US4554301A
Expired / Lapsed
US
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Modified two-part type adhesive composition
Assignee: Okura Industrial Co Ltd
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Filing: 1984-03-19
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Granted: 1985-11-19
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Expires: 2004-03-19
Abstract
Abstract There is provided a modified two-part type adhesive composition comprising liquid I composed of an acrylic monomer, an organic peroxide, and, if necessary, a gelation stabilizer and liquid II composed of an acrylic monomer, a curing accelerator, and, if necessary, a gelation stabilizer, at least one of the liquids containing a modified nitrile rubber in an amount of 2 to 50% by weight, and said modified nitrile rubber having carboxyl groups and the carboxyl groups being bonded to a (meth)acrylic group-containing acid phosphate through partially a covalent bond and partially an ionic bond.
Inventors
- 👤 Hidemi Dohi
- 👤 Hideaki Matsuda
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 01:25
CPC Classifications
C; C08; C08F; C08F290/00; C08F290/02; C08F290/04; C08F290/048; C09; C09J; C09J4/00; C09J4/06
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
152 words
A modified two-part type adhesive composition, which comprises liquid I comprising an acrylic monomer, an organic peroxide, and a gelation stabilizer and liquid II comprising of an acrylic monomer, a curing accelerator, and a gelation stabilizer, at least one of said liquids containing a modified nitrile rubber in an amount of 2 to 50% by weight; said modified nitrile rubber containing carboxyl groups prior to being modified, said modified nitrile rubber having after modification: (1) a portion of said carboxyl groups addition condensed with a diisocyanate and a (meth)acrylic group-containing acid phosphate, whereby said (meth)acrylic group-containing acid phosphate is covalently bonded to said modified nitrile rubber, and (2) remaining carboxyl groups neutralized with a neutralizing agent selected from the group consisting of a divalent metal compound and a polyamine in the presence of a (meth)acrylic group-containing acid phosphate, whereby said (meth)acrylic group-containing acid phosphate is ionically bonded to said modified nitrile rubber.
Claim 2
Dependent Claim
152 words
A modified two-part type adhesive composition, which comprises liquid I comprising an acrylic monomer, an organic peroxide, and a gelation stabilizer and liquid II comprising of an acrylic monomer, a curing accelerator, and a gelation stabilizer, at least one of said liquids containing a modified nitrile rubber in an amount of 2 to 50% by weight; said modified nitrile rubber containing carboxyl groups prior to being modified, said modified nitrile rubber having after modification: (1) a portion of said carboxyl groups addition condensed with a diisocyanate and a (meth)acrylic group-containing acid phosphate, whereby said (meth)acrylic group-containing acid phosphate is covalently bonded to said modified nitrile rubber, and (2) remaining carboxyl groups neutralized with a neutralizing agent selected from the group consisting of a divalent metal compound and a polyamine in the presence of a (meth)acrylic group-containing acid phosphate, whereby said (meth)acrylic group-containing acid phosphate is ionically bonded to said modified nitrile rubber.
Claim 3
Dependent Claim
86 words
The modified two-part type adhesive composition as claimed in claim 1, wherein the (meth)acrylic group-containing acid phosphate is a compound shown by general formula I: ##STR4## (wherein R represents a hydrogen atom or a methyl group; R' represents an alkylene group having 2 to 4 carbon atoms; m is an integer of 1 to 8; and n is 1 or 2) and the amount of the compound is that the --P--OH group is 0.5 to 5 equivalents per equivalent of the isocyanate group of the diisocyanate.
Claim 4
Dependent Claim
93 words
The modified two-part type adhesive composition as claimed in claim 1, wherein the gelation stabilizer is at least one member selected from the group consisting of following compounds (a), (b), and (c) (a) an organic acid salt of a metal selected from the group consisting of an alkali metal, zinc, and nickel; (b) an organic acid salt of an aliphatic amine; and (c) an ionic bond-containing unsaturated polyester having at least one polymerizable double bond in the molecule, the remaining carboxyl group thereof being neutralized by a metal compound, ammonia, or an amine.
Claim 5
Dependent Claim
38 words
The modified two-part type adhesive composition as claimed in claim 1, wherein the curing accelerator is at least one member selected from the group consisting of of a thiourea compound, a metal chelate compound and a metal soap.
Claim 6
Dependent Claim
19 words
The modified two-part type adhesive composition as claimed in claim 4, wherein the thiourea compound is dibutylthiourea or ethylenethiourea.
Claim 7
Dependent Claim
22 words
The modified two-part type adhesive composition as claimed in claim 4, wherein the metal chelate compound is vanadyl acetylacetate or cobalt acetylacetonate.
Claim 8
Dependent Claim
21 words
The modified two-part type adhesive composition as claimed in claim 4, wherein the metal soap is manganese naphthenate or cobalt naphthenate.
Claim 9
Dependent Claim
24 words
The modified two-part type adhesive composition as claimed in claim 1, wherein said gelation stabilizer is an organic acid salt of an aliphatic amine.
Claim 10
Dependent Claim
24 words
The modified two-part type adhesive composition as claimed in claim 8, wherein said salt is an acetic acid, acrylic acid or methacrylic acid salt.
Claim 11
Dependent Claim
43 words
The modified two-part type adhesive composition as claimed in claim 3, wherein said unsaturated polyester (c) is a compound obtained by the addition polymerization of a double bond-containing glycidyl compound and a saturated or unsaturated dibasic acid anhydride using glycol as an initiator.
Claim 12
Dependent Claim
28 words
The adhesive according to claim 1 wherein said modified nitrile rubber comprises 0.1 to 1 equivalent of said diisocyanate per equivalent of carboxyl groups in said nitrile rubber.
Claim 13
Dependent Claim
29 words
The adhesive according to claim 11, wherein said addition condensed (meth)acrylic-containing acid phosphate is 0.5 to 5 P--OH equivalents per equivalent of isocyanate group in said addition condensed diisocyanate.
Claim 14
Dependent Claim
26 words
The adhesive according to claim 1, wherein said neutralizing agent is 2 to 100% of the theoretical neutralization amount of the total amount of said groups.
References Cited (Backward Citations)
US4223115A
Cited
US4322509A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-11-18 | 1989-05-20 | 1989-11-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-11-18 | 1993-05-20 | 1993-11-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-11-18 | 1997-05-20 | 1997-11-19 | $7700.00 | Window Closed / Lapsed |