(US10703932) Surface treating agent including perfluoro(poly)ether-group-containing silane compound 机翻标题: 暂无翻译,请尝试点击翻译按钮。

源语言标题
(US10703932) Surface treating agent including perfluoro(poly)ether-group-containing silane compound
公开号/公开日
US10703932US20160340544 / 2020-07-072016-11-24
申请号/申请日
US15/108,165 / 2014-12-25
发明人
Katsukawa KenichiMitsuhashi HisashiMohara KensukeYoshida TomohiroNose MasatoshiNamikawa Takashi;
申请人
DAIKIN INDUSTRIES;
主分类号
IPC分类号
C09D-005/16 C09D-007/12 C09D-171/00
摘要
(US10703932) wherein Rf, PFPE, Z, Q, R1, R2, X, Y, e, f, g, h and n are as defined herein. Also disclosed is a process for preparing the compound of formula(1).
机翻摘要
暂无翻译结果,您可以尝试点击头部的翻译按钮。
地址
代理人
(US10703932) Sughrue Mion, PLLC
代理机构
;
优先权号
2013JP-0269345 2014JP-0245454 2014WO-JP84402
主权利要求
(US10703932) The invention claimed is: 1. A surface-treating agent comprising at least one perfluoro(poly)ether group containing silane compound of the formula (1): wherein:   Rf is an alkyl group having 1 to 10 carbon atoms which may be substituted by one or more fluorine atoms;   PFPE is —(OC4F8)a—(OC3F6)b—(OC2F4)c—(OCF2)d—  wherein a and b is each independently an integer of 0 to 30, c and d is each independently an integer of 10-100, the sum of c and d is 10-100, and the occurrence order of the respective repeating units in parentheses with the subscript a, b, c or d is not limited in the formula;   Q is an oxygen atom or a divalent organic group;   R1 is a hydrogen atom or an alkyl group having 1 to 22 carbon atoms;   R2 is each independently a hydrogen atom or an inert monovalent organic group;   X is a hydroxyl group or a hydrolyzable group;   Y is a hydrogen atom or a halogen atom;   Z is a fluorine atom or a fluoroalkyl group having 1 to 5 carbon atoms;   e is an integer from 0 to 3;   f is 0 or 1;   g is an integer from 1 to 10;   h is an integer from 0 to 3; and   n is an integer from 1 to 3,   wherein 80 mol % or more of the perfluoro(poly)ether group containing silane compound contained in the surface-treating agent is a compound wherein g is 2 or more, and   polydispersity of g is more than 1.0 and less than 2.0. 2. The surface-treating agent according to claim 1 wherein 90 mol % or more of the perfluoro(poly)ether group containing silane compound contained in the surface-treating agent is a compound wherein g is 2 or more. 3. The surface-treating agent according to claim 1 wherein 50 mol % or more of the perfluoro(poly)ether group containing silane compound contained in the surface-treating agent is the compound wherein g is 3 or more. 4. The surface-treating agent according to claim 1 wherein 80 mol % or more of the perfluoro(poly)ether group containing silane compound contained in the surface-treating agent is the compound wherein g is 3 or more. 5. The surface-treating agent according to claim 1 wherein Rf is a perfluoroalkyl group having 1 to 10 carbon atoms. 6. The surface-treating agent according to claim 1 wherein a number average molecular weight of the perfluoro(poly)ether group containing silane compound is 5×102 to 1×105. 7. The surface-treating agent according to claim 1 wherein the number average molecular weight of the perfluoro(poly)ether group containing silane compound is 6×103 to 1×104. 8. The surface-treating agent according to claim 1, further comprising a solvent. 9. The surface-treating agent according to claim 1, further comprising one or more other components selected from the group consisting of a fluorine-containing oil, a silicone oil and a catalyst. 10. The surface-treating agent according to claim 9 wherein   the fluorine-containing oil is one or more compounds of the formula (2): Rf1—(OC4F8)a′—(OC3F6)b′—(OC2F4)c′—(OCF2)d′—Rf2  (2) wherein:   Rf1 is an alkyl group having 1 to 16 carbon atoms which may be substituted by one or more fluorine atoms;   Rf2 is an alkyl group having 1 to 16 carbon atoms which may be substituted by one or more fluorine atoms, a fluorine atom or a hydrogen atom; and   a′, b′, c′ and d′ are each independently an integer of 0 to 300, the sum of a′, b′, c′ and d′ is at least one, and the occurrence order of the respective repeating units in parentheses with the subscript a′, b′, c′ or d′ is not limited in the formula. 11. The surface-treating agent according to claim 9 wherein the fluorine-containing oil is one or more compounds of the formula (2a) or (2b): Rf1—(OCF2CF2CF2)b′—Rf2  (2a) Rf1—(OCF2CF2CF2CF2)a′—(OCF2CF2CF2)b′—(OCF2CF2)c′—(OCF2)d′—Rf2  (2b) wherein:   Rf1 is an alkyl group having 1 to 16 carbon atoms which may be substituted by one or more fluorine atoms;   Rf2 is an alkyl group having 1 to 16 carbon atoms which may be substituted by one or more fluorine atoms, a fluorine atom or a hydrogen atom;   in the formula (2a), b′ is an integer of 1 or more and 300 or less;   in the formula (2b), a′ and b′ is each independently an integer of 0 to 30, c′ and d′ is each independently an integer of 1 to 300, and the occurrence order of the respective repeating units in parentheses with the subscript a′, b′, c′ or d′ is not limited in the formula. 12. The surface-treating agent according to claim 1 which is used as an antifouling-coating agent or a waterproof-coating agent. 13. A pellet comprising the surface-treating agent according to claim 1. 14. An article comprising a base material and a layer which is formed on a surface of the base material from the surface-treating agent according to claim 1. 15. The article according to claim 14 wherein the base material is a glass. 16. The article according to claim 14 wherein the article is an optical member. 17. The article according to claim 14 wherein the article is a display. 18. A process for preparing a compound of the formula (1): wherein:   Rf is an alkyl group having 1 to 10 carbon atoms which may be substituted by one or more fluorine atoms;   PFPE is —(OC4F8)a—(OC3F6)b—(OC2F4)c—(OCF2)d—  wherein a and b is each independently an integer of 0 to 30, c and d is each independently an integer of 10-100, the sum of c and d is 10-100, and the occurrence order of the respective repeating units in parentheses with the subscript a, b, c or d is not limited in the formula;   Q is an oxygen atom or a divalent organic group;   R1 is a hydrogen atom or an alkyl group having 1 to 22 carbon atoms;   R2 is each independently a hydrogen atom or an inert monovalent organic group;   X is a hydroxyl group or a hydrolyzable group;   Y is a hydrogen atom or a halogen atom;   Z is a fluorine atom or a fluoroalkyl group having 1 to 5 carbon atoms;   e is an integer from 0 to 3;   f is 0 or 1;   g is an integer from 1 to 10;   h is an integer from 0 to 3; and   n is an integer from 1 to 3,  which comprises a step of:   reacting a perfluoro(poly)ether compound of the formula (1a):  wherein Rf, PFPE, Q, Z, e and f are as defined for the formula (1) and Y1 is a chlorine, an iodine or a bromine,   with a reactive double bond containing silane compound of the formula (1b):  wherein R1, R2, h and n are as defined for the formula (1), and X1 is a hydroxyl group, a hydrolyzable group or a halogen atom in a fluorine containing aromatic compound,  and then, optionally following steps (a) and/or (b):   (a) when Y and Y1 are different, converting Y1 to Y; and   (b) when X and X1 are different, converting X1 to X. 19. A process for preparing a perfluoro(poly)ether group containing silane compound of the formula (1′): wherein:   Rf is an alkyl group having 1 to 10 carbon atoms which may be substituted by one or more fluorine atoms;   PFPE is —(OC4F8)a—(OC3F6)b—(OC2F4)c—(OCF2)d—  wherein a and b is each independently an integer of 0 to 30, c and d is each independently an integer of 10-100, the sum of c and d is 10-100, and the occurrence order of the respective repeating units in parentheses with the subscript a, b, c or d is not limited in the formula;   Q is an oxygen atom or a divalent organic group;   R1 is a hydrogen atom or an alkyl group having 1 to 22 carbon atoms;   X is a hydroxyl group or a hydrolyzable group;   Z is a fluorine atom or a fluoroalkyl group having 1 to 5 carbon atoms;   e is an integer from 0 to 3;   f is 0 or 1;   g is an integer from 1 to 10; and   h is an integer from 0 to 3;  which comprises a step of:   reacting a perfluoro(poly)ether compound of the formula (1a):  wherein Rf, PFPE, Q, Z, e and f are as defined above, and Y1 is a chlorine, an iodine or a bromine,   with a compound of the formula (1c):  wherein R1 and h are as defined above, in a fluorine containing aromatic compound to obtain a compound of the formula (1d):  wherein Rf, PFPE, Q, Y1, Z, R1, e, f, g and h are as defined above, and then   reacting the obtained compound with a compound of HX wherein X is as defined above. 20. The process according to claim 18 wherein the fluorine containing aromatic compound is selected from the group consisting of perfluorobenzene, pentafluorobenzene, 1,2,3,4-tetrafluorobenzene, 1,2,3,5-tetrafluorobenzene, 1,2,4,5-tetrafluorobenzene, 1,2,3-trifluorobenzene, 1,2,4-trifluorobenzene, 1,3,5-trifluorobenzene, o-xylene hexafluoride, m-xylene hexafluoride, p-xylene hexafluoride, benzotrifluoride, fluorobenzene, 1-chloro-2-fluorobenzene, 1-chloro-3-fluorobenzene, 1-chloro-4-fluorobenzene, 2,6-dichlorofluorobenzene, 1-fluoro-3-(trifluoromethoxy)benzene, 1-fluoro-2,4-dinitrobenzene, 2,4-dimethoxy-1-fluorobenzene, 1-fluoro-4-nitrobenzene, 2-fluorotoluene, 3-fluorotoluene, 4-fluorotoluene, 3-fluorobenzotrifluoride, 1-chloro-2,4-difluorobenzene, 1-chloro-3,4-difluorobenzene, 1-chloro-3,5-difluorobenzene, 2-chloro-1,3-difluorobenzene, chloropentafluorobenzene, 2,4-dichlorofluorobenzene, 2,5-dichlorofluorobenzene, 2,6-dichlorofluorobenzene, 1,2-dichloro-4-fluorobenzene, 1,3-dichloro-5-fluorobenzene, 1,3-dichloro-2,4,6-trifluorobenzene, 3,4-difluorobenzonitrile, 3,5-difluorobenzonitrile, 3,4-difluoronitrobenzene, 1-ethoxy-2,3-difluorobenzene, 1,2-dicyano-4,5-difluorobenzene, 1-acetoxy-3-fluorobenzene, 1-acetoxy-4-fluorobenzene, 1-acetonyl-4-fluorobenzene, 2-fluoro-m-xylene, 3-fluoro-o-xylene, 4-fluoro-o-xylene, pentafluoroanisole, tetrafluorophthalonitrile, 2-trifluoromethylbenzal chloride, 3-trifluoromethylbenzal chloride, 4-trifluoromethylbenzal chloride, methyl 3-(trifluoromethyl)benzoate, difluorobenzonitrile, bistrifluoromethyl benzonitrile, 4-trifluoromethyl benzonitrile, aminobenzotrifluoride, and trifluoromethylaniline. 21. The process according to claim 18 wherein the fluorine containing aromatic compound is a fluorine containing aromatic compound having 0 to 3 debyes of polarizability. 22. The process according to claim 18 wherein the fluorine containing aromatic compound is selected from the group consisting of m-xylene hexafluoride, benzotrifluoride, difluorobenzonitrile, bistrifluoromethyl benzonitrile.
法律状态
GRANTED
专利类型码
B2A1
国别省市代码
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