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Patent · US6515045B1 · B1 · US

Removable adhesive of epoxy resin, amine and non-ionic surfactant

(11) Publication number
US6515045B1
(21) Application number
US-71262700-A
(22) Filing date
2000-11-14
(30) Priority date
1999-11-29
(43) Publication date
2003-02-04
(45) Date of grant
2003-02-04
(52) CPC
  • C08J Working-up; general processes of compounding; after-treatment not covered by subclasses C08B, C08C, C08F, C08G or C08H: 3/03, 2363/00
  • C08L Compositions of macromolecular compounds: 63/00
  • C09J Adhesives; non-mechanical aspects of adhesive processes in general; adhesive processes not provided for elsewhere; use of materials as adhesives: 163/00, 2463/00, 5/06
(73) Assignee
VANTICO INC
(54) Title
Removable adhesive of epoxy resin, amine and non-ionic surfactant
(57) Abstract

An adhesive composition comprising (a) an epoxy resin having a substantially linear structure, (b) an amine hardener, and (c) a non-ionic surfactant, is suitable for adhering low energy (composite) surfaces to rigid metal or non-metal composite surfaces/parts and can be cleanly removed after use by application of heat.

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Claims (22)

  1. A removable water-based adhesive composition comprising a) a difunctional epoxy resin advanced with a dihydric phenol, b) an amine hardener, c) a non-ionic surfactant, and d) water, wherein when the adhesive composition is applied to a removable substrate, a permanent substrate, or both, the adhesive composition applied to the removable substrate is removable from the permanent substrate by heating.
  2. An adhesive composition according to claim 1, wherein when the removable substrate comprises a polyfluoroalkene film, and the permanent substrate comprises a member selected from the group consisting of aluminum, glass impregnated with phenlolic resin, graphite composite, and glass composite.
  3. An adhesive composition according to claim 1, wherein the non-ionic surfactant is selected from the group consisting of fluorosurfactants, polyglycidyl ethers of castor oil, melamine derivatives, and compounds of formula (I), R 1 - C≡C - R 2 (I) wherein R 1 and R 2 independently from one another denote hydroxy or an unsubstituted or hydroxy-or halogen-substituted organic radical selected from the group consisting of C 1 -C 20 alkyl, C 1 -C 20 alkoxy, C 5 -C 20 aryloxy, C6-C 20 aralkyl, C 5 -C 12 cycloalkyl, 5-C 12 cycloalkxy, and C 2 -C 20 alkoxyalkyl.
  4. An adhesive composition according to claim 3, wherein the non-ionic surfactant is a compound of formula (I).
  5. An adhesive composition according to claim 4, wherein the non-ionic surfactant is a compound of formula (I), and wherein R 1 and R 2 are ethoxy.
  6. An adhesive composition according to claim 1, wherein the difunctional epoxy resin is selected from the group consisting of diglycidyl ethers, diglycidyl esters, and difunctional cycloaliphatic epoxy resins.
  7. An adhesive composition according to claim 6, wherein the difunctional epoxy resin is selected from the group consisting of bisphenol-A-diglycidyl ether, bisphenol-F-diglycidyl ether, hydrogenated bisphenol-A-diglycidyl ether, hydrogenated bishpenol-F-diglycidyl ether, diglycidyl esters of phthalic, isophthalic, or terephthalic acid, and 3,4-epoxycyclohexylmethyl-3′, 4′-epoxycyclohexanecaboxylate, and the dihydric phenol is selected from the group consisting of 4,4′-dihydroxybiphenyl, bisphenol A, bisphenol F, bisphenol S, and 4,4′-dihydroxydiphenyl ketone.
  8. An adhesive composition according to claim 7, wherein the difunctional epoxy resin is selected from the group consisting of bishenol-A-diglycidyl ether and bisphenol-F-diglycidyl ether, and the dihydric phenol is bisphenol A.
  9. An adhesive composition according to claim 1, wherein the amine hardener is selected from the group consisting of aliphatic and cycloaliphatic amines.
  10. An adhesive composition according to claim 9, wherein the amine hardener is selected from the group consisting of alkylene diamines, piperazine-N-ethylamine, and polyoxyalkylene diamines.
  11. An adhesive composition according to claim 9, wherein the amine hardener is selected from the group consisting of ethylene diamine, propylene diamine, triethylene diamine, piperazine-N-ethylamine, polyoxyethylene diamine, polyoxypropylene diamine, cyclohexane diamine, and isophorone diamine.
  12. An adhesive composition according to claim 1, additionally comprising a curing catalyst selected from the group consisting of tertiary amines and imidazoles.
  13. An adhesive composition according to claim 12, wherein the curing catalyst is selected from the group consisting of benzyldimethylamine, 2, 4, 6-tris(dimethylaminomethyl)phenol, 1-methylimidazole, 2-methylimidazole, and 2,4-diethylimidazole.
  14. An adhesive composition according to claim 1 wherein the ratio of the linear epoxy resin to the amine hardener is about 1.4:1 by weight.
  15. An adhesive composition according to claim 1, wherein the ratio of the combined weight of the linear epoxy resin and the amine hardener to the weight of the non-ionic surfactant is about from 35.15 to 99.1:1.
  16. An adhesive composition according to claim 1, wherein the ratio of the linear epoxy resin to the amine hardener is about 4.8:1 by weight.
  17. An adhesive composition according to claim 1, wherein the ratio of the combined weight of the linear epoxy resin and the amine hardener to the weight of the non-ionic surfactant is about from 1608.3:1 to 4825:1.
  18. An adhesive composition according to claim 1, wherein the ratio of the combined weight of the linear epoxy resin and the amine hardener to the weight of the non-ionic surfactant is about from 97.81 to 99.1:1.
  19. An adhesive composition according to claim 1, wherein the ratio of the combined weight of the linear epoxy resin and the amine hardener to the weight of the curing catalyst is from 1086.75:1 to 1520:1.
  20. An adhesive composition according to claim 1, additionally comprising acetic acid.
  21. An adhesive composition according to claim 1, additionally comprising a phosphonate ester.
  22. An adhesive composition according to claim 1, additionally comprising aluminum trihydrate.

Citations (23)

  • CA863397A
  • DE1158435B
  • EP0530729A1
  • EP0925914A1
  • FI76828B
  • JPS52109553A
  • JPS5251498A
  • JPS5477644A
  • JPS5943016A
  • JPS6222874A
  • JPS6369871A
  • NL6908546A
  • US3649583A
  • US3909497A
  • US4122067A
  • US5236974A
  • US5428083A
  • US5605944A
  • US5620794A
  • US5670226A
  • US6221934B1
  • US6288170B1
  • WO9902341A1
Record as JSON
{
  "publication_number": "US6515045B1",
  "country": "US",
  "kind": "B1",
  "title": "Removable adhesive of epoxy resin, amine and non-ionic surfactant",
  "abstract": "An adhesive composition comprising (a) an epoxy resin having a substantially linear structure, (b) an amine hardener, and (c) a non-ionic surfactant, is suitable for adhering low energy (composite) surfaces to rigid metal or non-metal composite surfaces/parts and can be cleanly removed after use by application of heat.",
  "claims": [
    "1. A removable water-based adhesive composition comprising a) a difunctional epoxy resin advanced with a dihydric phenol, b) an amine hardener, c) a non-ionic surfactant, and d) water, wherein when the adhesive composition is applied to a removable substrate, a permanent substrate, or both, the adhesive composition applied to the removable substrate is removable from the permanent substrate by heating.",
    "2. An adhesive composition according to claim 1, wherein when the removable substrate comprises a polyfluoroalkene film, and the permanent substrate comprises a member selected from the group consisting of aluminum, glass impregnated with phenlolic resin, graphite composite, and glass composite.",
    "3. An adhesive composition according to claim 1, wherein the non-ionic surfactant is selected from the group consisting of fluorosurfactants, polyglycidyl ethers of castor oil, melamine derivatives, and compounds of formula (I), R 1 - C≡C - R 2 (I) wherein R 1 and R 2 independently from one another denote hydroxy or an unsubstituted or hydroxy-or halogen-substituted organic radical selected from the group consisting of C 1 -C 20 alkyl, C 1 -C 20 alkoxy, C 5 -C 20 aryloxy, C6-C 20 aralkyl, C 5 -C 12 cycloalkyl, 5-C 12 cycloalkxy, and C 2 -C 20 alkoxyalkyl.",
    "4. An adhesive composition according to claim 3, wherein the non-ionic surfactant is a compound of formula (I).",
    "5. An adhesive composition according to claim 4, wherein the non-ionic surfactant is a compound of formula (I), and wherein R 1 and R 2 are ethoxy.",
    "6. An adhesive composition according to claim 1, wherein the difunctional epoxy resin is selected from the group consisting of diglycidyl ethers, diglycidyl esters, and difunctional cycloaliphatic epoxy resins.",
    "7. An adhesive composition according to claim 6, wherein the difunctional epoxy resin is selected from the group consisting of bisphenol-A-diglycidyl ether, bisphenol-F-diglycidyl ether, hydrogenated bisphenol-A-diglycidyl ether, hydrogenated bishpenol-F-diglycidyl ether, diglycidyl esters of phthalic, isophthalic, or terephthalic acid, and 3,4-epoxycyclohexylmethyl-3′, 4′-epoxycyclohexanecaboxylate, and the dihydric phenol is selected from the group consisting of 4,4′-dihydroxybiphenyl, bisphenol A, bisphenol F, bisphenol S, and 4,4′-dihydroxydiphenyl ketone.",
    "8. An adhesive composition according to claim 7, wherein the difunctional epoxy resin is selected from the group consisting of bishenol-A-diglycidyl ether and bisphenol-F-diglycidyl ether, and the dihydric phenol is bisphenol A.",
    "9. An adhesive composition according to claim 1, wherein the amine hardener is selected from the group consisting of aliphatic and cycloaliphatic amines.",
    "10. An adhesive composition according to claim 9, wherein the amine hardener is selected from the group consisting of alkylene diamines, piperazine-N-ethylamine, and polyoxyalkylene diamines.",
    "11. An adhesive composition according to claim 9, wherein the amine hardener is selected from the group consisting of ethylene diamine, propylene diamine, triethylene diamine, piperazine-N-ethylamine, polyoxyethylene diamine, polyoxypropylene diamine, cyclohexane diamine, and isophorone diamine.",
    "12. An adhesive composition according to claim 1, additionally comprising a curing catalyst selected from the group consisting of tertiary amines and imidazoles.",
    "13. An adhesive composition according to claim 12, wherein the curing catalyst is selected from the group consisting of benzyldimethylamine, 2, 4, 6-tris(dimethylaminomethyl)phenol, 1-methylimidazole, 2-methylimidazole, and 2,4-diethylimidazole.",
    "14. An adhesive composition according to claim 1 wherein the ratio of the linear epoxy resin to the amine hardener is about 1.4:1 by weight.",
    "15. An adhesive composition according to claim 1, wherein the ratio of the combined weight of the linear epoxy resin and the amine hardener to the weight of the non-ionic surfactant is about from 35.15 to 99.1:1.",
    "16. An adhesive composition according to claim 1, wherein the ratio of the linear epoxy resin to the amine hardener is about 4.8:1 by weight.",
    "17. An adhesive composition according to claim 1, wherein the ratio of the combined weight of the linear epoxy resin and the amine hardener to the weight of the non-ionic surfactant is about from 1608.3:1 to 4825:1.",
    "18. An adhesive composition according to claim 1, wherein the ratio of the combined weight of the linear epoxy resin and the amine hardener to the weight of the non-ionic surfactant is about from 97.81 to 99.1:1.",
    "19. An adhesive composition according to claim 1, wherein the ratio of the combined weight of the linear epoxy resin and the amine hardener to the weight of the curing catalyst is from 1086.75:1 to 1520:1.",
    "20. An adhesive composition according to claim 1, additionally comprising acetic acid.",
    "21. An adhesive composition according to claim 1, additionally comprising a phosphonate ester.",
    "22. An adhesive composition according to claim 1, additionally comprising aluminum trihydrate."
  ],
  "cpc": [
    "C08J 3/03",
    "C08J 2363/00",
    "C08L 63/00",
    "C09J 163/00",
    "C09J 2463/00",
    "C09J 5/06"
  ],
  "assignees": [
    "VANTICO INC"
  ],
  "filing_date": "2000-11-14",
  "publication_date": "2003-02-04",
  "grant_date": "2003-02-04",
  "priority_date": "1999-11-29",
  "application_number": "US-71262700-A",
  "family_id": "22608782",
  "citations": [
    "CA863397A",
    "DE1158435B",
    "EP0530729A1",
    "EP0925914A1",
    "FI76828B",
    "JPS52109553A",
    "JPS5251498A",
    "JPS5477644A",
    "JPS5943016A",
    "JPS6222874A",
    "JPS6369871A",
    "NL6908546A",
    "US3649583A",
    "US3909497A",
    "US4122067A",
    "US5236974A",
    "US5428083A",
    "US5605944A",
    "US5620794A",
    "US5670226A",
    "US6221934B1",
    "US6288170B1",
    "WO9902341A1"
  ]
}

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