公开(公告)号：US5459173A

公开(公告)日：1995-10-17

申请号：US81456

申请日：1993-06-22

申请人： David M. Glaser ,  Anthony F. Jacobine ,  Paul J. Grabek

发明人： David M. Glaser ,  Anthony F. Jacobine ,  Paul J. Grabek

IPC分类号： C08K5/13 ,  C08G75/04 ,  C08G75/14 ,  C08K5/17 ,  C08L81/04 ,  C08K5/08

CPC分类号： C08G75/045

摘要： Stable thiol-ene compositions are provided which comprise a polythiol, a polyene and a stabilizer system comprising an alkenyl substituted phenolic compound having a formula: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are independently selected from the group consisting of H, OR, a C.sub.1 -C.sub.8 alkyl, substituted alkyl, alkenyl or substituted alkenyl, a C.sub.6 -C.sub.20 aryl or substituted aryl, or a cyano group; R.sup.4 is H, R, OR, halogen, COR, COOR, or SR; R.sup.5 is OH, OR, OCOR, OCOOR, OCONHR, or OTMS; R is a C.sub.1 -C.sub.6 alkyl, a cycloalkyl, or a C.sub.6 -C.sub.20 caryl or substituted aryl; x and y are 1, 2, or 3; z is 0, 1, or 2; and x+y+z=2, 3, or 4; or a formula: ##STR2## where x, y, z, w, R.sup.1 R.sup.2 R.sup.3, R.sup.4 and R.sup.5 are defined as above, except that x+y+z=2-6, and R.sup.6 is CH.sub.2, C(CH.sub.3).sub.2, O, S, or SO.sub.2 ; and one or more compounds selected from the group consisting of a free radical scavenger, a hindered phenolic antioxidant and a hydroxylamine derivative.

摘要翻译： 提供了稳定的硫醇 - 烯组合物，其包含多硫醇，多烯和包含具有下式的烯基取代的酚化合物的稳定剂体系：其中R1，R2和R3独立地选自H，OR， C1-C8烷基，取代的烷基，烯基或取代的烯基，C6-C20芳基或取代的芳基或氰基; R4是H，R，OR，卤素，COR，COOR或SR; R5是OH，OR，OCOR，OCOOR，OCONHR或OTMS; R是C 1 -C 6烷基，环烷基或C 6 -C 20甲酰基或取代的芳基; x和y分别为1,2或3; z为0,1或2; x + y + z = 2,3或4; 或者式：其中x，y，z，w，R 1，R 2，R 3和R 4如上所定义，除了x + y + z = 2-6，并且R 6是CH 2，C（CH 3）2 ，O，S或SO 2; 和一种或多种选自自由基清除剂，受阻酚抗氧化剂和羟胺衍生物的化合物。

公开(公告)号：US5371181A

公开(公告)日：1994-12-06

申请号：US81078

申请日：1993-06-22

申请人： David M. Glaser ,  Anthony F. Jacobine ,  Paul J. Grabek

发明人： David M. Glaser ,  Anthony F. Jacobine ,  Paul J. Grabek

IPC分类号： B29C67/00 ,  C03C25/10 ,  C07D263/42 ,  C08F2/50 ,  C08F6/02 ,  C08F8/34 ,  C08F8/42 ,  C08G65/332 ,  C08G73/02 ,  C08G75/04 ,  C09D4/00 ,  G02B6/44 ,  G03F7/00 ,  G03F7/027 ,  C08G85/00 ,  C08G75/14

CPC分类号： C03C25/106 ,  B29C67/0066 ,  C07D263/42 ,  C08F6/02 ,  C08G65/332 ,  C08G73/028 ,  C08G75/045 ,  C09D4/00 ,  G02B6/443 ,  G03F7/0037 ,  G03F7/0275

摘要： A treatment method for polythiol compounds used in thiol-ene formulations, especially formulations employing norbornene resins, significantly improves cure speed retention on aging of thiol-ene formulations which include hydroxylamine salts, such as N-nitrosoarylhydroxylamine aluminum salts, as shelf-life stabilizers. The treatment comprises contacting the polythiol with an amphoteric treating agent selected from the group consisting of silicated magnesium oxide, magnesium oxide, magnesium hydroxide, calcium oxide, calcium hydroxide, barium oxide, and barium hydroxide, and then separating the resin from the treating agent prior to mixture with a polyene to form a thiol-ene composition. In formulations employing phenolic compounds having an alkenyl group in conjugation with the phenyl group thereof as shelf-life co-stabilizers the treatment method also significantly enhances the shelf-life stability of the formulation compared to formulations made from untreated polythiol.

摘要翻译： 用于硫醇烯制剂的多硫醇化合物的处理方法，特别是使用降冰片烯树脂的制剂，显着地改善了包含羟胺盐（例如N-亚硝基芳基羟胺铝盐）作为保质期稳定剂的硫醇 - 烯制剂老化时的固化速度保持。 处理包括使多硫醇与选自硅酸镁，氧化镁，氢氧化镁，氧化钙，氢氧化钙，氧化钡和氢氧化钡的两性处理剂接触，然后将树脂从处理剂中分离出来 与多烯混合以形成硫醇 - 烯组合物。 在使用具有与其苯基缀合的烯基的酚类化合物作为保质期共稳定剂的制剂中，与未处理的多硫醇制备的制剂相比，处理方法也显着提高了制剂的保质期稳定性。

公开(公告)号：US5399624A

公开(公告)日：1995-03-21

申请号：US56128

申请日：1993-04-30

申请人： David M. Glaser ,  Anthony F. Jacobine ,  Paul J. Grabek

发明人： David M. Glaser ,  Anthony F. Jacobine ,  Paul J. Grabek

IPC分类号： B29C67/00 ,  C08F6/02 ,  C08F8/34 ,  C08F8/42 ,  C08G75/02 ,  C08G75/04 ,  G03F7/00 ,  G03F7/027 ,  C08F279/00

CPC分类号： B29C67/0066 ,  C08F6/02 ,  C08G75/045 ,  G03F7/0037 ,  G03F7/0275

摘要： A treatment method for polyene resins used in thiol-ene formulations, especially norbornene resins, significantly stabilizes thiol-ene compositions made from batches of polyene resin which otherwise give compositions with poor dark stability. The treatment comprises contacting the polyene with an amphoteric treating agent selected from the group consisting of silicated magnesium oxide, basic aluminum oxide, silica gel, magnesium oxide, magnesium hydroxide, calcium oxide, calcium hydroxide, barium oxide, and barium hydroxide, and then separating the resin from the treating agent prior to mixture with a polythiol to form a thiol-ene composition. The treatment method significantly reduces ionic content in polyene resins, particularly chloride ion but also sodium and potassium ions. Consequently, treatment is also beneficial with polyene resins which do not produce substantial dark stability problems. Reduction of the ionic content of the resin is desirable to produce cured thiolene polymers with low electrical conductivity and low corrosiveness.

摘要翻译： 用于硫醇烯制剂，特别是降冰片烯树脂中的多烯树脂的处理方法显着地稳定了一批由多烯树脂制成的硫醇烯组合物，否则会产生具有差的黑色稳定性的组合物。 处理包括使多烯与选自硅酸镁，碱性氧化铝，硅胶，氧化镁，氢氧化镁，氧化钙，氢氧化钙，氧化钡和氢氧化钡的两性处理剂接触，然后分离 在与多硫醇混合之前来自处理剂的树脂形成硫醇 - 烯组合物。 处理方法显着降低了多烯树脂中的离子含量，特别是氯离子，而且钠离子和钾离子。 因此，对于不产生实质的黑暗稳定性问题的多烯树脂，处理也是有益的。 需要降低树脂的离子含量以生产具有低导电性和低腐蚀性的固化硫醇聚合物。