公开(公告)号：US06900276B2

公开(公告)日：2005-05-31

申请号：US10061686

申请日：2002-02-01

申请人： L. Scott Crump ,  Ming Yang Zhao

发明人： L. Scott Crump ,  Ming Yang Zhao

IPC分类号： C08G59/42 ,  C09D163/10 ,  C08G59/17 ,  C08L63/10

CPC分类号： C09D163/10 ,  C08G59/4292

摘要： A low viscosity (and therefore low VOC) resin can be produced by limiting the molar ratio of the reactants, especially the dicarboxylic acid compound, used in the reaction. Specifically, reacting a reaction mixture comprising (i) one mole of a diepoxide having at least two glycidyl ether type epoxy groups; (ii) 0.5 to 2.0 moles of an unsaturated monocarboxylic acid; (iii) 0.1 to 0.5, preferably 0.1 to 0.3, moles of maleic anhydride; and, (iv) water, until substantially all of the epoxy groups disappear leads to the formation of a resin with a high shear (at least 500 s−1) viscosity of less than 1200 cP when measured in a 70% NVM (non-volatile matter) styrene solution. The resin may be used in barrier coatings, gel coatings, skin coatings and as a laminate resin.

摘要翻译： 可以通过限制反应中使用的反应物，特别是二羧酸化合物的摩尔比来制备低粘度（因此低VOC）树脂。 具体而言，使包含（i）1摩尔具有至少两个缩水甘油醚型环氧基的二环氧化物的反应混合物反应; （ii）0.5〜2.0摩尔不饱和一元羧酸; （iii）0.1至0.5，优选0.1至0.3摩尔的马来酸酐; 和（iv）水，直到基本上所有的环氧基团消失，导致形成具有小于1200cP的高剪切（至少500秒-1 -1）粘度的树脂，当在 70％NVM（非挥发性物质）苯乙烯溶液。 树脂可用于阻隔涂层，凝胶涂层，皮肤涂层和层压树脂中。

公开(公告)号：US06617395B1

公开(公告)日：2003-09-09

申请号：US10118270

申请日：2002-04-08

申请人： Ming Yang Zhao ,  L. Scott Crump ,  Chih-Pin Hsu ,  Erwoan Pezron

发明人： Ming Yang Zhao ,  L. Scott Crump ,  Chih-Pin Hsu ,  Erwoan Pezron

IPC分类号： C09D16704

CPC分类号： C09D167/06

摘要： A low tack, low VOC gel coat is disclosed comprising a unsaturated polyester resin derived from maleic anhydride and up to about 30% of an organic solvent. The resin is characterized by: a viscosity of less than or equal to about 1750 cp at 70% NVM in styrene; a glass transition temperature greater than or equal to about 11° C.; and a weight average molecular weight less than or equal to about 6,050. A process for making such a gel coat is also disclosed.

摘要翻译： 公开了低粘度低VOC凝胶涂层，其包含衍生自马来酸酐的不饱和聚酯树脂和至多约30％的有机溶剂。 该树脂的特征在于：苯乙烯中70％NVM下的粘度小于或等于约1750cp; 玻璃化转变温度大于或等于约11℃; 和重均分子量小于或等于约6,050。 还公开了制备这种凝胶涂层的方法。

公开(公告)号：US08546486B2

公开(公告)日：2013-10-01

申请号：US12062849

申请日：2008-04-04

申请人： Ming Yang Zhao ,  Chih-Pin Hsu ,  Frederic Bauchet ,  Jeremy Warren

发明人： Ming Yang Zhao ,  Chih-Pin Hsu ,  Frederic Bauchet ,  Jeremy Warren

IPC分类号： C08G63/46 ,  C08G63/00 ,  C08L67/00

CPC分类号： C08F290/06 ,  C08F283/01 ,  C08F290/061 ,  C08F290/14 ,  C08F290/141 ,  C08G65/14 ,  C08G65/2615 ,  C08L67/07

摘要： Low VOC thermosetting polyester acrylic resins are made by esterification of unsaturated epoxide such as glycidyl methacrylate, and a polyacid which is the half-ester formed by reacting an acid or its anhydride with a polyol is disclosed. The obtained low viscosity resin is useful for making a low or zero VOC gel coat with excellent hydrolytic and weather resistance.

摘要翻译： 低VOC热固性聚酯丙烯酸树脂通过不饱和环氧化物如甲基丙烯酸缩水甘油酯的酯化和作为通过酸或其酸酐与多元醇反应形成的半酯的多酸来制备。 获得的低粘度树脂可用于制备具有优异的耐候性和耐候性的低或零VOC凝胶涂层。

公开(公告)号：US08501877B2

公开(公告)日：2013-08-06

申请号：US12732568

申请日：2010-03-26

申请人： Ming Yang Zhao ,  Chih-Pin Hsu

发明人： Ming Yang Zhao ,  Chih-Pin Hsu

IPC分类号： C08K5/07 ,  C08L63/02 ,  C08L67/00 ,  C08G63/12 ,  C08G63/47

CPC分类号： C08G59/12 ,  B32B27/38 ,  C08G59/42 ,  C08K5/07 ,  C08L63/00 ,  C08L63/10 ,  C09J163/00 ,  C09J163/10 ,  C08L2666/20

摘要： The invention relates to thermosetting compositions containing isocyanurate ring(s) prepared through chain extension of an epoxy resin (a) with carboxyl-functional oligomers (b), which are the reaction product of polyols (i) containing one or more isocyanurate ring(s) and polycarboxylic acids or their anhydrides (ii). The polyols (i) containing one or more isocyanurate ring(s) can be prepared from the reactions of tris (2-hydroxyalkyl) isocyanurates with a modifier from a caprolactone or alkylene oxide, or glycidyl ester or glycidyl ether and mixtures thereof. The epoxy-functional thermosetting compositions containing an isocyanurate ring(s) can be further reacted with unsaturated acids, preferably (meth)acrylic acid, to obtain a curable polyacrylate. Both epoxy-functional isocyanurate and acrylate-functional isocyanurate thermosetting compositions can be further modified with a polyisocyanate to produce a composition that is useful as a reactive adhesive, binder or in other applications.

摘要翻译： 本发明涉及含有通过环氧树脂（a）与羧基官能的低聚物（b）的链延伸制备的异氰脲酸酯环的热固性组合物，其是含有一个或多个异氰脲酸酯环的多元醇（i）的反应产物 ）和多元羧酸或其酸酐（ii）。 含有一个或多个异氰脲酸酯环的多元醇（i）可以由三（2-羟烷基）异氰脲酸酯与来自己内酯或烯化氧的改性剂或缩水甘油酯或缩水甘油醚及其混合物的反应制备。 含有异氰脲酸酯环的环氧官能性热固性组合物可以进一步与不饱和酸（优选（甲基）丙烯酸）反应得到可固化的聚丙烯酸酯。 环氧官能的异氰脲酸酯和丙烯酸酯官能的异氰脲酸酯热固性组合物可以用多异氰酸酯进一步改性，以产生可用作反应性粘合剂，粘合剂或其它应用的组合物。

公开(公告)号：US06830804B2

公开(公告)日：2004-12-14

申请号：US09819237

申请日：2001-03-28

申请人： Chih-Pin Hsu ,  Ming Yang Zhao ,  Linda Bergstrom

发明人： Chih-Pin Hsu ,  Ming Yang Zhao ,  Linda Bergstrom

IPC分类号： B32B2502

CPC分类号： C08G63/676 ,  C08G63/918 ,  C08L67/06 ,  Y10T428/249933 ,  Y10T428/24994 ,  Y10T428/31786

摘要： Unsaturated polyetherester resins, and processes for making them, are described which are useful for making curable thermoset resin compositions, intermediates for curable thermoset resin compositions, fiber-reinforced polymer composites, intermediates for making skin laminates for gel coated fiber-reinforced composites and gel coated polymer laminates. The unsaturated polyetherester resins are obtainable by reacting at least one acid-terminated unsaturated polyetherester resin with at least one aromatic polyol having at least one non-primary hydroxy group to produce an unsaturated polyetherester resin at least partially end-capped with an aromatic polyol. The described processes, compositions, methods and uses improve the chemical and/or water resistance of resin compositions, particularly composite materials having a gel coat. That improvement has special significance in outdoor and marine applications, bathtubs and shower stalls, and environments exposed to chemicals such as industrial and commercial applications.

摘要翻译： 描述了不饱和聚醚酯树脂及其制备方法，其可用于制备可固化热固性树脂组合物，可固化热固性树脂组合物的中间体，纤维增强聚合物复合材料，用于制备凝胶涂层纤维增强复合材料的表层叠体的中间体和凝胶涂层 聚合物层压板。 不饱和聚醚酯树脂可以通过使至少一种酸封端的不饱和聚醚酯树脂与至少一种具有至少一个非伯羟基的芳族多元醇反应来制备至少部分用芳族多元醇封端的不饱和聚醚酯树脂。 所描述的方法，组合物，方法和用途改善了树脂组合物，特别是具有凝胶涂层的复合材料的化学和/或耐水性。 这种改进在户外和船舶应用，浴缸和淋浴间以及暴露于工业和商业应用等化学品的环境中具有特殊意义。

公开(公告)号：US20100256285A1

公开(公告)日：2010-10-07

申请号：US12732568

申请日：2010-03-26

申请人： Ming Yang Zhao ,  Chih-Pin Hsu

发明人： Ming Yang Zhao ,  Chih-Pin Hsu

IPC分类号： C09J133/08 ,  C08G73/00 ,  C08L79/00

CPC分类号： C08G59/12 ,  B32B27/38 ,  C08G59/42 ,  C08K5/07 ,  C08L63/00 ,  C08L63/10 ,  C09J163/00 ,  C09J163/10 ,  C08L2666/20

摘要： The invention relates to thermosetting compositions containing isocyanurate ring(s) prepared through chain extension of an epoxy resin (a) with carboxyl-functional oligomers (b), which are the reaction product of polyols (i) containing one or more isocyanurate ring(s) and polycarboxylic acids or their anhydrides (ii). The polyols (i) containing one or more isocyanurate ring(s) can be prepared from the reactions of tris (2-hydroxyalkyl) isocyanurates with a modifier from a caprolactone or alkylene oxide, or glycidyl ester or glycidyl ether and mixtures thereof. The epoxy-functional thermosetting compositions containing an isocyanurate ring(s) can be further reacted with unsaturated acids, preferably (meth)acrylic acid, to obtain a curable polyacrylate. Both epoxy-functional isocyanurate and acrylate-functional isocyanurate thermosetting compositions can be further modified with a polyisocyanate to produce a composition that is useful as a reactive adhesive, binder or in other applications.

摘要翻译： 本发明涉及含有通过环氧树脂（a）与羧基官能的低聚物（b）的链延伸制备的异氰脲酸酯环的热固性组合物，其是含有一个或多个异氰脲酸酯环的多元醇（i）的反应产物 ）和多元羧酸或其酸酐（ii）。 含有一个或多个异氰脲酸酯环的多元醇（i）可以由三（2-羟烷基）异氰脲酸酯与来自己内酯或烯化氧的改性剂或缩水甘油酯或缩水甘油醚及其混合物的反应制备。 含有异氰脲酸酯环的环氧官能性热固性组合物可以进一步与不饱和酸（优选（甲基）丙烯酸）反应得到可固化的聚丙烯酸酯。 环氧官能的异氰脲酸酯和丙烯酸酯官能的异氰脲酸酯热固性组合物可以用多异氰酸酯进一步改性，以产生可用作反应性粘合剂，粘合剂或其它应用的组合物。

公开(公告)号：US20090076218A1

公开(公告)日：2009-03-19

申请号：US12062849

申请日：2008-04-04

申请人： Ming Yang Zhao ,  Chih-Pin Hsu ,  Frederic Bauchet ,  Jeremy Warren

发明人： Ming Yang Zhao ,  Chih-Pin Hsu ,  Frederic Bauchet ,  Jeremy Warren

IPC分类号： C08G63/00 ,  C08L67/00

CPC分类号： C08F290/06 ,  C08F283/01 ,  C08F290/061 ,  C08F290/14 ,  C08F290/141 ,  C08G65/14 ,  C08G65/2615 ,  C08L67/07

摘要： Low VOC thermosetting polyester acrylic resins are made by esterification of unsaturated epoxide such as glycidyl methacrylate, and a polyacid which is the half-ester formed by reacting an acid or its anhydride with a polyol is disclosed. The obtained low viscosity resin is useful for making a low or zero VOC gel coat with excellent hydrolytic and weather resistance.

摘要翻译： 低VOC热固性聚酯丙烯酸树脂通过不饱和环氧化物如甲基丙烯酸缩水甘油酯的酯化和作为通过酸或其酸酐与多元醇反应形成的半酯的多酸来制备。 获得的低粘度树脂可用于制备具有优异的耐候性和耐候性的低或零VOC凝胶涂层。

公开(公告)号：US06660373B2

公开(公告)日：2003-12-09

申请号：US10011498

申请日：2001-12-07

申请人： Chih-Pin Hsu ,  Ming Yang Zhao ,  Linda Bergstrom

发明人： Chih-Pin Hsu ,  Ming Yang Zhao ,  Linda Bergstrom

IPC分类号： B32B1704

CPC分类号： C08L67/06 ,  Y10T428/24994

摘要： Curable thermoset resin compositions are described which are useful for imparting water and/or solvent resistance to gel coated fiber-reinforced polymers. Those compositions contain at least 5 weight-percent of an at least partially end-capped unsaturated polyetherester resin, an unsaturated polyester resin in a specified amount having a specified range of unsaturation, about 10 to about 70 weight-percent of at least one vinyl monomer and a curing agent. Methods and intermediates for making those compositions, use of the curable thermoset resin compositions to make fiber-reinforced polymer composites and skin laminate intermediates for the same, and articles manufactured using the same are also described. These compositions, methods and uses improve the chemical and/or water resistance of resin compositions, particularly composite materials having a gel coat. That improvement has special significance in outdoor and marine applications, bathtubs and shower stalls, and environments exposed to chemicals, such as industrial and commercial applications.

摘要翻译： 描述了可固化的热固性树脂组合物，其可用于赋予凝胶涂覆的纤维增强聚合物耐水和/或耐溶剂性。 这些组合物含有至少5重量％的至少部分封端的不饱和聚醚酯树脂，具有规定范围的不饱和键的不饱和聚酯树脂，约10至约70重量％的至少一种乙烯基单体 和固化剂。 还描述了制备这些组合物的方法和中间体，使用可固化热固性树脂组合物制备纤维增强聚合物复合材料和用于其的皮肤层压制品中间体，以及使用其制造的制品。 这些组合物，方法和用途改善了树脂组合物，特别是具有凝胶涂层的复合材料的化学和/或耐水性。 这种改进在户外和船舶应用，浴缸和淋浴间以及暴露于工业和商业应用等化学品的环境中具有特殊意义。

公开(公告)号：US06211305B1

公开(公告)日：2001-04-03

申请号：US09232989

申请日：1999-01-19

申请人： Chih-Pin Hsu ,  Ming Yang Zhao ,  Linda Bergstrom

发明人： Chih-Pin Hsu ,  Ming Yang Zhao ,  Linda Bergstrom

IPC分类号： C08G6391

CPC分类号： C08G63/676 ,  C08G63/918 ,  C08L67/06 ,  Y10T428/249933 ,  Y10T428/24994 ,  Y10T428/31786

摘要： Unsaturated polyetherester resins, and processes for making them, are described which are useful for making curable thermoset resin compositions, intermediates for curable thermoset resin compositions, fiber-reinforced polymer composites, intermediates for making skin laminates for gel coated fiber-reinforced composites and gel coated polymer laminates. The unsaturated polyetherester resins are obtainable by reacting at least one acid-terminated unsaturated polyetherester resin with at least one aromatic polyol having at least one non-primary hydroxy group to produce an unsaturated polyetherester resin at least partially end-capped with an aromatic polyol. The described processes, compositions, methods and uses improve the chemical and/or water resistance of resin compositions, particularly composite materials having a gel coat. That improvement has special significance in outdoor and marine applications, bathtubs and shower stalls, and environments exposed to chemicals such as industrial and commercial applications.

摘要翻译： 描述了不饱和聚醚酯树脂及其制备方法，其可用于制备可固化热固性树脂组合物，可固化热固性树脂组合物的中间体，纤维增强聚合物复合材料，用于制备凝胶涂层纤维增强复合材料的表层叠体的中间体和凝胶涂层 聚合物层压板。 不饱和聚醚酯树脂可以通过使至少一种酸封端的不饱和聚醚酯树脂与至少一种具有至少一个非伯羟基的芳族多元醇反应来制备至少部分用芳族多元醇封端的不饱和聚醚酯树脂。 所描述的方法，组合物，方法和用途改善了树脂组合物，特别是具有凝胶涂层的复合材料的化学和/或耐水性。 这种改进在户外和船舶应用，浴缸和淋浴间以及暴露于工业和商业应用等化学品的环境中具有特殊意义。

公开(公告)号：US08906999B2

公开(公告)日：2014-12-09

申请号：US13396978

申请日：2012-02-15

申请人： Chih-Pin Hsu ,  Ming Yang Zhao ,  Steven L. Voeks

发明人： Chih-Pin Hsu ,  Ming Yang Zhao ,  Steven L. Voeks

IPC分类号： C08K3/06 ,  C08G63/553 ,  C08G61/08 ,  C08L65/00 ,  C08L67/06

CPC分类号： C08G63/553 ,  C08G61/08 ,  C08G2261/3324 ,  C08G2261/418 ,  C08G2261/76 ,  C08L65/00 ,  C08L67/06

摘要： A thermosetting unsaturated polyester resin (UPR) composition comprising an unsaturated polyester polymer having at least two strained cycloolefinic double bonds and optional unstrained cycloolefinic double bonds, which can be cross-linked through a ring-opening metathesis polymerization (ROMP) or combination of ROMP and cationic or free radical polymerization is provided. No styrene is used in the resin composition. The thermosetting unsaturated polyester resin composition also comprises a catalyst system for the ring-opening metathesis polymerization, and in embodiments, can further comprise one or more optional unsubstituted or substituted cycloolefin monomer containing unsaturation, an optional co-catalyst selected from a cationic initiator or free radical initiator, and optional additives. The cured resin properties can be controlled through adjusting the structure and properties of the unsaturated polyester resin.

摘要翻译： 一种热固性不饱和聚酯树脂（UPR）组合物，其包含具有至少两个应变环烯烃双键的不饱和聚酯聚合物和任选的非限制性环烯烃双键，其可以通过开环易位聚合（ROMP）或ROMP和 提供阳离子或自由基聚合。 在树脂组合物中不使用苯乙烯。 热固性不饱和聚酯树脂组合物还包括用于开环易位聚合的催化剂体系，并且在实施方案中可进一步包含一种或多种任选的不饱和的未取代或取代的环烯烃单体，任选的助催化剂，其选自阳离子引发剂或游离 自由基引发剂和任选的添加剂。 可以通过调节不饱和聚酯树脂的结构和性能来控制固化的树脂性能。