GB982222A - A process for the production of hard polyurethane plastics materials - Google Patents

A process for the production of hard polyurethane plastics materials

Info

Publication number
GB982222A
GB982222A GB1257563A GB1257563A GB982222A GB 982222 A GB982222 A GB 982222A GB 1257563 A GB1257563 A GB 1257563A GB 1257563 A GB1257563 A GB 1257563A GB 982222 A GB982222 A GB 982222A
Authority
GB
United Kingdom
Prior art keywords
diisocyanate
polyhydric alcohol
diol
butane
polyisocyanate
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
GB1257563A
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.)
Bayer AG
Original Assignee
Bayer AG
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 Bayer AG filed Critical Bayer AG
Publication of GB982222A publication Critical patent/GB982222A/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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/67—Unsaturated compounds having active hydrogen
    • C08G18/69—Polymers of conjugated dienes
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/61—Polysiloxanes
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/63—Block or graft polymers obtained by polymerising compounds having carbon-to-carbon double bonds on to polymers
    • C08G18/637—Block or graft polymers obtained by polymerising compounds having carbon-to-carbon double bonds on to polymers characterised by the in situ polymerisation of the compounds having carbon-to-carbon double bonds in a reaction mixture of saturated polymers and isocyanates
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/67—Unsaturated compounds having active hydrogen
    • C08G18/675—Low-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)

Abstract

Polyurethanes are produced by (1) reacting an organic polyisocyanate with a mixture of an organic polyhydroxyl compound of M.W. above 600 and a polyhydric alcohol having a M.W. below 500 to prepare a prepolymer, the amount of polyisocyanate being such that 900% to 4000% of polyisocyanate is present (calculated on the compound of M.W. above 600) and the amount of the polyhydric alcohol of M.W. below 500 being such that an excess of at least 150% of the organic polyisocyanate remains after reaction with all the hydroxyl groups of the two compounds and (ii) reacting the prepolymer in a second stage with additional polyhydric alcohol to bring about cross-linking. Compounds of M.W. above 600 may be: polyesters, polyalkylene ethers, polyester amides, polyhydric polythioethers, polycarbonates and polyacetals, preferably of M.W. 1000-3000 and OH number 30-80 and acid number below 2; suitable compounds are specified. The usual polyisocyanates are mentioned including diphenyl sulphone 441 diisocyanate, p,p1,p11-triphenyl methane triisocyanate and furfurylidene diisocyanate. Also mentioned are dimeric toluylene 2,4-diisocyanate, partially a perhydrogenated diphenylmethane 4,41-diisocyanate and halogenated and/or alkyl substituted, carbodiimide and/or siloxane group containing isocyanates. The polyhydric alcohol of M.W. below 500 used in the first stage may be a trihydric alcohol, e.g. trimethylol propane, and that in the second step a dihydric alcohol, e.g. butane diol. The reaction may be performed at 80-150 DEG C. and in the presence of an ethylenically unsaturated monomer, e.g. styrene,acrylic and methacrylic acid esters and amides and acrylonitrile. The vinyl compound is added in amount so that the ratio of polyurethane and vinyl monomer is between 1000: 1 and 1: 10. Polymerization catalysts may be ditertiary butyl peroxide, cumene tertiary butyl peroxide and azo diisobutyric acid dinitrile. In typical examples: (1) an adipic acid-ethylene glycol polyester was reacted with trimethylolpropane and tolylene diisocyanate, and cross-linked with butane 1,4-diol; (II) Tolylene diisocyanate was reacted with butane 1,4-diol and an adipic acid-ethylene glycol polyester, styrene and additional butane diol were added and the melt cast into moulds. Specification 933,683 is referred to.
GB1257563A 1962-03-30 1963-03-29 A process for the production of hard polyurethane plastics materials Expired GB982222A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF36418A DE1150518B (en) 1962-03-30 1962-03-30 Process for the production of plastics

Publications (1)

Publication Number Publication Date
GB982222A true GB982222A (en) 1965-02-03

Family

ID=7096431

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1257563A Expired GB982222A (en) 1962-03-30 1963-03-29 A process for the production of hard polyurethane plastics materials

Country Status (4)

Country Link
BE (1) BE630317A (en)
DE (1) DE1150518B (en)
GB (1) GB982222A (en)
NL (1) NL290895A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2029469A1 (en) * 1969-01-27 1970-10-23 Ici Ltd
EP0814066A1 (en) * 1996-06-18 1997-12-29 Nippon Shokubai Co., Ltd. Molding compounds, method for preparing the same, and moldings produced from the same

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4376834A (en) * 1981-10-14 1983-03-15 The Upjohn Company Polyurethane prepared by reaction of an organic polyisocyanate, a chain extender and an isocyanate-reactive material of m.w. 500-20,000 characterized by the use of only 2-25 percent by weight of the latter material

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2029469A1 (en) * 1969-01-27 1970-10-23 Ici Ltd
EP0814066A1 (en) * 1996-06-18 1997-12-29 Nippon Shokubai Co., Ltd. Molding compounds, method for preparing the same, and moldings produced from the same

Also Published As

Publication number Publication date
DE1150518B (en) 1963-06-20
BE630317A (en)
NL290895A (en)

Similar Documents

Publication Publication Date Title
GB987618A (en) A process for the production of homogenous or non-porous polyurethane plastics
CA1313285C (en) Process for the production of radiation-crosslinked thermoplastic polyurethanes
EP0062835A1 (en) Process for the preparation of closed-cell polyurethane moulded articles having a compact outer layer
ATE21255T1 (en) POLYISOCYANAT MIXTURES CONTAINING LIQUID URETHANE GROUPS BASED ON DIPHENYLMETHANE DIISOCYANATE, PROCESS FOR THEIR PRODUCTION AND THEIR USE FOR THE PRODUCTION OF FLEXIBLE POLYURETHANE FOAM MATERIALS.
KR880010010A (en) Deformable Polyurethane with Short Curing Time
FI892645A (en) Liquid polyisocyanate mixtures, process for their preparation and their use for the production of soft polyurethane foams
BR9708926A (en) Process for producing high tensile polyurethane moldings and prepolymer containing isocyanate groups
ATE122695T1 (en) PRODUCTION OF FLAME-RESISTANT FOAM.
DE2903719A1 (en) Unsaturated polyester resin foams and their manufacturing process
KR960022639A (en) Pressurized, blowing agent-containing isocyanate semi-prepolymer mixtures based on lignin-polyether polyols and methods of using said mixtures to produce polyurethane foams
GB862232A (en) Preparation of polyurethanes
US3674721A (en) Process for preparing flexible polyurethane foams and coatings
DE69019651T2 (en) Chemical blowing agent.
KR970021119A (en) Very low density molded polyurethane foam with isocyanate-terminated initial polymer
ES8105359A1 (en) Low-pressure low-temperature in-mold coating method
EP0826706A2 (en) Foamable polyurethane compositions with a good flow behaviour and process for the preparation of foamed polyurethane mouldings
JPH0641272A (en) Modified aromatic polyisocyanate and its use for production of rigid cellular material
GB982222A (en) A process for the production of hard polyurethane plastics materials
US3663465A (en) Preparation of open-cell polyurethane foams in the presence of 2-substituted 1,1,3,3-tetraalkyl guandines and an acid
WO1995028430A1 (en) Mixtures for preparing hard polyurethane foams
GB1233614A (en)
GB1113925A (en) Polyurethane pressure-sensitive adhesives
DE4032148A1 (en) Cellular moulded plastics for e.g. shoe sole prodn. - by reaction of polyether di- and tri:ol(s) with isocyanate semi-prepolymer, using water as sole blowing agent
US4131605A (en) Poly(ether)urethane curable at ambient temperature using butylstannoic acid catalyst
US2733261A (en) N-akylisocyanates of a-phenyl ethyl-