GB540168A - Resinous compositions and methods of preparing same - Google Patents

Resinous compositions and methods of preparing same

Info

Publication number
GB540168A
GB540168A GB33000/39A GB3300039A GB540168A GB 540168 A GB540168 A GB 540168A GB 33000/39 A GB33000/39 A GB 33000/39A GB 3300039 A GB3300039 A GB 3300039A GB 540168 A GB540168 A GB 540168A
Authority
GB
United Kingdom
Prior art keywords
resin
maleate
diallyl
acids
glycol
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
GB33000/39A
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.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid 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 American Cyanamid Co filed Critical American Cyanamid Co
Publication of GB540168A publication Critical patent/GB540168A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/66—Polyesters containing oxygen in the form of ether groups
    • C08G63/668—Polyesters containing oxygen in the form of ether groups derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/676—Polyesters containing oxygen in the form of ether groups derived from polycarboxylic acids and polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
    • 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
    • C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
    • C08F283/01—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to unsaturated polyesters
    • 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
    • C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
    • C08F290/08—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated side groups
    • C08F290/14—Polymers provided for in subclass C08G
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/52—Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Macromonomer-Based Addition Polymer (AREA)

Abstract

540,168. Synthetic resinous compositions. AMERICAN CYANAMID CO. Dec. 28,1939, No. 33000. Convention date, Dec. 30, 1938. [Class 2 (iii)] Substantially insoluble, substantially infusible resins are prepared by polymerizing, by heat and/or light in the presence of a catalyst, a mixture comprising a resin obtained by the esterification of an α, #, unsaturated organic acid with a polyhydric alcohol, and an organic substance containing at least one polymerizable reactive allyl group, and which preferably has a high boiling point. Polymerization inhibitors and drying oil acids may be present in the mixture. The resins may be compounded with fillers such as wood flour, wood fibre, paper dust, clay, zein, glass wool, mica, granite dust, silk flock, cotton flock, steel wool, carborundum, cloth and sand, with dyes, pigments, natural resins, other synthetic resins, rubber and cellulose derivatives, and the resulting compositions may be used as coating compositions, as adhesives, and for moulding. Specified α, #, unsaturated organic acids are maleic, fumaric, itaconic, citraconic, mesaconic, aconitic, and halogenated maleic acids, and these may be substituted in part with acrylic, #-benzoyl acrylic, methacrylic, #<SP>1</SP>-cyclohexene carboxylic, cinnamic and crotonic acids. Specified polyhydric alcohols are glycols, glycerol and pentaerythritol. Specified reactive allyl compounds are diallyl maleate, fumarate, phthalate and succinate, allyl alcohol, 2-chlorallyl alcohol, methallyl alcohol, triallyl tricarballylate, triallyl phosphate, allyl cellulose, methallyl cellulose and crotyl cellulose. Specified polymerization catalysts are benzoyl, phthalic, succinic, benzoyl acetic, cocoanut oil acid, stearic and oleic peroxides, tertiary butyl peroxide, ascaridole, cobalt linoleate and naphthenate, p-toluene sulphonic acid, aluminium chloride, stannic chloride and boron trifluoride. Specified polymerization inhibitors are hydroquinone, benzaldehyde, 1-ascorbic acid, resorcinol, tannin, sym x, #-naphthyl p-phenylene diamine, and phenolic resins. Examples are given, describing the preparation of resins from mixtures of :- (1) diethylene glycol maleate resin with diallyl maleate, fumarate, phthalate or succinate: (2) ethylene glycol maleate resin with diallyl succinate, methyallyl alcohol, diallyl phthalate or diallyl maleate : (3) decamethylene glycol maleate resin with diallyl sebacate : (4) α- propylene glycol maleate resin with a resin prepared from ethylene glycol, phthalic anhydride and allyl alcohol: (5) ethylene glycol maleate resin, triethylene glycol phthalicfumaric acid resin and diallyl maleate : (6) a resin prepared from phthalic anhydride, triethylene glycol, linseed oil, maleic anhydride and ethylene glycol, with diallyl maleate : (7) a resin prepared from glycerol, maleic anhydride, linseed oil acids and undecylenic acid, with diallyl maleate : (8) a resin prepared from diethylene glycol, maleic anhydride, phthalic anhydride, linseed oil acids and glycerol, with diallyl maleate : (9) a resin prepared from maleic anhydride, sebacic acid, ethylene glycol and linseed oil fatty acids, with diallyl maleate. Examples are also given of the preparation of the starting resin, which is to be polymerized with the allyl compound, from maleic anhydride and ethylene glycol, diethylene glycol, or α- propylene glycol. Specifications 497,175 and 540,167 are referred to.
GB33000/39A 1938-12-30 1939-12-28 Resinous compositions and methods of preparing same Expired GB540168A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US540168XA 1938-12-30 1938-12-30

Publications (1)

Publication Number Publication Date
GB540168A true GB540168A (en) 1941-10-08

Family

ID=21988205

Family Applications (1)

Application Number Title Priority Date Filing Date
GB33000/39A Expired GB540168A (en) 1938-12-30 1939-12-28 Resinous compositions and methods of preparing same

Country Status (4)

Country Link
BE (1) BE474833A (en)
FR (1) FR951560A (en)
GB (1) GB540168A (en)
NL (1) NL65945C (en)

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2419221A (en) * 1942-05-11 1947-04-22 Eastman Kodak Co Copolymers of 2-halogeno-allyl alcohol or 2-halogeno-allyl esters
US2423042A (en) * 1943-11-17 1947-06-24 Marco Chemicals Inc Polymerizable mixed ester of an unsaturated polycarboxylic acid, phthalic acid, and alower aliphatic glycol
US2431374A (en) * 1943-12-30 1947-11-25 Pro Phy Lac Tie Brush Company Copolymers of diallyl maleate and saturated monohydric alcohol esters of maleic and fumaric acids
US2437046A (en) * 1943-10-15 1948-03-02 Resinous Prod & Chemical Co Stabilization of polyesters
US2437232A (en) * 1943-10-15 1948-03-02 Resinous Prod & Chemical Co Stabilization of polyesters from dihydric alcohols and both saturated and unsaturated dicarboxylic acids
US2448584A (en) * 1943-11-24 1948-09-07 Bell Telephone Labor Inc Cured polyester synthetic rubbers formed from disecondary glycols
US2454210A (en) * 1943-04-17 1948-11-16 Westinghouse Electric Corp Synthetic resin and members produced therefrom
US2462042A (en) * 1944-01-12 1949-02-15 Libbey Owens Ford Glass Co Conjointly polymerized unsaturated substances
US2528235A (en) * 1945-06-26 1950-10-31 Gen Electric Coating and impregnating compositions and articles produced from the same
US2530316A (en) * 1944-10-21 1950-11-14 Montclair Res Corp Ester modified drying oil alkyd resins and process of making same
US2530315A (en) * 1944-10-21 1950-11-14 Montclair Res Corp Modified drying oil-alkyd resins and process of making them
US2534617A (en) * 1945-01-24 1950-12-19 Monsanto Chemicals Laminated product
US2563206A (en) * 1946-12-23 1951-08-07 Polymerisable Products Ltd Cyclohexene carboxylic acid esters and process for preparing same
US2819243A (en) * 1951-10-04 1958-01-07 Allied Chem & Dye Corp Method of making glass fiber filled alkyd resins
DE970557C (en) * 1952-03-11 1958-10-02 Ciba Geigy Process for the production of a hardened synthetic resin composition
US3151183A (en) * 1960-01-18 1964-09-29 Us Rubber Co Flame resistant copolymer of an ester of a 2, 3-dihaloalkanol and an unsaturated polycarboxylic acid
CN113185652A (en) * 2021-06-17 2021-07-30 江西金石三维智能制造科技有限公司 ABS-like three-dimensional photo-molding resin and preparation method thereof

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2419221A (en) * 1942-05-11 1947-04-22 Eastman Kodak Co Copolymers of 2-halogeno-allyl alcohol or 2-halogeno-allyl esters
US2454210A (en) * 1943-04-17 1948-11-16 Westinghouse Electric Corp Synthetic resin and members produced therefrom
US2437046A (en) * 1943-10-15 1948-03-02 Resinous Prod & Chemical Co Stabilization of polyesters
US2437232A (en) * 1943-10-15 1948-03-02 Resinous Prod & Chemical Co Stabilization of polyesters from dihydric alcohols and both saturated and unsaturated dicarboxylic acids
US2423042A (en) * 1943-11-17 1947-06-24 Marco Chemicals Inc Polymerizable mixed ester of an unsaturated polycarboxylic acid, phthalic acid, and alower aliphatic glycol
US2448584A (en) * 1943-11-24 1948-09-07 Bell Telephone Labor Inc Cured polyester synthetic rubbers formed from disecondary glycols
US2431374A (en) * 1943-12-30 1947-11-25 Pro Phy Lac Tie Brush Company Copolymers of diallyl maleate and saturated monohydric alcohol esters of maleic and fumaric acids
US2462042A (en) * 1944-01-12 1949-02-15 Libbey Owens Ford Glass Co Conjointly polymerized unsaturated substances
US2530316A (en) * 1944-10-21 1950-11-14 Montclair Res Corp Ester modified drying oil alkyd resins and process of making same
US2530315A (en) * 1944-10-21 1950-11-14 Montclair Res Corp Modified drying oil-alkyd resins and process of making them
US2534617A (en) * 1945-01-24 1950-12-19 Monsanto Chemicals Laminated product
US2528235A (en) * 1945-06-26 1950-10-31 Gen Electric Coating and impregnating compositions and articles produced from the same
US2563206A (en) * 1946-12-23 1951-08-07 Polymerisable Products Ltd Cyclohexene carboxylic acid esters and process for preparing same
US2819243A (en) * 1951-10-04 1958-01-07 Allied Chem & Dye Corp Method of making glass fiber filled alkyd resins
DE970557C (en) * 1952-03-11 1958-10-02 Ciba Geigy Process for the production of a hardened synthetic resin composition
US3151183A (en) * 1960-01-18 1964-09-29 Us Rubber Co Flame resistant copolymer of an ester of a 2, 3-dihaloalkanol and an unsaturated polycarboxylic acid
CN113185652A (en) * 2021-06-17 2021-07-30 江西金石三维智能制造科技有限公司 ABS-like three-dimensional photo-molding resin and preparation method thereof

Also Published As

Publication number Publication date
BE474833A (en)
FR951560A (en) 1949-10-28
NL65945C (en)

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