GB776979A - Synthetic rubber-like materials prepared from polyesters or polyesteramides, and polyisocyanates - Google Patents

Synthetic rubber-like materials prepared from polyesters or polyesteramides, and polyisocyanates

Info

Publication number
GB776979A
GB776979A GB1914954A GB1914954A GB776979A GB 776979 A GB776979 A GB 776979A GB 1914954 A GB1914954 A GB 1914954A GB 1914954 A GB1914954 A GB 1914954A GB 776979 A GB776979 A GB 776979A
Authority
GB
United Kingdom
Prior art keywords
parts
minutes
acid
product
dihydroxy
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
GB1914954A
Inventor
David Hay Coffey
Philip Cowey Johnson
Eric Arthur Packer
Henry George White
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB1914954A priority Critical patent/GB776979A/en
Publication of GB776979A publication Critical patent/GB776979A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/67Unsaturated compounds having active hydrogen
    • C08G18/675Low-molecular-weight compounds

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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Polymethane rubbers are made by reacting an hydroxy terminated polyester with an excess of a polyisocyanate and with an unsaturated difunctional compound reactive with isocyanates and cross-linking the product by means of the unsaturated links by heating in the presence e.g. of sulphur, benzoyl peroxide quinone dioxime or other compounds known for vulcanizing natural rubber and similar synthetic rubbers. Curing accelerators may be present and also fillers and plasticizers. The proportions of the reactants are such that the uncured product attains a maximum Williams plasticity number between 200 and 550 on heating. In examples: (1) a copolyester from adipic acid, ethylene glycol and propylene glycol, 500 parts, is reacted with 10 parts 1.4 dihydroxy 2-butene and 64 parts hexamethylene di-isocyanate for 5 minutes at 100-110 DEG C. and 8 hours at 130 DEG C. 100 parts of the product were worked on a two roll mill at 70 DEG C. with 2 parts quinone dioxime and moulded for 10 minutes at 150 DEG C. (2) As in (1) but compounding 100 parts of the raw rubber with 5 parts zinc oxide, 2 parts sulphur, 1 part tetramethylthiuram disulphide and 0.5 parts mercaptobenzthiazole and curing for 5 minutes at 150 DEG C. (3) As in (1) but compounding with 2 parts benzoyl peroxide and curing for 5 minutes at 150 DEG C. (4) 100 parts of a glycol adipic acid polyester of hydroxyl number 45 and acid number 1.2 are reacted with 1.93 parts of 1.4 dihydroxy 2-butene and 12.3 parts naphthalene 1.5 di-isocyanate at 120 DEG C. for 10 minutes, 100 parts of the product are compounded with 2 parts benzoyl peroxide and cured at 153 DEG C. for 20 minutes. Figures are given for certain physical properties of the cured products of the examples. Other unsaturated difunctional compounds referred to are 1.2-dihydroxy 3-butene, 1.6-diamino - 3 - hexene, 1 - amino - 2 - hydroxy - 5-hexene, maleic acid, fumaric acid and dihydromuconic acid. Specifications 573,811, 574,134 and 579,857, [all in Group IV], are referred to.
GB1914954A 1954-06-30 1954-06-30 Synthetic rubber-like materials prepared from polyesters or polyesteramides, and polyisocyanates Expired GB776979A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1914954A GB776979A (en) 1954-06-30 1954-06-30 Synthetic rubber-like materials prepared from polyesters or polyesteramides, and polyisocyanates

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1914954A GB776979A (en) 1954-06-30 1954-06-30 Synthetic rubber-like materials prepared from polyesters or polyesteramides, and polyisocyanates

Publications (1)

Publication Number Publication Date
GB776979A true GB776979A (en) 1957-06-12

Family

ID=10124568

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1914954A Expired GB776979A (en) 1954-06-30 1954-06-30 Synthetic rubber-like materials prepared from polyesters or polyesteramides, and polyisocyanates

Country Status (1)

Country Link
GB (1) GB776979A (en)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1063374B (en) * 1957-11-09 1959-08-13 Bayer Ag Process for the production of high molecular weight crosslinked plastics
DE1076359B (en) * 1958-08-12 1960-02-25 Bayer Ag Process for the production of rubber-elastic plastics
DE1100945B (en) * 1957-10-24 1961-03-02 Gen Tire & Rubber Co Process for the production of elastomeric polyurethanes
US3036042A (en) * 1957-04-09 1962-05-22 Bayer Ag Preparation of polyurethanes
US3043807A (en) * 1958-01-27 1962-07-10 Goodyear Tire & Rubber Polyurethane elastomers
DE1151116B (en) * 1961-07-24 1963-07-04 Phoenix Gummiwerke Ag Process for producing molded parts from molding compositions which contain polyester and a urethane
EP0481319A2 (en) * 1990-10-19 1992-04-22 Bayer Ag Two component polyurethane adhesives
EP1109750A1 (en) * 1998-08-31 2001-06-27 Nalco Chemical Company Process for the inhibition of scale in harsh systems and novel antiscalants for same

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3036042A (en) * 1957-04-09 1962-05-22 Bayer Ag Preparation of polyurethanes
DE1100945B (en) * 1957-10-24 1961-03-02 Gen Tire & Rubber Co Process for the production of elastomeric polyurethanes
DE1063374B (en) * 1957-11-09 1959-08-13 Bayer Ag Process for the production of high molecular weight crosslinked plastics
US3043807A (en) * 1958-01-27 1962-07-10 Goodyear Tire & Rubber Polyurethane elastomers
DE1076359B (en) * 1958-08-12 1960-02-25 Bayer Ag Process for the production of rubber-elastic plastics
DE1151116B (en) * 1961-07-24 1963-07-04 Phoenix Gummiwerke Ag Process for producing molded parts from molding compositions which contain polyester and a urethane
EP0481319A2 (en) * 1990-10-19 1992-04-22 Bayer Ag Two component polyurethane adhesives
EP0481319A3 (en) * 1990-10-19 1992-09-30 Bayer Ag Two component polyurethane adhesives
US5349040A (en) * 1990-10-19 1994-09-20 Bayer Aktiengesellschaft Two-component polyurethane adhesives
EP1109750A1 (en) * 1998-08-31 2001-06-27 Nalco Chemical Company Process for the inhibition of scale in harsh systems and novel antiscalants for same
EP1109750A4 (en) * 1998-08-31 2001-12-05 Nalco Chemical Co Process for the inhibition of scale in harsh systems and novel antiscalants for same

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