公开(公告)号：US10513583B2

公开(公告)日：2019-12-24

申请号：US15129331

申请日：2015-03-20

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Robert S. Clough ,  Gregory P. Karp ,  Zachary J. Thompson ,  Guy D. Joly

IPC: C08G75/045 ,  C08G75/12 ,  C08G77/28 ,  C08F4/54 ,  C09D183/08 ,  C08L83/08 ,  C09J183/08 ,  C08G77/08 ,  C08F236/20 ,  C08F222/10

Abstract: A polymerizable composition that includes: an organoborane-base complex, wherein the base is a complexing agent selected from a compound having one or more amine groups, amidine groups, hydroxide groups, alkoxide groups, or combinations thereof; a decomplexing agent that liberates the organoborane from the organoborane-base complex; a polymerizable thiol-containing component that includes at least one polymerizable thiol-containing compound having a plurality of thiol groups in which the sulfur atom of the thiol group is covalently bonded to carbon; and a polymerizable ethylenically unsaturated component that includes at least one polymerizable ethylenically unsaturated compound having a plurality of ethylenically unsaturated groups; wherein the total amount of the thiol-containing and ethylenically unsaturated compounds total at least 50% by weight of all polymerizable material in the composition.

公开(公告)号：US20170174839A1

公开(公告)日：2017-06-22

申请号：US15129331

申请日：2015-03-20

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Robert S. Clough ,  Gregory P. Karp ,  Zachary J. Thompson ,  Guy D. Joly

IPC: C08G75/045 ,  C08G77/08 ,  C08G75/12 ,  C08G77/28

CPC classification number: C08G75/045 ,  C08F4/54 ,  C08F236/20 ,  C08F2222/1026 ,  C08G75/12 ,  C08G77/08 ,  C08G77/28 ,  C08L83/08 ,  C09D183/08 ,  C09J183/08

Abstract: A polymerizable composition that includes: an organoborane-base complex, wherein the base is a complexing agent selected from a compound having one or more amine groups, amidine groups, hydroxide groups, alkoxide groups, or combinations thereof; a decomplexing agent that liberates the organoborane from the organoborane-base complex; a polymerizable thiol-containing component that includes at least one polymerizable thiol-containing compound having a plurality of thiol groups in which the sulfur atom of the thiol group is covalently bonded to carbon; and a polymerizable ethylenically unsaturated component that includes at least one polymerizable ethylenically unsaturated compound having a plurality of ethylenically unsaturated groups; wherein the total amount of the thiol-containing and ethylenically unsaturated compounds total at least 50% by weight of all polymerizable material in the composition.

公开(公告)号：US20190203089A1

公开(公告)日：2019-07-04

申请号：US16320953

申请日：2017-09-12

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Gregory P. Karp ,  Audrey B. Nguyen ,  Jonathan D. Zook ,  Alla Yankovsky ,  Heather N. Kinney

IPC: C09K3/10 ,  C08L81/02 ,  C08L81/04

CPC classification number: C09K3/1012 ,  C08L81/02 ,  C08L81/04 ,  C09K2003/1046 ,  C09K2200/0239 ,  C09K2200/0247 ,  C09K2200/0441 ,  C09K2200/0447 ,  C09K2200/0458 ,  C09K2200/0488

Abstract: Various embodiments disclosed relate to polysulfide or polythioether sealant composition including glycol organic acid esters. The sealant composition can include a first component including a liquid that is a polysulfide, a polythioether, a copolymer thereof, or a combination thereof. The sealant composition can also include a second component that includes one or more glycol di((C1-C20)hydrocarbyl)carboxylate esters, wherein at each occurrence the (C1-C20)hydrocarbyl is independently substituted or unsubstituted. The second component can also include an oxidizing agent.

公开(公告)号：US10221337B2

公开(公告)日：2019-03-05

申请号：US15526520

申请日：2015-11-06

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Gregory P. Karp ,  Robert S. Clough ,  Michael A. Kropp ,  Kathleen S. Shafer

IPC: C09J4/00 ,  C08K5/17 ,  C08G77/20 ,  C08K5/55 ,  C08F216/12

Abstract: A two-part adhesive composition includes: a Part A including a complex of an organoborane and an amine complexing agent, and reactive diluent selected from the group consisting of at least one vinyl ether, at least one vinylpolysiloxane, or combinations thereof; and a Part B. Part B includes a decomplexing agent that decomplexes the organoborane and the amine complexing agent, and at least one silicon-free free-radically polymerizable ethylenically-unsaturated compound selected from the group consisting of (meth)acrylates, (meth)acrylamides, and combinations thereof. The two-part adhesive composition is essentially free of organic polythiol compounds. A method of making an adhesive composition by mixing Part A with Part B is also disclosed.

公开(公告)号：US20170313906A1

公开(公告)日：2017-11-02

申请号：US15526520

申请日：2015-11-06

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Gregory P. Karp ,  Robert S. Clough ,  Michael A. Kropp ,  Kathleen S. Shafer

IPC: C09J4/00

CPC classification number: C09J4/00 ,  C08F216/125 ,  C08G77/20 ,  C08K5/17 ,  C08K5/55

Abstract: A two-part adhesive composition includes: a Part A including a complex of an organoborane and an amine complexing agent, and reactive diluent selected from the group consisting of at least one vinyl ether, at least one vinylpolysiloxane, or combinations thereof; and a Part B. Part B includes a decomplexing agent that decomplexes the organoborane and the amine complexing agent, and at least one silicon-free free-radically polymerizable ethylenically-unsaturated compound selected from the group consisting of (meth)acrylates, (meth)acrylamides, and combinations thereof. The two-part adhesive composition is essentially free of organic polythiol compounds. A method of making an adhesive composition by mixing Part A with Part B is also disclosed.

公开(公告)号：US20160160085A1

公开(公告)日：2016-06-09

申请号：US14903274

申请日：2014-07-01

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Gregory P. Karp ,  Michael A. Kropp

IPC: C09J4/06

CPC classification number: C09J4/06 ,  C08F216/00 ,  C08F220/10 ,  C08F224/00 ,  C08F226/00 ,  C08F230/00 ,  C08F230/06 ,  C08K5/55 ,  C09J4/00

Abstract: A two-part bonding composition includes parts A and B. Part A includes an organoborane-base complex and reactive diluent. Reactive diluent includes: triallyl isocyanurate; triallyl cyanurate; N-allylamide having the formula R1C(=0)N(R2) CH2CH═CH2, wherein R1 and R2 independently represent alkyl groups having from 1 to 7 carbon atoms, optionally interrupted up to 3 times by oxygen, and optionally substituted up to 2 times with hydroxyl groups, or taken together R1 and R2 represent —(CH2)3—, —(CH2)4—, or —(CH2)5—; and/or allyl ether having the formula R3[OCH2CH═CH2]n wherein R3 represents an n-valent hydrocarbonaceous group having from 1 to 24 carbon atoms, optionally interrupted up to 8 times by oxygen, and optionally substituted up to 6 times with hydroxyl groups, and n represents 1, 2, 3, 4, 5, or 6. Part B includes free-radically polymerizable monomer and at least one compound capable of decomplexing the organoborane-base complex. A method combining Parts A and B is also disclosed.

Abstract translation: 两部分粘合组合物包括部分A和B.部分A包括有机基硼烷基络合物和反应性稀释剂。 活性稀释剂包括：异氰脲酸三烯丙酯; 氰尿酸三烯丙酯 具有式R 1 C（= O）N（R 2）CH 2 CH = CH 2的N-烯丙基酰胺，其中R 1和R 2独立地表示具有1至7个碳原子的烷基，任选地被氧中断至多3次，并且任选地被至多2个 或（R 1和R 2）表示 - （CH 2）3 - ， - （CH 2）4 - 或 - （CH 2） 和/或具有式R 3 [OCH 2 CH = CH 2] n的烯丙基醚，其中R 3表示具有1至24个碳原子的n价烃基，任选地被氧中断至多8次，并且任选地被羟基取代至多6次 基团，n表示1,2,3,4,5或6.B部分包括可自由基聚合的单体和至少一种能够使有机硼烷基络合物解复配的化合物。 还公开了组合A部分和B部分的方法。