GB438101A - Improved adhesive compositions - Google Patents

Improved adhesive compositions

Info

Publication number
GB438101A
GB438101A GB3714/34A GB371434A GB438101A GB 438101 A GB438101 A GB 438101A GB 3714/34 A GB3714/34 A GB 3714/34A GB 371434 A GB371434 A GB 371434A GB 438101 A GB438101 A GB 438101A
Authority
GB
United Kingdom
Prior art keywords
per cent
alcohol
cellulose nitrate
toluol
ethyl acetate
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
GB3714/34A
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.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and 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 EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Priority to GB3714/34A priority Critical patent/GB438101A/en
Publication of GB438101A publication Critical patent/GB438101A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C09J101/00Adhesives based on cellulose, modified cellulose, or cellulose derivatives
    • C09J101/08Cellulose derivatives
    • C09J101/16Esters of inorganic acids
    • C09J101/18Cellulose nitrate
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/46Polyesters chemically modified by esterification
    • C08G63/48Polyesters chemically modified by esterification by unsaturated higher fatty oils or their acids; by resin acids
    • 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
    • C09J167/00Adhesives based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Adhesives based on derivatives of such polymers
    • C09J167/08Polyesters modified with higher fatty oils or their acids, or with natural resins or resin acids
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

Heat-energizable adhesive compositions comprise a thermoplastic synthetic resin and cellulose nitrate, preferably having a nitrogen content of 10--12,2 per cent, in a suitable solvent mixture. The synthetic resin is preferably a polyhydric alcohol-polybasic acid condensation product, preferably modified with a vegetable drying, semi- or non-drying oil, stearic acid, oleic acid or a higher alcohol, e.g. cocoanut, cottonseed, hydrogenated cottonseed and castor oils, butyl alcohol, hexyl, propyl, amyl and benzyl alcohols, cyclohexanol, and terpineol. Resins modified with rosin or gums, e.g. kauri or copal may also be used. The polyhydric alcohol-polybasic acid resins may be prepared from di- or tri-hydric alcohols or higher alcohols such as sorbitol, or pentaerythritol. Polyhydric ether alcohols, e.g. diethylene glycol, triethylene glycol, monoethylin, monobenzylin, or diethyl ether of sorbitol, pentaerythritol, or diglycerol are particularly suitable. Polybasic acids such as malic, adipic, succinic, trimellitic, dilactylic, fumaric or sebacic acids may be used instead of phthalic acid. Other suitable synthetic resins include aryl sulphonamide formaldehyde resins, e.g. toluene-, xylene- or benzene-sulphonamide formaldehyde resins; vinyl acetate resins; vinyl acetate-vinyl chloride resins; and certain phenol-formaldehyde and urea-formaldehyde resins. The proportion of resin to cellulose nitrate may be varied from 0,6--5 parts to 1 part, preferably 0,6--2,0 parts to 1 part. Plasticizers may be used, if desired, and are preferably of the "solvent" type, e.g. dibutyl phthalate, dibutyl tartrate, tricresyl phosphate, triacetin or ethyl-meta-sulphonamide. According to examples the following compositions are suitable: (1) 8,2 per cent cellulose nitrate (4 secs. viscosity), 10,0 per cent denatured alcohol, 29,0 per cent toluol, 6,4 per cent dibutyl phthalate, 33,0 per cent ethyl acetate, and 13,4 per cent of a synthetic resin obtained by reacting 45,8 per cent phthalic anhydride, 28,8 per cent glycerol and 25,4 per cent castor oil at 225 DEG C. until an acid number of 13--15 was reached. (2) The same ingredients and proportions as in example 1, except that the cellulose nitrate has a viscosity of 2 seconds. (3) Similar ingredients and proportions to example 2, except that the synthetic resin was the reaction product of 40,5 per cent phthalic anhydride, 35,4 per cent stearic acid and 24,1 per cent glycerol. (4) 10,0 per cent cellulose nitrate 3 per cent tricresyl phosphate, 15,0 per cent ethyl acetate, 22,0 per cent toluol, 30,0 per cent alcohol, 20 per cent of the reaction product of 54,3 per cent phthalic anhydride, 24,2 per cent glycerol and 21,5 per cent castor oil heated to 200 DEG C. until an acid number of 73--77 was reached. (5) 10 per cent cellulose nitrate, 20 per cent ethyl acetate, 30 per cent toluol, 28 per cent ethyl alcohol and 12 per cent of the reaction product of 41,7 per cent diethylene glycol and 58,3 per cent phthalic anhydride heated to 240--250 DEG C., to give an acid number of 40. (6) 9,9 per cent cellulose nitrate, 5,8 per cent ethyl alcohol, 40,0 per cent ethyl acetate, 32,6 per cent toluol, 1,2 per cent acetone, 4,4 per cent dibutyl phthalate and 6,1 per cent of the reaction product of 37,4 per cent diethylene glycol, 47,6 per cent phthalic anhydride and 15,0 per cent stearic acid heated to 190--200 DEG C. to give an acid number of 40--50. (7) 10,0 per cent cellulose nitrate, 6,0 per cent alcohol, 37,0 per cent ethyl acetate, 32,5 per cent toluol, 4,5 per cent dibutyl phthalate, 10,0 per cent of synthetic resin as in example 6. (8) 11,3 per cent cellulose nitrate (80 secs. viscosity), 8,6 per cent alcohol, 13,5 per cent dibutyl phthalate, 16,0 per cent toluol, 19,0 per cent ethyl acetate, and 30,7 per cent of synthetic resin as in example 6. (9) 15,0 per cent cellulose nitrate (\ba1/2\be secs. viscosity), 18,0 per cent. alcohol, 31,0 per cent ethyl acetate, 8,0 per cent dibutyl phthalate, 15,0 per cent toluol, and 16,0 per cent toluene-sulphonamideformaldehyde condensation product. The compositions may be coloured or made opaque by the addition of a suitable filler. The adhesives may be applied by brushing, dipping, spraying or roller coating methods and the solvent is then evaporated. The articles may then be united by heat, e.g. temperatures of 130--150 DEG C., and moderate pressure, e.g. 2--15lbs. per sq. inch. Pressures of the order of 50--10,000lbs. per sq. inch may be used to effect union without heat. The above compositions are useful for applying regenerated cellulose sheets to fabric, paper, cardboard, metal foil, regenerated cellulose sheets, leather, tissue paper and cellulose ester films; fabric to fabric, paper, cellulose ester films, fibre board, metal foil and lacquered or rubberized fabric; metal foil to metal foil, wood, paper, cardboard, glass and tissue paper; veneer to wood and fibre board; glass to glass and cellulose ester films. Also they may be used for cementing aluminium foil to various surfaces, e.g. to coat the internal or external surfaces of tanks; to coat pipe-lines or cables, particularly when buried; to coat fabric for use on aircraft; to coat the interior and exterior of refrigerators; as a substitute for goldbeater's skin and to coat wood shingles to improve durability.ALSO:Heat-energizable adhesive compositions comprise a thermoplastic synthetic resin and cellulose nitrate, preferably having a nitrogen content of 10-12,2 per cent in a suitable solvent mixture. The synthetic resin is preferably a polyhydric alcohol-polybasic acid condensation product, preferably modified with a vegetable drying, semi- or non-drying oil, stearic acid, oleic acid or a higher alcohol, e.g. coconut, cottonseed, hydrogenated cottonseed and castor oils, butyl, hexyl, propyl, amyl and benzyl alcohols, cyclohexanol and terpineol. Resins modified with rosin or gums, e.g. kauri or copal may also be used. The polyhydric alcohol-polybasic acid resins may be prepared from di- or tri-hydric alcohols or higher alcohols, e.g. sorbitol or pentaerythritol. Polyhydric ether alcohols, e.g. diethylene glycol, triethylene glycol, monoethylin, monobenzylin, or diethyl ether of sorbitol, pentaerythritol or diglycerol are particularly suitable. Polybasic acids such as malic, adipic, succinic, trimellitic, dilactylic, fumaric or sebacic acids may be used instead of phthalic acid. Other suitable synthetic resins include aryl sulphonamide-formaldehyde resins; vinyl acetate resins; vinyl acetatevinyl chloride resins; and certain phenolformaldehyde and urea formaldehyde resins. The proportion of resin to cellulose nitrate may be varied from 0.6-5 pts. to 1 pt., preferably 0.6-2 pts. to 1 pt. Plasticizers may be used if desired and are preferably of the "solvent" type, e.g. dibutyl phthalate, dibutyl tartrate, tricresyl phosphate, triacetin or ethyl metasulphonamide. According to examples the following compositions are suitable. (1) Cellulose nitrate (4 secs. viscosity), alcohol, toluol, dibutyl phthalate, ethyl acetate and the reaction product of phthalic anhydride, glycerol and castor oil. (2) Similar ingredients to the previous example, except that the cellulose nitrate has a viscosity of 2 secs. (3) Similar to example 2, the resin being the reaction product of phthalic anhydride, stearic acid and glycerol. (4) Cellulose nitrate, tricresyl phosphate, ethyl acetate, toluol, alcohol, and the reaction product of phthalic anhydride, glycerol and castor oil. (5) Cellulose nitrate, ethyl acetate, toluol, ethyl alcohol, and the reaction product of diethylene glycol and phthalic anhydride. (6) Cellulose nitrate, ethyl alcohol, ethyl acetate, toluol, acetone, dibutyl phthalate and the reaction product of diethylene glycol, phthalic anhydride and stearic acid. (7) Cellulose nitrate, alcohol, ethyl acetate, toluol, dibutyl phthalate, synthetic resin as in example 6. (8) Cellulose nitrate (80 secs. viscosity), alcohol, dibutyl phthalate, toluol, ethyl acetate and synthetic resin as in example 6. (9) Cellulose nitrate ( 1/2 sec. viscosity), alcohol, ethyl acetate, dibutyl phthalate, toluol and toluene sulphonamide-formaldehyde condensation product. The compositions may be coloured or made opaque by the addition of a suitable filler, and may be applied by brushing, dipping, spraying or roller coating methods and the solvent is then evaporated. The articles may then be united by heat, e.g. temperatures of 130-150 DEG C., and moderate pressure, e.g. 2-15 lbs. per sq. inch. Pressures of the order of 50-10,000 lbs. per sq. inch may be used to effect union without heat. Specified applications of the compositions for adhesive purposes are given in the Specification.
GB3714/34A 1934-02-05 1934-02-05 Improved adhesive compositions Expired GB438101A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3714/34A GB438101A (en) 1934-02-05 1934-02-05 Improved adhesive compositions

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3714/34A GB438101A (en) 1934-02-05 1934-02-05 Improved adhesive compositions

Publications (1)

Publication Number Publication Date
GB438101A true GB438101A (en) 1935-11-11

Family

ID=9763564

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3714/34A Expired GB438101A (en) 1934-02-05 1934-02-05 Improved adhesive compositions

Country Status (1)

Country Link
GB (1) GB438101A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010132406A1 (en) * 2009-05-11 2010-11-18 The Procter & Gamble Company Water-stable, oil-modified, nonreactive alkyd resin construction adhesives, and use thereof
WO2012154909A3 (en) * 2011-05-10 2013-03-21 Sun Chemical Corporation Cold foil adhesives used in food & non food packaging applications
EP2970721A4 (en) * 2013-03-12 2016-10-12 Celanese Acetate Llc Hot melt and pressure-sensitive adhesives that include highly-plasticized cellulose esters and methods and articles relating thereto

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010132406A1 (en) * 2009-05-11 2010-11-18 The Procter & Gamble Company Water-stable, oil-modified, nonreactive alkyd resin construction adhesives, and use thereof
CN102414289A (en) * 2009-05-11 2012-04-11 宝洁公司 Water-stable, oil-modified, nonreactive alkyd resin construction adhesives, and use thereof
JP2012526904A (en) * 2009-05-11 2012-11-01 ザ プロクター アンド ギャンブル カンパニー Water-stable, oil-modified, non-reactive alkyd resin structural adhesive and use thereof
RU2505575C2 (en) * 2009-05-11 2014-01-27 Дзе Проктер Энд Гэмбл Компани Structural adhesives based on waterproof, oil-modified chemically inert alkyd resins and use thereof
WO2012154909A3 (en) * 2011-05-10 2013-03-21 Sun Chemical Corporation Cold foil adhesives used in food & non food packaging applications
EP2970721A4 (en) * 2013-03-12 2016-10-12 Celanese Acetate Llc Hot melt and pressure-sensitive adhesives that include highly-plasticized cellulose esters and methods and articles relating thereto

Similar Documents

Publication Publication Date Title
US2734876A (en) Alkyd resins modified with substituted
US2191957A (en) Resinous composition and method of preparing same
US1925903A (en) Cementing composition
GB438101A (en) Improved adhesive compositions
US2281483A (en) Process of preparing laminated material
GB508822A (en) Improvements in or relating to the manufacture of coated cellulose hydrate sheets and films
US2159704A (en) Cigarette and method of making the same
US1923111A (en) Laminated glass and method of making the same
US2064802A (en) Adhesive composition
US2010857A (en) Coated article and method of making same
US1962340A (en) Adhesive tape
GB378608A (en) Manufacture of lacquers, films, coating preparations, adhesives, impregnating agents and the like
US3442744A (en) Form wrapped with cellulose acetate strip material and method of wrapping said material
US2413931A (en) Pressure-sensitive adhesive fabrics
US1871725A (en) Laminated glass and method of making same
US2234236A (en) Laminated material and process of making the same
US2510166A (en) Coated cellulose propionate material and a lacquer therefor
US1918692A (en) Finished surface and process for producing same
US2143929A (en) Lacquer
US2153585A (en) Laminated glass
GB401971A (en) Improvements in or relating to synthetic resins and compositions containing the same
US1824757A (en) Coating composition
US2279439A (en) Lacquer composition
US2115584A (en) Metal foil
US1883395A (en) Coating composition and vehicle for the same