GB1456273A - Anaerobic polymerisable compositions - Google Patents

Anaerobic polymerisable compositions

Info

Publication number
GB1456273A
GB1456273A GB187374A GB187374A GB1456273A GB 1456273 A GB1456273 A GB 1456273A GB 187374 A GB187374 A GB 187374A GB 187374 A GB187374 A GB 187374A GB 1456273 A GB1456273 A GB 1456273A
Authority
GB
United Kingdom
Prior art keywords
thiourea
acid
dimethyl
composition
reaction product
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB187374A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel Loctite Corp
Original Assignee
Henkel Loctite Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Henkel Loctite Corp filed Critical Henkel Loctite Corp
Publication of GB1456273A publication Critical patent/GB1456273A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
    • C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/10—Esters
    • C08F20/20—Esters of polyhydric alcohols or polyhydric phenols, e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
    • C08F222/10—Esters
    • C08F222/1006—Esters of polyhydric alcohols or polyhydric phenols
    • C08F222/102—Esters of polyhydric alcohols or polyhydric phenols of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Polymerization Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

1456273 Anaerobic polymerizable compositions LOCTITE CORP 15 Jan 1974 [15 Jan 1973] 1873/74 Heading C3P An anaerobic polymerizable composition comprises a polymerizable ester of acrylic acid or α-substituted acrylic acid including di- or polyacrylate ester monomers, a hydroperoxide capable of polymerizing said monomer in the substantial absence of oxygen, an acidic substance soluble in the mixture of said ester and hydroperoxide, and a substituted thiourea containing a unit of the formula where A is hydrogen or carbon. The composition may be in the form of a two-part composition and may be used to bond substrates, e.g. glass or steel. In the thiourea the carbon atoms may form two heterocyclic rings each containing one of the nitrogen atoms or both nitrogen atoms may be part of the same ring. The composition may contain a polymerization inhibitor and/or accelerator. In the examples a solution of tetramethyl (or ethyl) thiourea, dipentamethylene thiourea, 3,5-dimethyl (or ethyl) hexahydro-1,3, 5 - oxadiazine - 4 - thione trimethylthiourea, or for comparison dimethylthiourea, methylthiourea or thiourea in methyl-chloroform or other organic solvent containing in some ease salicylic acid, dichloroacetic acid or trichloroacetic acid is applied to glass substrates to which is subsequently applied a mixture containing cumene or t-butyl hydroperoxide, tbutyl perbenzoate, or 2,5-dimethyl-2,5-di-tbutyl peroxy hexane; hydroxypropyl or ethyl methacrylate; acrylic or methacrylic acid; and one or more of the reaction product of hydrogenated bisphenol A, toluene diisocyanate and hydroxypropyl methacrylate, the reaction product of an isocyanate terminated polyether and hydroxyethyl methacrylate, the reaction product of 4,4<SP>1</SP> - diphenylmethylenediisocyanate and hydroxypropylmethacrylate, polyethylene glycol dimethacrylate, tributylamine, benzoic sulphimide, dimethyl and/or diethyl o- or ptoluidine and methanol and the substrates are then sealed together. Reference has been directed by the Comptroller to Specification 1,242,098.
GB187374A 1973-01-15 1974-01-15 Anaerobic polymerisable compositions Expired GB1456273A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US32368973A 1973-01-15 1973-01-15

Publications (1)

Publication Number Publication Date
GB1456273A true GB1456273A (en) 1976-11-24

Family

ID=23260309

Family Applications (1)

Application Number Title Priority Date Filing Date
GB187374A Expired GB1456273A (en) 1973-01-15 1974-01-15 Anaerobic polymerisable compositions

Country Status (7)

Country Link
JP (1) JPS49109479A (en)
CA (1) CA1030695A (en)
DE (1) DE2401744C3 (en)
FR (1) FR2213951B1 (en)
GB (1) GB1456273A (en)
IT (1) IT1008698B (en)
NL (1) NL178696C (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003057792A3 (en) * 2001-12-29 2004-04-01 3M Innovative Properties Co Composition containing a polymerizable reducing agent, kit, and method
US7173074B2 (en) 2001-12-29 2007-02-06 3M Innovative Properties Company Composition containing a polymerizable reducing agent, kit, and method

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3991008A (en) * 1974-08-12 1976-11-09 The Kendall Company Dental compositions having improved color stability
DE2711748C2 (en) * 1977-03-17 1982-04-08 Bostik Gmbh, 6370 Oberursel Anaerobically curing adhesive and method for joining surfaces using this adhesive
ATE19891T1 (en) * 1981-12-09 1986-06-15 Lingner & Fischer Gmbh CURING MASS.

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3625930A (en) * 1967-12-28 1971-12-07 Loctite Corp Anaerobic composition and process for bonding nonporous surfaces, said composition comprising an acrylic monomer a peroxy initiator and a bonding accelerator
US3591438A (en) * 1968-03-04 1971-07-06 Loctite Corp Polymerizable acrylate composition and curing accelerator therefor

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003057792A3 (en) * 2001-12-29 2004-04-01 3M Innovative Properties Co Composition containing a polymerizable reducing agent, kit, and method
US7173074B2 (en) 2001-12-29 2007-02-06 3M Innovative Properties Company Composition containing a polymerizable reducing agent, kit, and method
US7541393B2 (en) 2001-12-29 2009-06-02 3M Innovative Properties Company Composition containing a polymerizable reducing agent, kit, and method
CN100558775C (en) * 2001-12-29 2009-11-11 3M创新有限公司 Comprise composition, test kit of polymerizable reductive agent and preparation method thereof

Also Published As

Publication number Publication date
NL7400456A (en) 1974-07-17
NL178696B (en) 1985-12-02
JPS49109479A (en) 1974-10-17
AU6447574A (en) 1975-07-17
DE2401744A1 (en) 1974-08-01
FR2213951A1 (en) 1974-08-09
CA1030695A (en) 1978-05-02
FR2213951B1 (en) 1978-03-24
DE2401744B2 (en) 1979-11-08
NL178696C (en) 1986-05-01
IT1008698B (en) 1976-11-30
DE2401744C3 (en) 1980-07-24

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee