GB655873A - Improvements in or relating to liquid adhesive cement compositions, film material formed from said cement compositions, and method of making said liquid adhesive cement compositions - Google Patents

Improvements in or relating to liquid adhesive cement compositions, film material formed from said cement compositions, and method of making said liquid adhesive cement compositions

Info

Publication number
GB655873A
GB655873A GB36829/46A GB3682946A GB655873A GB 655873 A GB655873 A GB 655873A GB 36829/46 A GB36829/46 A GB 36829/46A GB 3682946 A GB3682946 A GB 3682946A GB 655873 A GB655873 A GB 655873A
Authority
GB
United Kingdom
Prior art keywords
phenol
cement compositions
resins
resin
butadiene
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
GB36829/46A
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.)
3M Co
Original Assignee
Minnesota Mining and Manufacturing Co
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 Minnesota Mining and Manufacturing Co filed Critical Minnesota Mining and Manufacturing Co
Publication of GB655873A publication Critical patent/GB655873A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L61/00Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
    • C08L61/04Condensation polymers of aldehydes or ketones with phenols only
    • C08L61/06Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J161/00Adhesives based on condensation polymers of aldehydes or ketones; Adhesives based on derivatives of such polymers
    • C09J161/04Condensation polymers of aldehydes or ketones with phenols only
    • C09J161/06Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
    • C08L2666/02Organic macromolecular compounds, natural resins, waxes or and bituminous materials
    • C08L2666/04Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L9/00Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
    • C08L9/02Copolymers with acrylonitrile

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Laminated Bodies (AREA)
  • Phenolic Resins Or Amino Resins (AREA)

Abstract

A liquid adhesive composition capable of forming a tough heat-resistant bond to smooth metal surfaces comprises a heat-reactive phenolaldehyde resin and a rubbery butadieneacrylonitrile copolymer in a weight ratio of from 1 : 2 to 10 : 1, respectively, in a volatile liquid vehicle, the phenolic resin being soluble in methyl ethyl ketone and insoluble in benzene. The heat-reactive resins may be prepared from phenol, o- and m-cresols, m-ethyl phenol, sym. xylenol, resorcinol or p,p1-dihydroxydiphenyl and acetaldehyde, formaldehyde, paraformaldehyde, hexamethylene tetramine or propionaldehyde. Mixtures of phenols and/or of aldehydes may be used. An acid catalyst is preferably used initially but the subsequent reaction to the required stage requires an alkaline catalyst. The copolymers are preferably those having butadiene-acrylonitrile ratios of 50 : 50 to 80 : 20. Minor amounts of other polymerizable monomers such as styrene may be used in their preparation. Specified solvents are methyl ethyl and isobutyl ketones and ethylene dichloride. The phenolic resin may be formed in situ, particularly with a highly reactive phenol such as resorcinol, by adding an aqueous solution of formaldehyde to a solution of the phenol and copolymer and heating after applying the solution to a surface. Pigments, fillers, softeners and resins may be added and carbon black, abrasive grit and ground cork are specified. The compositions, which may be used in the form of a pre-dried and partially cured film, may be used for bonding wood, fabric, synthetic polymers and abrasive grits to metals and wood to wood or to fabric, leather to fabric and resins to leather; and, coated on thin fibrous sheets, as wrapping material, barrier films and backings. A composition also described which is bonded by the above compositions to aluminium comprises a butadiene-acrylonitrile copolymer, a phenolic resin and magnesium salicylate. Reference has been directed by the Comptroller to Specifications 569,666, 580,333, 610,345 and 616,336.ALSO:A synthetic rubber coating is adhered to sheet aluminium by a cement comprising a rubbery butadiene-acrylonitrile copolymer and a phenol-aldehyde resin in a volatile liquid vehicle. In the example, 130 parts of a phenol-acetaldehyde-formaldehyde resin and 100 parts of the material known under the Registered Trade Mark "Hycar OR-15" are dissolved in methyl isobutyl ketone and applied to the metal. After evaporation of the solvent, a heavy dough of a rubbery butadiene-acrylonitrile copolymer modified by a phenolic resin and magnesium salicylate is applied and dried and the composite article is heated, e.g. for 15 minutes at 150 DEG F. Other phenolic resins which are insoluble in benzene and soluble in methyl ethyl ketone may be used in the cement. Reference has been directed by the Comptroller to Specifications 569,666, 580,333, [Group IV], 610,345 and 616,336.
GB36829/46A 1945-07-24 1946-12-13 Improvements in or relating to liquid adhesive cement compositions, film material formed from said cement compositions, and method of making said liquid adhesive cement compositions Expired GB655873A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US655873XA 1945-07-24 1945-07-24
US941071XA 1945-07-24 1945-07-24

Publications (1)

Publication Number Publication Date
GB655873A true GB655873A (en) 1951-08-08

Family

ID=31980784

Family Applications (1)

Application Number Title Priority Date Filing Date
GB36829/46A Expired GB655873A (en) 1945-07-24 1946-12-13 Improvements in or relating to liquid adhesive cement compositions, film material formed from said cement compositions, and method of making said liquid adhesive cement compositions

Country Status (2)

Country Link
FR (1) FR941071A (en)
GB (1) GB655873A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1034298B (en) * 1957-05-31 1958-07-17 Bayer Ag Adhesive based on synthetic elastomers

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB704241A (en) * 1950-09-16 1954-02-17 B B Chem Co Ltd Improvements in or relating to methods of reinforcing a portion of vinyl resin sheetmaterial against tearing and to methods of bonding two portions of vinyl resin sheetmaterial together

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1034298B (en) * 1957-05-31 1958-07-17 Bayer Ag Adhesive based on synthetic elastomers

Also Published As

Publication number Publication date
FR941071A (en) 1948-12-31

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