GB951949A - Catalysts for non-cellular polyurethane preparation - Google Patents

Catalysts for non-cellular polyurethane preparation

Info

Publication number
GB951949A
GB951949A GB3422260A GB3422260A GB951949A GB 951949 A GB951949 A GB 951949A GB 3422260 A GB3422260 A GB 3422260A GB 3422260 A GB3422260 A GB 3422260A GB 951949 A GB951949 A GB 951949A
Authority
GB
United Kingdom
Prior art keywords
acetyl acetonate
nitraza
nitro
diisocyanate
propanediol
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
GB3422260A
Inventor
James Rodney Fischer
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.)
Aerojet Rocketdyne Inc
Original Assignee
Aerojet General Corp
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
Priority to NL259740D priority Critical patent/NL259740A/xx
Priority to US670845A priority patent/US3231597A/en
Application filed by Aerojet General Corp filed Critical Aerojet General Corp
Priority to GB3422260A priority patent/GB951949A/en
Priority to FR855648A priority patent/FR1291647A/en
Publication of GB951949A publication Critical patent/GB951949A/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
    • C08G18/08—Processes
    • C08G18/16—Catalysts
    • C08G18/22—Catalysts containing metal compounds
    • C08G18/225—Catalysts containing metal compounds of alkali or alkaline earth metals
    • 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
    • C08G18/16—Catalysts
    • C08G18/22—Catalysts containing metal compounds
    • C08G18/222—Catalysts containing metal compounds metal compounds not provided for in groups C08G18/225 - C08G18/26
    • 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
    • C08G18/16—Catalysts
    • C08G18/22—Catalysts containing metal compounds
    • C08G18/26—Catalysts containing metal compounds of lead

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)

Abstract

A method of making a non-cellular polyurethane comprises reacting an organic compound having, as its sole reacting groups, a plurality of isocyanate groups with an organic compound having, as its sole reacting groups, a plurality of hydroxyl groups in the presence of a chelate having the general formula: <FORM:0951949/C3/1> where R and R1 are unreactive monovalent organic radicals, M is a metal radical having a co-ordination number equal to twice its electrovalence and n is a number corresponding to the electrovalence of M, said reaction being carried out in a non-basic environment in the essential absence of water, Many polyols and polyisocyanates are specified. The reaction mixtures can also contain cross-linking agents e.g. glycerol, trimethylol propane and tris(hydroxymethyl) nitromethane and plasticizers e.g. 4-nitrazapentanonitrile and 2:2-dinitropropyl -4- nitrazapentanoate and oxidisers e.g. ammonium nitrate and ammonium perchlorate may be mixed with the polyurethanes. In the examples, polyurethanes are made by reacting (ii) to (vi) 3:3 dinitro-1:5-pentane diisocyanate and 2-nitro-2-methyl-1:3 propanediol, (viii) 2-nitraza-1:4-butane diisocyanate and 2-nitro-2-methyl-1:3-propanediol; (x), (xi) and (xii) 3-nitraza-1:5-pentane diisocyanate and 2-nitro-2-methyl-1:3-propanediol; (xiii) 3-nitraza-1:5-pentane diisocyanate, tris-(hydroxymethyl) nitro methane, 4-nitrazapentanonitrile and 2:2-dinitro-1:3-propane diol; (xiv) 3-nitraza-1:5-pentane diisocyanate, polyglycidyl nitrate and 2:2-dinitropropyl -4- nitrazapentanoate; and (xv) 2:1-toluene diisocyanate, polypropylene glycol and trimethyl propane. The catalysts exemplified are: (iii) chromium acetyl acetonate, (iv) vanadyl acetyl acetonate; (vi), (viii), (x), (xiii), (xiv) and (xv) ferric acetyl acetonate; (xi) beryllium acetyl acetonate, cerrous acetyl acetonate, zirconium acetyl acetonate, ferric acetyl acetonate, aluminium acetyl acetonate, palladous acetyl acetonate and thorium acetyl acetonate and (xii) bis(dibenzoyl methane) Cu (ii), bis (ethyl acetoacetate) Cu (ii) and tris (dibenzoyl methane) Fe (iii).
GB3422260A 1957-07-03 1960-10-05 Catalysts for non-cellular polyurethane preparation Expired GB951949A (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
NL259740D NL259740A (en) 1960-10-05
US670845A US3231597A (en) 1957-07-03 1957-07-03 Polyurethane preparation
GB3422260A GB951949A (en) 1960-10-05 1960-10-05 Catalysts for non-cellular polyurethane preparation
FR855648A FR1291647A (en) 1960-10-05 1961-03-15 New catalysts for the preparation of polyurethanes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3422260A GB951949A (en) 1960-10-05 1960-10-05 Catalysts for non-cellular polyurethane preparation

Publications (1)

Publication Number Publication Date
GB951949A true GB951949A (en) 1964-03-11

Family

ID=10362921

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3422260A Expired GB951949A (en) 1957-07-03 1960-10-05 Catalysts for non-cellular polyurethane preparation

Country Status (2)

Country Link
GB (1) GB951949A (en)
NL (1) NL259740A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998015585A1 (en) * 1996-10-05 1998-04-16 Tioxide Specialties Limited Catalysts

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998015585A1 (en) * 1996-10-05 1998-04-16 Tioxide Specialties Limited Catalysts

Also Published As

Publication number Publication date
NL259740A (en)

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