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GB1073664A - Polyurethanes - Google Patents

Polyurethanes

Info

Publication number
GB1073664A
GB1073664A GB5367566A GB5367566A GB1073664A GB 1073664 A GB1073664 A GB 1073664A GB 5367566 A GB5367566 A GB 5367566A GB 5367566 A GB5367566 A GB 5367566A GB 1073664 A GB1073664 A GB 1073664A
Authority
GB
United Kingdom
Prior art keywords
prepared
formaldehyde
aniline
reaction
foams
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
GB5367566A
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.)
ISOCYANATE PRODUCTS Inc
Original Assignee
ISOCYANATE PRODUCTS Inc
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 ISOCYANATE PRODUCTS Inc filed Critical ISOCYANATE PRODUCTS Inc
Publication of GB1073664A publication Critical patent/GB1073664A/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
    • C08G12/00Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • C08G12/40Chemically modified polycondensates
    • C08G12/42Chemically modified polycondensates by etherifying
    • C08G12/421Chemically modified polycondensates by etherifying of polycondensates based on acyclic or carbocyclic compounds
    • 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
    • C08G18/40High-molecular-weight compounds
    • C08G18/54Polycondensates of aldehydes
    • C08G18/546Oxyalkylated polycondensates of aldehydes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Phenolic Resins Or Amino Resins (AREA)

Abstract

A polyurethane is prepared by reacting a polyisocyanate with a polyarylaminopolyether which is obtained by reacting an organic cylic oxide with the reaction product of an arylamine and an aldehyde and which has the general formula <FORM:1073664/C3/1> wherein Ar is the residue of the arylamine, R1 of the aldehyde and R of the organic oxide, n being 1-20 and X being a whole number (see Specification 1,073,663). The preferred polyarylaminopolyethers are prepared from aniline, formaldehyde and propylene oxide, but many other suitable amines, aromatic and aliphatic aldehydes, and aromatic and aliphatic cyclic oxides are listed. The toluene diisocyanates and 3:31-bitolylene-4:41-diisocyanate are the preferred polyisocyanates; others suitable are ethylene, tetramethylene, hexamethylene, cyclohexene-1:2, m- and p-phenylene, 1:5-naphthalene, p,p1-methylene diphenyl, 3:31-dichloro - 4:41 biphenylene, 4 - chloro - 1:3-phenylene, and thiodipropyl diisocyanates and triphenylmethane triisocyanate, and calcium diisocyanate. An excess of 15-35% of isocyanate over hydroxy groups is preferably used, giving a "prepolymer". In the preparation of foams a siloxane surfactant, e.g. a siloxaneoxyalkylene block copolymer, may be used, e.g. in amounts of 0.25-2 wt. per cent of the total. Foaming may be achieved by physical means, e.g. using CHFCl2, CHCl3, CFCl3, CCl4, CH2Cl2, CHFCl, CH3.CH2.CHF2, CH3.CF2.CH3, CCl3.CF2.CH3, C2Cl4Br2, CF2Br2, C2F4Cl2, C2F3Cl3, C2H5Cl, pentane, hexane, heptane, cylohexene, and diethyl ether, amounting, e.g. to 10-60% of the total weight, or by chemical means e.g. using water or a dibasic acid e.g. succinic acid. A basic foaming catalyst is usually employed e.g. 0.5-3 wt. per cent of methyl piperidine, tribenzylamine, pyridine, N:N:N1:N1 - tetramethylbutanediamine, triethylamine, N-methylmorpholine, dimethylethanolamine and N:N1-bis(2-hydroxypropyl)-2-methylpiperazine. Suitable polyols for reaction with the prepolymer include alkoxylated polyols including glycerol, pentaerythritol and a list of sugars and similar alcohols. Conventional dyes, fillers, softeners, plasticizers, wetting agents etc. may be added. In examples propoxylated aniline-formaldehyde products are converted into prepolymers with toluene diisocyanate, and foams are prepared by a two-stage reaction of these with futher polyarylaminopolyethers. In Examples IV and V foams are prepared by reaction of the propoxylated aniline-formaldehyde with a prepolymer from sorbitol and toluene diisocyanate or with a polyisocyanate from phosgene and an aniline-formaldehyde product-the latter a "one-shot" process.
GB5367566A 1963-11-15 1964-06-01 Polyurethanes Expired GB1073664A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US32392363A 1963-11-15 1963-11-15

Publications (1)

Publication Number Publication Date
GB1073664A true GB1073664A (en) 1967-06-28

Family

ID=23261296

Family Applications (2)

Application Number Title Priority Date Filing Date
GB5367566A Expired GB1073664A (en) 1963-11-15 1964-06-01 Polyurethanes
GB2252564A Expired GB1073663A (en) 1963-11-15 1964-06-01 Polyarylaminopolyethers

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB2252564A Expired GB1073663A (en) 1963-11-15 1964-06-01 Polyarylaminopolyethers

Country Status (1)

Country Link
GB (2) GB1073664A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5872292A (en) * 1997-01-24 1999-02-16 Bayer Corporation Stable aromatic amine composition, a process for preparing color stable aromatic amines, and the production of light colored aromatic amine-based polyether polyols
US6004482A (en) * 1997-12-24 1999-12-21 Bayer Corporation Stable aromatic amine composition, and a process for preparing color stable aromatic amines
US6031137A (en) * 1998-05-29 2000-02-29 Bayer Corporation Stable aromatic amine composition, a process for preparing color stable aromatic amines, and the production of light colored aromatic amine-based polyether polyols

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5872292A (en) * 1997-01-24 1999-02-16 Bayer Corporation Stable aromatic amine composition, a process for preparing color stable aromatic amines, and the production of light colored aromatic amine-based polyether polyols
US6004482A (en) * 1997-12-24 1999-12-21 Bayer Corporation Stable aromatic amine composition, and a process for preparing color stable aromatic amines
US6031137A (en) * 1998-05-29 2000-02-29 Bayer Corporation Stable aromatic amine composition, a process for preparing color stable aromatic amines, and the production of light colored aromatic amine-based polyether polyols
US6353137B2 (en) 1998-05-29 2002-03-05 Bayer Corporation Stable aromatic amine composition, a process for preparing color stable aromatic amines, and the production of light colored aromatic amine-based polyether polyols

Also Published As

Publication number Publication date
GB1073663A (en) 1967-06-28

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