IPC분류정보
국가/구분 |
United States(US) Patent
등록
|
국제특허분류(IPC7판) |
|
출원번호 |
US-0055176
(2009-07-22)
|
등록번호 |
US-8491749
(2013-07-23)
|
국제출원번호 |
PCT/US2009/051339
(2009-07-22)
|
§371/§102 date |
20110121
(20110121)
|
국제공개번호 |
WO2010/011705
(2010-01-28)
|
발명자
/ 주소 |
- Gorodisher, Ilya
- Pocius, Alphonsus V.
- Gaddam, Babu N.
|
출원인 / 주소 |
- 3M Innovative Properties Company
|
대리인 / 주소 |
|
인용정보 |
피인용 횟수 :
3 인용 특허 :
17 |
초록
▼
A two-part structural adhesive composition comprising a curable epoxy resin, an amine curing agent, a toughening agent, and a reactive liquid modifier. The structural adhesive may also include secondary curatives, initiators, reactive diluents and combinations thereof. The structural adhesives may b
A two-part structural adhesive composition comprising a curable epoxy resin, an amine curing agent, a toughening agent, and a reactive liquid modifier. The structural adhesive may also include secondary curatives, initiators, reactive diluents and combinations thereof. The structural adhesives may be used to replace or augment conventional joining means such as welds or mechanical fasteners in bonding parts together.
대표청구항
▼
1. A two-part structural adhesive composition comprising: a curable epoxy resin;an amine curing agent;a toughening agent; anda reactive liquid modifier comprising(i) an acrylate functionalized compound selected from the group consisting of: (a) an acrylate functionalized compound having the general
1. A two-part structural adhesive composition comprising: a curable epoxy resin;an amine curing agent;a toughening agent; anda reactive liquid modifier comprising(i) an acrylate functionalized compound selected from the group consisting of: (a) an acrylate functionalized compound having the general formula Y—[(O—(CO)—(CH2)5)g—O—(CO)—C(R1)═CH2]h wherein Y is a branched or linear alkyl chain having from about 1 to 10 carbon atoms or a heteroalkyl chain having from about 1 to 10 carbon atoms; each R1 is, independently, H or a C1-C4 alkyl; each g is, independently, an integer value ranging from about 1 to 35; and h is an integer value ranging from about 1 to 22; and(b) an acrylate functionalized compound having the general formula whereineach R1 is, independently, H or a C1-C4 alkyl;i and j are each, independently, integer values ranging from about 1 to 10; andk and l are each, independently, integer values of at least 1 whose combined sum ranges from about 2 to 135, (ii) an acrylamide functionalized compound,(iii) an oxalic amide functionalized compound,(iv) an acetoacetoxy functionalized urethane,(v) an acetoacetoxy functionalized polyalkene, or(vi) combination thereof. 2. The composition of claim 1 wherein the curable epoxy resin comprises a diglycidylether of bisphenol A. 3. The composition of claim 1 wherein the toughening agent comprises a core/shell polymer, an acrylic polymer, a butadiene nitrile rubber, a polyether diamine or combinations thereof. 4. The composition of claim 1 wherein the toughening agent comprises a core/shell polymer having a core comprising a butadiene polymer, a butadiene copolymer, a styrene polymer, a styrene copolymer, or a butadiene-styrene copolymer and a shell comprising a polyacrylate polymer or a polyacrylate copolymer. 5. The composition of claim 1 wherein the reactive liquid modifier is an acrylate functionalized compound having the general formula Y—[(O—(CO)—(CH2)5)g—O—(CO)—C(R1)═CH2]h wherein Y is a branched or linear alkyl chain having from about 1 to 10 carbon atoms or a heteroalkyl chain having from about 1 to 10 carbon atoms; each R1 is, independently, H or a C1-C4 alkyl; each g is, independently, an integer value ranging from about 1 to 35; and h is an integer value ranging from about 1 to 22. 6. The composition of claim 1 wherein the reactive liquid modifier is an acrylate functionalized compound having the general formula whereineach R1 is, independently, H or a C1-C4 alkyl;i and j are each, independently, integer values ranging from about 1 to 10; andk and l are each, independently, integer values of at least 1 whose combined sum ranges from about 2 to 135. 7. The composition of claim 1 wherein the reactive liquid modifier is an acrylamide functionalized compound having the general formula Y—[(O—(CO)—(CH2)5)m—O—(CO)—(CH2)p—C(R2)(R3)—NH—(CO)—CH═CH2]n whereinY is a branched or linear alkyl chain having from about 1 to 10 carbon atoms or a heteroalkyl chain having from about 1 to 10 carbon atoms;each m is, independently, an integer value ranging from about 1 to 20;n is an integer value ranging from about 1 to 5;R2 and R3 are each, independently, an alkyl group having from about 1 to 14 carbon atoms, a cycloalkyl group having from about 3 to 14 carbon atoms, an aryl group having from about 5 to 12 ring atoms, and arenyl group having from about 6 to 26 carbon atoms and about 0 to 3 S, N, or nonperoxidic O atoms, or R2 and R3 taken together with the carbon to which they are both joined form a carbocyclic ring having from about 4 to 12 carbon atoms; andeach p is, independently, 0 or 1. 8. The composition of claim 7 wherein Y is an alkyl ether, m is 5, n is 2, p is 0, and R2 and R3 are each a methyl group. 9. The composition of claim 1 wherein the reactive liquid modifier is an acrylamide functionalized compound having the general formula whereini and j are each, independently, integer values ranging from about 1 to 10;k and l are each, independently, integer values of at least 1 whose combined sum ranges from about 2 to 120;R2 and R3 are each, independently, an alkyl group having from about 1 to 14 carbon atoms, a cycloalkyl group having from about 3 to 14 carbon atoms, an aryl group having from about 5 to 12 ring atoms, and arenyl group having from about 6 to 26 carbon atoms and about 0 to 3 S, N, or nonperoxidic O atoms, or R2 and R3 taken together with the carbon to which they are both joined form a carbocyclic ring having from about 4 to 12 carbon atoms; andeach p is, independently, 0 or 1. 10. The composition of claim 1 wherein the reactive liquid modifier is an oxalic amide having the formula whereinz is an integer value ranging from about 1 to 75; andR5 is an alkyl group having from about 1 to 4 carbon atoms, a cycloalkyl group having from about 3 to 12 carbon atoms, or an aromatic group having from about 6 to 12 carbon atoms. 11. The composition of claim 10 wherein z is 5-6 and R5 is an ethyl group. 12. The composition of claim 1 wherein the reactive liquid modifier is an oxalic amide having the general formula whereinA is a branched or linear alkyl chain having from about 1 to 10 carbon atoms;R6 is a branched or linear alkyl chain having from about 1 to 5 carbon atoms;each w is, independently, an integer value ranging from about 1 to 130;x is an integer value ranging from about 1 to 40; andR5 is an alkyl group having from about 1 to 4 carbon atoms, a cycloalkyl group having from about 3 to 12 carbon atoms, or an aromatic group having from about 6 to 12 carbon atoms. 13. The composition of claim 1 wherein the reactive liquid modifier is an acetoacetoxy functionalized urethane comprising an oligourethane polyol capped with one or more acetoacetoxy functional compounds. 14. The composition of claim 13 wherein the acetoacetoxy functionalized urethane is free of isocyanates. 15. The composition of claim 1 wherein the reactive liquid modifier is an acetoacetoxy functionalized polyalkene having the structure whereinq is an integer or non-integer number ranging from about 1 to about 10;R7 is H or an initiator fragment from a thermally decomposing initiator; andR8 is H, an initiator fragment from a thermally decomposing initiator, or a thioester having the general formula where R9 is a C1-C12 linear alkyl, a C1-C12 branched alkyl or a C1-C12 cyclic alkyl. 16. The composition of claim 15 wherein R9 is a methyl group, an ethyl group, a propyl group, a butyl group, a sec-butyl group, a tert-butyl group, or an isooctyl group. 17. The composition of claim 15 wherein q is about 4.6, R7 is a tert-butyl group, and R9 is isooctyl. 18. The composition of claim 15 wherein q is about 9, R7 is a tert-butyl group, and R9 is isooctyl. 19. The composition of claim 1 wherein the adhesive composition comprises from about 5% to about 20% by weight reactive liquid modifier. 20. The composition of claim 1 wherein the curable epoxy resin has one or more epoxy moieties and the amine curing agent has one or more amine hydrogens and the molar ratio of epoxy moieties on the curable epoxy resin to amine hydrogens on the amine curing agent ranges from about 0.5:1 to about 3:1. 21. The composition of claim 1 wherein the adhesive composition cured for 30 minutes at 110° C. followed by 30 minutes at 180° C. has a lap shear measurement of at least 2500 psi. 22. The composition of claim 1 wherein the adhesive composition cured for 30 minutes at 110° C. followed by 30 minutes at 180° C. has a T-peel measurement of at least 30 lbf/in-width. 23. The composition of claim 1 further comprising a secondary curative. 24. A method of making a composite article, the method comprising: applying the two-part adhesive composition of claim 1 to a surface; andcuring the two-part adhesive composition in contact with the surface to form a composite article. 25. The method of claim 24 wherein during curing the reactive liquid modifier polymerizes to form at least one of an interpenetrating polymer network and a semi-interpenetrating polymer network with the curable epoxy resin. 26. A method of forming a bonded joint between members, the method comprising: applying the two-part adhesive composition of claim 1 to a surface of at least one of two or more members;joining the members so that the two-part adhesive composition is sandwiched between the two or more members; andcuring the two-part adhesive composition to form a bonded joint between the two or more members. 27. The method of claim 26 wherein during curing the reactive liquid modifier polymerizes to form at least one of an interpenetrating polymer network and a semi-interpenetrating polymer network with the curable epoxy resin.
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