GB1425529A - Stabilization of polyester urethanes against hydrolysis using organic epoxides - Google Patents

Stabilization of polyester urethanes against hydrolysis using organic epoxides

Info

Publication number
GB1425529A
GB1425529A GB4228373A GB4228373A GB1425529A GB 1425529 A GB1425529 A GB 1425529A GB 4228373 A GB4228373 A GB 4228373A GB 4228373 A GB4228373 A GB 4228373A GB 1425529 A GB1425529 A GB 1425529A
Authority
GB
United Kingdom
Prior art keywords
prepared
prepolymer
reacting
polyurethane
compositions
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
GB4228373A
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 GB1425529A publication Critical patent/GB1425529A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/15—Heterocyclic compounds having oxygen in the ring
    • C08K5/151—Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
    • C08K5/1515—Three-membered rings
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/15—Heterocyclic compounds having oxygen in the ring
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
    • C08L75/04—Polyurethanes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
    • C08L75/04—Polyurethanes
    • C08L75/06—Polyurethanes from polyesters

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Polyesters Or Polycarbonates (AREA)

Abstract

1425529 Polyester urethanes AMERICAN CYANAMID CO 7 Sept 1973 [30 Oct 1972] 42283/73 Heading C3R A hydrolytically stable polyurethane composition comprises an isocyanate-terminated prepolymer prepared by reacting a polyester polyol and a stoichiometric excess of an organic diisocyanate, or an elastomer obtained by curing such a prepolymer, and from 0À01 to 10% wt, based on the prepolymer or the elastomer, of an organic epoxide compound which have a molecular weight of not less than 60. Suitable epoxy compounds are 1,2- and 2,3-epoxybutane, epichlorohydrin, alkyl, glycidyl ethers cyclohexene oxide, vinyl cyclohexene diepoxide, styrene oxide, diglycidyl ether of 1,4-butane diol, diglycidyl ether of 4,41-isopropylidenebisphenol, glycidyl ethers of methylenebisphenols, epoxysilanes and epoxidized soybeam oil. Examples 1-5 polyurethane compositions are prepared by reacting polyethylene adipate with a stoichiometric excess of 2,4-tolylene diisocyanate and further reacting the product with either (1) 2,2<SP>1</SP>-methylene bis-(O-chloroaniline) or (2) 2,6-dichloro-p-phenylene diamine in the presence of an epoxy compound. The reaction mixture of composition (2) additionally contains azelaic acid and tricresylphosphate. In Example 6 polyurethane compositions are prepared by adding an epoxy compound to a pulverized thermoplastic polyurethane prepared by curing a mixture of molten methylene bis- (4-phenylisocyanate) and a pre-heated mixture of polyethyleneadipate, the dihydroxyethylether of hydroquinone, wax and pentaerythrityltetrakis - 3 - (3,5 - di - tert - butyl - 4- hydroxyphenyl)propionate. The compositions were compression moulded or dissolved in dimethylformamide and cast into films.
GB4228373A 1972-10-30 1973-09-07 Stabilization of polyester urethanes against hydrolysis using organic epoxides Expired GB1425529A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US30236972A 1972-10-30 1972-10-30

Publications (1)

Publication Number Publication Date
GB1425529A true GB1425529A (en) 1976-02-18

Family

ID=23167464

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4228373A Expired GB1425529A (en) 1972-10-30 1973-09-07 Stabilization of polyester urethanes against hydrolysis using organic epoxides

Country Status (12)

Country Link
JP (1) JPS5812305B2 (en)
AR (1) AR197733A1 (en)
BE (1) BE806636A (en)
BR (1) BR7307589D0 (en)
CA (1) CA1035088A (en)
CH (1) CH602860A5 (en)
DE (1) DE2353784A1 (en)
ES (1) ES420094A1 (en)
FR (1) FR2204653A1 (en)
GB (1) GB1425529A (en)
IT (1) IT997885B (en)
NL (1) NL7313418A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004069912A1 (en) * 2003-02-03 2004-08-19 Basf Aktiengesellschaft Hydrolysis-resistant polyesters
CN113999643A (en) * 2021-11-11 2022-02-01 湖北回天新材料股份有限公司 Heat-conducting bi-component polyurethane adhesive and preparation method and application thereof

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3023400B1 (en) * 2005-08-09 2018-06-06 Agrium Inc. Controlled release fertilizer employing epoxidized fatty acid triglyceride oil as a coating additive

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3143517A (en) * 1953-08-07 1964-08-04 Monsanto Co Substantially non-porous polyurethane plastic and method for producing same
US3148167A (en) * 1958-11-14 1964-09-08 Gen Tire & Rubber Co Polyurethane composition containing an epoxy compound
US3158586A (en) * 1960-03-14 1964-11-24 United Shoe Machinery Corp Sealant from an isocyanate-terminated polyol, a diglycidyl polyether, and a polyol
US3406140A (en) * 1964-01-09 1968-10-15 Celanese Corp Polyurethane composition containing an epoxy compound as a stabilizer
JPS549322B2 (en) * 1972-08-26 1979-04-24

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004069912A1 (en) * 2003-02-03 2004-08-19 Basf Aktiengesellschaft Hydrolysis-resistant polyesters
CN113999643A (en) * 2021-11-11 2022-02-01 湖北回天新材料股份有限公司 Heat-conducting bi-component polyurethane adhesive and preparation method and application thereof
CN113999643B (en) * 2021-11-11 2023-07-18 湖北回天新材料股份有限公司 Heat-conducting bi-component polyurethane adhesive and preparation method and application thereof

Also Published As

Publication number Publication date
IT997885B (en) 1975-12-30
JPS5812305B2 (en) 1983-03-07
BR7307589D0 (en) 1974-09-05
AR197733A1 (en) 1974-04-30
AU6002973A (en) 1975-03-06
CA1035088A (en) 1978-07-18
JPS4976949A (en) 1974-07-24
ES420094A1 (en) 1976-07-01
NL7313418A (en) 1974-05-02
BE806636A (en) 1974-04-29
DE2353784A1 (en) 1974-05-09
FR2204653A1 (en) 1974-05-24
CH602860A5 (en) 1978-08-15

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Legal Events

Date Code Title Description
PS Patent sealed
429A Application made for amendment of specification (sect. 29/1949)
429H Application (made) for amendment of specification now open to opposition (sect. 29/1949)
429D Case decided by the comptroller ** specification amended (sect. 29/1949)
SPA Amended specification published
PCNP Patent ceased through non-payment of renewal fee