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GB895966A - Improvements in or relating to the manufacture of foamed polyurethane materials - Google Patents

Improvements in or relating to the manufacture of foamed polyurethane materials

Info

Publication number
GB895966A
GB895966A GB2703858A GB2703858A GB895966A GB 895966 A GB895966 A GB 895966A GB 2703858 A GB2703858 A GB 2703858A GB 2703858 A GB2703858 A GB 2703858A GB 895966 A GB895966 A GB 895966A
Authority
GB
United Kingdom
Prior art keywords
acid
dibromopropanol
hydroxymethyl
polyester
halogen
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
GB2703858A
Inventor
Roxburgh Richmond Aitken
John Frederick Chapman
Eric Arthur Packer
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 GB2703858A priority Critical patent/GB895966A/en
Publication of GB895966A publication Critical patent/GB895966A/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
    • C08G18/2805Compounds having only one group containing active hydrogen
    • C08G18/288Compounds containing at least one heteroatom other than oxygen or nitrogen
    • C08G18/2885Compounds containing at least one heteroatom other than oxygen or nitrogen containing halogen atoms
    • 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
    • C08G18/30Low-molecular-weight compounds
    • C08G18/38Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3802Low-molecular-weight compounds having heteroatoms other than oxygen having halogens
    • 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
    • C08G18/30Low-molecular-weight compounds
    • C08G18/38Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3878Low-molecular-weight compounds having heteroatoms other than oxygen having phosphorus
    • C08G18/388Low-molecular-weight compounds having heteroatoms other than oxygen having phosphorus having phosphorus bound to carbon and/or to hydrogen

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

A process for the manufacture of foamed cellular polyurethane materials by interacting an organic polyisocyanate with a hydroxyl group-containing material such as a polyester, polyesteramide, or polyether and water is characterized in that there is incorporated therein, in addition to the said reactants at least one compound containing a halogen or phosphorus atom and also at least one isocyanate reactive group in the molecule. In Examples (1) foamed materials are prepared by reacting (1)(a) a mixture of a polyester from pentaerythritol, 1:3-butylene glycol, adipic acid and phthalic anhydride; water, an octyl-cresolethylene oxide condensate and 2:3-dibromopropanol with (b) a diphenylmethane diisocyanate composition obtained by the phosgenation of crude diamino diphenylmethane. (2) in a similar process the 2:3-dibromopropanol is replaced by tetrabis(hydroxymethyl) phosphonium chloride. The flame-resistance of the products is determined. Other halogen-containing compounds mentioned are 2-chloroethanol, 2:3-dichloropropanol, 2,3-dichlorobutanol, 1:4-dihydroxy- 2:3-dichlorobutane, 2:2:2-trichloroethanol, chloral hydrate, 2:3-dichloropropionic acid, 2:3-dichloro-2-methylpropionic acid, 3:4:5:6-tetrachlorophthalic acid, hexa-chloro-endomethylene tetrahydrophthalic acid, chlorinated anilines, N-methyl anilines, toluidines, N-methyltoluidines and the corresponding bromo and iodo compounds. Tris-(hydroxymethyl) phosphine oxide is an alternative phosphorus compound. Specification 733,624 is referred to.ALSO:A process for the manufacture of foamed cellular polyurethane materials by interacting an organic polyisocyanate with a hydroxyl group-containing material such as a polyester, polyesteramide or polyether and water is characterised in that there is incorporated therein, in addition to the said reactants at least one compound containing a halogen or phosphorus atom and also at least one isocyanate reactive group in the molecule. In examples foamed materials are prepared by reacting (1) a mixture of a polyester from pentaerythritol, 1 : 3-butylene glycol, adipic acid and phthalic anhydride; water, an octylcresol/ethylene oxide condensate and 2 : 3-dibromopropanol with a diphenylmethane diisocyanate composition obtained by the phosgenation of crude diamino-diphenylmethane; (2) in a similar process the 2 : 3-dibromopropanol is replaced by tetrakis-(hydroxymethyl) phosphonium chloride. The flame-resistance of the products is determined. Other halogen-containing compounds mentioned are 2-chloro-ethanol, 2 : 3-dichloropropanol, 2 : 3-dichlorobutanol, 1 : 4-dihydroxy-2: 3-dichlorobutane, 2, 2, 2-trichloroethanol, chloral hydrate, 2 : 3-dichloropropionic acid, 3 : 4 : 5 : 6-tetrachlorophthalic acid, hexachloro-endomethylene tetra-hydrophthalic acid, chlorinated anilines, N-methyl anilines, toluidines, N-methyltoluidines and the corresponding bromo and iodo compounds. Tris-(hydroxymethyl) phosphine oxide is an alternative phosphorus compound. Specification 733,624 is referred to.
GB2703858A 1958-08-22 1958-08-22 Improvements in or relating to the manufacture of foamed polyurethane materials Expired GB895966A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2703858A GB895966A (en) 1958-08-22 1958-08-22 Improvements in or relating to the manufacture of foamed polyurethane materials

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2703858A GB895966A (en) 1958-08-22 1958-08-22 Improvements in or relating to the manufacture of foamed polyurethane materials

Publications (1)

Publication Number Publication Date
GB895966A true GB895966A (en) 1962-05-09

Family

ID=10253153

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2703858A Expired GB895966A (en) 1958-08-22 1958-08-22 Improvements in or relating to the manufacture of foamed polyurethane materials

Country Status (1)

Country Link
GB (1) GB895966A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3465031A (en) * 1962-12-13 1969-09-02 Monsanto Chemicals Flame-retarding agents
EP0003314A1 (en) * 1978-01-23 1979-08-08 Basf Wyandotte Corporation Urethane-modified isocyanurate foams having improved insulating properties, and process for their preparation
GB2191208A (en) * 1986-06-05 1987-12-09 Basf Corp High resiliency molded polyurethane foams
CN113480925A (en) * 2021-07-09 2021-10-08 成都上泰科技有限公司 Method for manufacturing high-performance solvent-free flame-retardant polyurea coating
CN114805743A (en) * 2021-01-18 2022-07-29 万华化学集团股份有限公司 Solvent-resistant waterborne polyurethane and preparation method thereof

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3465031A (en) * 1962-12-13 1969-09-02 Monsanto Chemicals Flame-retarding agents
EP0003314A1 (en) * 1978-01-23 1979-08-08 Basf Wyandotte Corporation Urethane-modified isocyanurate foams having improved insulating properties, and process for their preparation
GB2191208A (en) * 1986-06-05 1987-12-09 Basf Corp High resiliency molded polyurethane foams
CN114805743A (en) * 2021-01-18 2022-07-29 万华化学集团股份有限公司 Solvent-resistant waterborne polyurethane and preparation method thereof
CN114805743B (en) * 2021-01-18 2024-02-02 万华化学集团股份有限公司 Solvent-resistant waterborne polyurethane and preparation method thereof
CN113480925A (en) * 2021-07-09 2021-10-08 成都上泰科技有限公司 Method for manufacturing high-performance solvent-free flame-retardant polyurea coating

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