agent selected from a group consisting of a silane coupling agent that comprises a nitrogen atom in its molecule, and a silane coupling agent that comprises an acid anhydride structure in its molecule, and a method for producing the curable composition, and a cured product, and a method for using the curable composition, and an optical device.

公开(公告)号：US09487627B2

公开(公告)日：2016-11-08

申请号：US14439503

申请日：2013-10-30

申请人： LINTEC Corporation

发明人： Masami Matsui ,  Mikihiro Kashio

IPC分类号： C08G77/04 ,  C08L83/04 ,  C08K5/5415 ,  C08G77/38 ,  C08G77/00

CPC分类号： C08G77/04 ,  C08G77/38 ,  C08G77/80 ,  C08K5/5415 ,  C08L83/04

摘要： The present invention provides: a curable polysilsesquioxane compound comprising at least one structural unit represented by R1SiO3/2 (wherein R1 is a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group), a 29Si nuclear magnetic resonance spectrum of the curable polysilsesquioxane compound having a first peak top within a range of −65 ppm or more and less than −55 ppm, having a second peak top within a range of −73 ppm or more and less than −65 ppm, and having a third peak top within a range of −82 ppm or more and less than −73 ppm, and the ratio of an integral value (P1) of a first peak to the total of the integral value (P1) of the first peak, an integral value (P2) of a second peak, and an integral value (P3) of a third peak being more than 0% and less than 10%; a method for producing the same; a curable composition; a cured product; and a method for using curable composition or the like as an optical device-securing material. According to the present invention, there can be provided: a curable compound that produce a cured product that exhibits excellent heat resistance, and exhibits high adhesion even at a high temperature; a method for producing a curable compound; a cured product obtained by curing the curable composition; and a method for using the curable compound or the curable composition.

摘要翻译： 本发明提供：包含由R 1 SiO 3/2表示的至少一种结构单元（其中，R 1为取代或未取代的碳原子数1〜10的烷基或取代或未取代的芳基）的可固化聚倍半硅氧烷化合物，29Si核磁 具有第一峰顶在-65ppm以上且小于-55ppm范围内的可固化聚倍半硅氧烷化合物的共振光谱，第二峰顶在-73ppm以上且小于-65ppm的范围内，以及 具有在-82ppm以上且小于-73ppm的范围内的第三峰顶，以及第一峰的积分值（P1）与第一峰的积分值（P1）的总和的比率， 第二峰的积分值（P2）和第三峰的积分值（P3）大于0％且小于10％; 其制造方法; 可固化组合物; 固化产品; 以及使用固化性组合物等作为光学元件固定材料的方法。 根据本发明，可以提供：即使在高温下也能显示出优异的耐热性，且粘着性高的固化物的固化性化合物， 一种固化性化合物的制造方法; 通过固化可固化组合物获得的固化产物; 以及使用该固化性化合物或固化性组合物的方法。

公开(公告)号：US10920117B2

公开(公告)日：2021-02-16

申请号：US15780537

申请日：2016-12-21

申请人： LINTEC CORPORATION

发明人： Yutaka Nanashima ,  Hidekazu Nakayama ,  Manabu Miyawaki ,  Mikihiro Kashio

IPC分类号： C09J183/08 ,  C08G77/24 ,  C08K5/544 ,  C08L83/08 ,  C08K5/541 ,  C08L83/04 ,  C08G77/06 ,  C09K3/10 ,  C08G77/18 ,  C08K5/00 ,  H01L23/29 ,  C08G77/00

摘要： The invention is a curable composition comprising the following component (A) and component (B): Component (A): a curable polysilsesquioxane compound having a repeating unit represented by the following specific formula (a-1): R1—D—SiO3/2  (a-1) Component (B): a silane coupling agent having a nitrogen atom in its molecule, and a method for producing the curable composition, and a cured product obtained by curing the curable composition, and a method for using the curable composition as an adhesive for an optical element-fixing material, and a method for using the curable composition as a sealant for an optical element-fixing material, and an optical device obtained by using the curable composition as an adhesive or a sealant for an optical element-fixing material. One aspect of the curable composition according to one embodiment of the invention can provide a cured product excellent in adhesiveness and heat resistance and having a low refractive index.

公开(公告)号：US09783715B2

公开(公告)日：2017-10-10

申请号：US14771020

申请日：2014-02-27

申请人： LINTEC CORPORATION

发明人： Masami Matsui ,  Mikihiro Kashio

IPC分类号： C08L83/08 ,  C09J183/06 ,  C08K5/5435 ,  C08K5/544 ,  C09D183/06 ,  C08L83/06 ,  C08L83/04 ,  C08G77/14 ,  C08G77/24 ,  C08G77/26

CPC分类号： C09J183/06 ,  C08G77/14 ,  C08G77/24 ,  C08G77/26 ,  C08K5/5435 ,  C08K5/544 ,  C08K5/5442 ,  C08L83/04 ,  C08L83/06 ,  C08L83/08 ,  C09D183/06 ,  Y02E10/50

摘要： The present invention relates to: a curable composition comprising a component (A), a component (B), and a component (C), the curable composition comprising the component (A) and the component (B) in a mass ratio (component (A):component (B)) of 100:0.3 to 100:30, a cured product obtained by curing the curable composition, a method for using the curable composition as an optical device-securing adhesive or an optical device sealing material. The present invention provides a curable composition that produces a cured product that exhibits excellent transparency, excellent heat resistance, excellent crack resistance, and high adhesion, a cured product obtained by curing the curable composition, a method for using the curable composition as an optical device-securing adhesive or an optical device sealing material, a sealed optical device in which an optical device is sealed with a cured product of the curable composition, and a method for producing the same. Component (A): a silane compound copolymer (I) that is represented by a formula (a-1), wherein R1 is a hydrogen atom or the like, X0 is a halogen atom, a cyano group, or a group represented by OG (wherein G is a protecting group for a hydroxyl group), D is a single bond or the like, R2 is an alkyl group having 1-20 carbon atoms or the like, Z is a hydroxyl group, an alkoxy group having 1-10 carbon atoms, or a halogen atom, m and n are a positive integer, and o, p, q, and r are 0 or a positive integer, Component (B): at least one silane coupling agent selected from a silane coupling agent that includes a nitrogen atom in its molecule and a silane coupling agent that includes an epoxy group in its molecule, and Component (C): a silane coupling agent that has an acid anhydride structure. (CHR1X0-D-SiO3/2)m(R2SiO3/2)n(CHR1X0-D-SiZO2/2)o(R2SiZO2/2)p(CHR1X0-D-SiZ2O1/2)q(R2SiZ2O1/2)r   (a-1)

公开(公告)号：US09670326B2

公开(公告)日：2017-06-06

申请号：US15023070

申请日：2014-09-19

申请人： LINTEC CORPORATION

发明人： Masami Matsui ,  Mikihiro Kashio

IPC分类号： C08G77/28 ,  C08G77/392 ,  C09J183/08 ,  C08K5/548 ,  C08G77/04 ,  C08G77/26

CPC分类号： C08G77/392 ,  C08G77/04 ,  C08G77/26 ,  C08G77/28 ,  C08K5/5435 ,  C08K5/5442 ,  C08K5/548 ,  C09J183/04 ,  C09J183/08 ,  G02B6/00 ,  G02B6/4239 ,  C08L83/04

摘要： The present invention is: a curable composition comprising a component (A) and a component (B) in a mass ratio (component (A):component (B)) of 100:0.1 to 100:50; a cured product obtained by curing the curable composition; and a method for using the curable composition as an optical device-securing adhesive or an optical device sealing material. The component (A) is a silane compound polymer that is represented by a formula (a-1) (where in the formula: R1 is a group selected from an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, Z is a hydroxyl group, an alkoxy group having 1 to 10 carbon atoms, or a halogen atom, m is a positive integer, and n and o are independently 0 or a positive integer, provided that a plurality of R1 are either identical or different, and a plurality of Z are either identical or different), and the component (B) is a silane coupling agent that comprises a sulfur atom-containing functional group in its molecule. (R1SiO3/2)m(R1SiZO2/2)n(R1SiZ2O1/2)o  (a-1)

公开(公告)号：US09540490B2

公开(公告)日：2017-01-10

申请号：US15023199

申请日：2014-09-19

申请人： LINTEC CORPORATION

发明人： Masami Matsui ,  Mikihiro Kashio

IPC分类号： C08G77/26 ,  H01L33/56 ,  C08L83/08 ,  C09J183/08 ,  C08G77/04 ,  C08K5/544

CPC分类号： C08G77/26 ,  C08G77/04 ,  C08G77/16 ,  C08G77/18 ,  C08K5/544 ,  C08K5/5442 ,  C08K5/5455 ,  C08L83/06 ,  C08L83/08 ,  C09J183/08 ,  H01L33/56 ,  H01L2933/005

摘要： The present invention is: a curable composition comprising a component (A) and a component (B) in a mass ratio (component (A):component (B)) of 100:0.3 to 100:90, the component (A) being a silane compound polymer that is represented by a formula (a-1), wherein R1 is a group selected from an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, Z is a hydroxyl group, an alkoxy group having 1 to 10 carbon atoms, or a halogen atom, m is a positive integer, and n and o are independently 0 or a positive integer, provided that a plurality of R1 are either identical or different, and a plurality of Z are either identical or different, and the component (B) being a silane coupling agent that comprises an isocyanurate skeleton in its molecule. (R1SiO3/2)m(R1SiZO2/2)n(R1SiZ2O1/2)o  (a-1)

摘要翻译： 本发明是以100:0.3〜100:90的质量比（成分（A）：成分（B））的成分（A）和成分（B）的固化性组合物，成分（A）为 由式（a-1）表示的硅烷化合物聚合物，其中R 1为选自具有1至20个碳原子的烷基，具有3至10个碳原子的环烷基，以及取代或未取代的芳基 具有6至20个碳原子的基团，Z是羟基，具有1至10个碳原子的烷氧基或卤素原子，m是正整数，n和o独立地为0或正整数，条件是a 多个R 1相同或不同，多个Z相同或不同，组分（B）是在其分子中包含异氰脲酸酯骨架的硅烷偶联剂。 €ƒ€ƒ€ƒ€ƒ€ƒ€ƒ（R 1 SiO 3/2）m（R 1 SiZO 2/2）n（R 1 SiZ 2 O 1/2）o€ƒ€ ƒ€ƒ€ƒ（a-1）

公开(公告)号：US08728624B2

公开(公告)日：2014-05-20

申请号：US13708373

申请日：2012-12-07

申请人： Lintec Corporation

发明人： Takashi Tamada ,  Mikihiro Kashio

IPC分类号： B32B9/04 ,  C08G77/26

CPC分类号： C09D183/06 ,  C08G77/18 ,  C08G77/26 ,  C09D183/08 ,  C09J183/06 ,  H01L23/296 ,  H01L33/56 ,  H01L2224/48091 ,  H01L2224/48247 ,  H01L2924/09701 ,  Y10T428/31663 ,  H01L2924/00014

摘要： A fixing material includes a silane compound polymer as the main component, the silane compound polymer being produced by condensing a silane compound mixture that includes at least one silane compound (1) shown by the following formula (1): R1Si(OR2)p(X1)3-p (wherein R1 represents a group including an ester structure or a cyanoalkyl group, R2 represents an alkyl group having 1 to 6 carbon atoms or the like, X1 represents a halogen atom, and p is an integer from 0 to 3), and at least one silane compound (2) shown by the following formula (2): Si(OR3)q(X2)4-q (wherein R3 represents an alkyl group having 1 to 6 carbon atoms, X2 represents a halogen atom, and q is an integer from 0 to 4). A sealed optical device includes an optical device that is sealed with a cured product of the fixing material. The fixing material produces a cured product that exhibits high hardness, excellent transparency and heat resistance, and rarely undergoes coloration even when subjected to high-energy light or heat for a long time.

摘要翻译： 固定材料包括硅烷化合物聚合物作为主要成分，所述硅烷化合物聚合物通过使包含至少一种下式（1）所示的硅烷化合物（1）的硅烷化合物混合物：R1Si（OR2）p（ X1）3-p（其中R1表示含有酯结构或氰基烷基的基团，R2表示碳原子数1〜6的烷基等，X1表示卤素原子，p表示0〜3的整数） ）和由下式（2）表示的至少一种硅烷化合物（2）：Si（OR 3）q（X 2）4-q（其中，R 3表示碳原子数1〜6的烷基，X 2表示卤素原子 ，q为0〜4的整数）。 密封光学装置包括用固定材料的固化产物密封的光学装置。 固定材料产生显示高硬度，优异的透明性和耐热性的固化产物，并且即使长时间受到高能量光或热的加热也很少发生着色。

公开(公告)号：US09963624B2

公开(公告)日：2018-05-08

申请号：US15506556

申请日：2015-08-21

申请人： LINTEC CORPORATION

发明人： Hidekazu Nakayama ,  Masami Matsui ,  Mikihiro Kashio

IPC分类号： C09J183/06 ,  C09J183/04 ,  C09J11/04 ,  C08K3/36 ,  H01L23/00 ,  H01L33/56 ,  C08L83/06

CPC分类号： C09J183/06 ,  C08G77/16 ,  C08G77/18 ,  C08K3/00 ,  C08K3/36 ,  C08K5/548 ,  C08K2201/005 ,  C08L83/04 ,  C08L83/06 ,  C09J11/04 ,  C09J11/06 ,  C09J183/04 ,  C09K3/10 ,  H01L23/29 ,  H01L23/31 ,  H01L24/29 ,  H01L24/32 ,  H01L33/56 ,  H01L2224/2929 ,  H01L2224/29387 ,  H01L2224/32245 ,  H01L2924/0002 ,  H01L2924/10253 ,  H01L2924/12041 ,  H01L2924/00

摘要： The present invention is: a curable composition comprising a component (A), a component (B), and a component (C), the curable composition comprising the component (A) and the component (B) in a mass ratio (component (A):component (B)) of 100:0.3 to 100:50, the component (A) being a curable polysilsesquioxane compound that comprises a repeating unit represented by a formula (a-1), R1SiO3/2  (a-1) wherein R1 is a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group, the component (B) being fine particles having an average primary particle size of 5 to 40 nm, and the component (C) being a silane coupling agent that comprises a sulfur atom in its molecule. This invention provides: a curable composition that produces a cured product that exhibits excellent adhesion, excellent delamination resistance, and excellent heat resistance, and exhibits excellent workability during the application step, a method for producing the same, a cured product obtained by curing the curable composition, a method for using the curable composition as an optical element-securing adhesive or an optical element sealing material, and an optical device.

公开(公告)号：US09359533B2

公开(公告)日：2016-06-07

申请号：US14387142

申请日：2013-03-22

申请人： LINTEC CORPORATION

发明人： Masami Matsui ,  Mikihiro Kashio

IPC分类号： C09J183/08 ,  C09J11/06 ,  C08K5/544 ,  C08L83/08 ,  H01L23/29 ,  C08G77/26 ,  C09J183/04 ,  G02B1/04 ,  C08G77/14 ,  C08G77/24 ,  C09J183/06 ,  C08G77/00 ,  H01L33/56

CPC分类号： C09J11/06 ,  C08G77/14 ,  C08G77/24 ,  C08G77/26 ,  C08G77/80 ,  C08K5/34924 ,  C08K5/544 ,  C08K5/5442 ,  C09J183/06 ,  C09J183/08 ,  G02B1/04 ,  H01L23/296 ,  H01L33/56 ,  H01L2924/0002 ,  C08L83/08 ,  C08K5/5465 ,  H01L2924/00

摘要： The present invention is: a curable composition comprising a component (A) and a component (B) in a mass ratio (component (A):component (B)) of 100:0.3 to 100:40, the component (A) being a silane compound copolymer that is represented by a formula (a-1), and has a weight average molecular weight of 800 to 30,000, (CHR1X0-D-SiO3/2)m(R2SiO3/2)n(CHR1X0-D-SiZO2/2)o(R2SiZO2/2)p(CHR1X0-D-SiZ2O1/2)q(R2SiZ2O1/2)r   (a-1) wherein R1 is a hydrogen atom, etc., X0 is a halogen atom, etc., D is a single bond, etc., R2 is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, etc., Z is a hydroxyl group, etc., m and n are independently a positive integer, and o, p, q, and r are independently 0 or a positive integer, and the component (B) being a silane coupling agent that includes a nitrogen atom in its molecule. With the invention, it is possible to provide: a curable composition that produces a cured product that exhibits excellent heat resistance, excellent transparency, and high adhesion; a cured product obtained by curing the curable composition; and a method for using the curable composition as an optical device adhesive, etc.

摘要翻译： 本发明是：以质量比（成分（A）：成分（B））为100:0.3〜100:40的成分（A）和成分（B）的固化性组合物，成分（A）为 （a-1）表示的重均分子量为800〜30,000的硅烷化合物共聚物，（CHR1X0-D-SiO3 / 2）m（R2SiO3 / 2）n（CHR1X0-D-SiZO2） / 2）o（R2SiZO2 / 2）p（CHR1X0-D-SiZ2O1 / 2）q（R2SiZ2O1 / 2）r（a-1）其中R1是氢原子等，X0是卤素原子等， D为单键等，R2为取代或未取代的碳原子数1〜20的烷基等，Z为羟基等，m和n分别为正整数，o，p， q和r独立地为0或正整数，组分（B）是在其分子中包含氮原子的硅烷偶联剂。 通过本发明，可以提供：产生耐热性优异，透明性优异，粘合性高的固化物的固化性组合物， 通过固化可固化组合物获得的固化产物; 以及使用该固化性组合物作为光学装置粘合剂等的方法

公开(公告)号：US20150065663A1

公开(公告)日：2015-03-05

申请号：US14387142

申请日：2013-03-22

申请人： LINTEC CORPORATION

发明人： Masami Matsui ,  Mikihiro Kashio

IPC分类号： C09J11/06 ,  C09J183/04 ,  G02B1/04 ,  C08K5/544

CPC分类号： C09J11/06 ,  C08G77/14 ,  C08G77/24 ,  C08G77/26 ,  C08G77/80 ,  C08K5/34924 ,  C08K5/544 ,  C08K5/5442 ,  C09J183/06 ,  C09J183/08 ,  G02B1/04 ,  H01L23/296 ,  H01L33/56 ,  H01L2924/0002 ,  C08L83/08 ,  C08K5/5465 ,  H01L2924/00

摘要： The present invention is: a curable composition comprising a component (A) and a component (B) in a mass ratio (component (A):component (B)) of 100:0.3 to 100:40, the component (A) being a silane compound copolymer that is represented by a formula (a-1), and has a weight average molecular weight of 800 to 30,000, (CHR1X0-D-SiO3/2)m(R2SiO3/2)n(CHR1X0-D-SiZO2/2)o(R2SiZO2/2)p(CHR1X0-D-SiZ2O1/2)q(R2SiZ2O1/2)r  (a-1) wherein R1 is a hydrogen atom, etc., X0 is a halogen atom, etc., D is a single bond, etc., R2 is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, etc., Z is a hydroxyl group, etc., m and n are independently a positive integer, and o, p, q, and r are independently 0 or a positive integer, and the component (B) being a silane coupling agent that includes a nitrogen atom in its molecule. With the invention, it is possible to provide: a curable composition that produces a cured product that exhibits excellent heat resistance, excellent transparency, and high adhesion; a cured product obtained by curing the curable composition; and a method for using the curable composition as an optical device adhesive, etc.

摘要翻译： 本发明是：以质量比（成分（A）：成分（B））为100:0.3〜100:40的成分（A）和成分（B）的固化性组合物，成分（A）为 （a-1）表示的重均分子量为800〜30,000的硅烷化合物共聚物，（CHR1X0-D-SiO3 / 2）m（R2SiO3 / 2）n（CHR1X0-D-SiZO2） / 2）o（R2SiZO2 / 2）p（CHR1X0-D-SiZ2O1 / 2）q（R2SiZ2O1 / 2）r（a-1）其中R1是氢原子等，X0是卤素原子等， D为单键等，R2为取代或未取代的碳原子数1〜20的烷基等，Z为羟基等，m和n分别为正整数，o，p， q和r独立地为0或正整数，组分（B）是在其分子中包含氮原子的硅烷偶联剂。 通过本发明，可以提供：产生耐热性优异，透明性优异，粘合性高的固化物的固化性组合物， 通过固化可固化组合物获得的固化产物; 以及使用该固化性组合物作为光学装置粘合剂等的方法