GB1020201A - Stabilisation of synthetic plastics containing urethane groups against discolouration and oxidation - Google Patents

Stabilisation of synthetic plastics containing urethane groups against discolouration and oxidation

Info

Publication number
GB1020201A
GB1020201A GB1063363A GB1063363A GB1020201A GB 1020201 A GB1020201 A GB 1020201A GB 1063363 A GB1063363 A GB 1063363A GB 1063363 A GB1063363 A GB 1063363A GB 1020201 A GB1020201 A GB 1020201A
Authority
GB
United Kingdom
Prior art keywords
hydrazide
polyester
acid
semicarbazide
adipic acid
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
GB1063363A
Inventor
Harald Oertel
Heinrich Rinke
Wilhelm Thoma
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 GB1020201A publication Critical patent/GB1020201A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/22—Compounds containing nitrogen bound to another nitrogen atom
    • C08K5/24—Derivatives of hydrazine
    • C08K5/25—Carboxylic acid hydrazides
    • 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
    • C08G18/83—Chemically modified polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
    • C08K5/39—Thiocarbamic acids; Derivatives thereof, e.g. dithiocarbamates

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)
  • Compositions Of Macromolecular Compounds (AREA)
  • Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)

Abstract

Polyurethanes which are free from isocyanate groups are stabilized by the addition of a hydrazide derivative in such amount that there are 10 to 2000 milligram equivalents of -CO-NH-NH2 and/or -CS-NH-NH2 groups per kilogram of polyurethane. The hydrazide derivatives may be semicarbazides, thiosemicarbazides, polyester hydrazides. Many suitable compounds are specified. The polyurethane may be derived from a polyether, polyester or polysteramide. In Example (1), an ethylene glycol/butylene glycol-adipic acid polyester was reacted in solution in chlorobenzene with diphenylmethane 4,41-diisocyanate and then with carbodihydrazide in water and dimethyl formamide. The polymer was pigmented with TiO2 and stabilized with (a) adipic acid dihydrazide, (b) e -hydroxy caproic acid hydrazide, (c) e -amino caproic acid hydrazide, (d) m-xylylene bis-semicarbazide, (e) piperazine - N,N1 - dicarboxylic acid dihydrazide, (f) isophthalic acid dihydrazide, (g) terephthalic acid monobutyl ester hydrazide, (h) ethylene glycol-adipic acid polyester hydrazide, (i) hydrazine dicarboxylic acid dihydrazide, (j) semicarbazide, (k) thiosemicarbazide, (l) mixture of hexamethylene-bis-semicarbazide and palmitic acid hydrazide. In Example (7) foams derived from an ethylene glycol adipic acid polyester and polypropylene ether glycol, toluene diisocyanate and water were saturated in an aqueous solution of carbodihydrazide, rung out on rollers and dried.
GB1063363A 1962-03-17 1963-03-18 Stabilisation of synthetic plastics containing urethane groups against discolouration and oxidation Expired GB1020201A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF36301A DE1156552B (en) 1962-03-17 1962-03-17 Stabilization of plastics containing urethane and -NH-CO-NH groups against discoloration and oxidation by nitrogen-containing compounds

Publications (1)

Publication Number Publication Date
GB1020201A true GB1020201A (en) 1966-02-16

Family

ID=7096387

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1063363A Expired GB1020201A (en) 1962-03-17 1963-03-18 Stabilisation of synthetic plastics containing urethane groups against discolouration and oxidation

Country Status (4)

Country Link
BE (1) BE629689A (en)
DE (1) DE1156552B (en)
GB (1) GB1020201A (en)
NL (2) NL290227A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1674515A1 (en) * 2004-12-27 2006-06-28 Bayer MaterialScience AG Polyurethane molded article and production method thereof
EP1674526A1 (en) * 2003-10-01 2006-06-28 Polyplastics Co., Ltd. Polyacetal resin composition
EP2072550A1 (en) * 2007-12-21 2009-06-24 Sika Technology AG Hardening compounds with reduced gas emission
CN114395116A (en) * 2022-01-27 2022-04-26 江苏麒祥高新材料有限公司 Polyester hydrazide, rubber composition, tire and preparation method and application thereof
CN114481624A (en) * 2022-02-08 2022-05-13 东莞市中纺化工有限公司 Anti-yellowing additive and preparation method and application thereof

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1235577B (en) * 1964-10-27 1967-03-02 Schering Ag Process for stabilizing linearly constructed thermoplastic polyureas

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE574685A (en) * 1958-01-17
US2957907A (en) * 1958-06-30 1960-10-25 Diallyl ester of polycarboxylic

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1674526A1 (en) * 2003-10-01 2006-06-28 Polyplastics Co., Ltd. Polyacetal resin composition
EP1674526A4 (en) * 2003-10-01 2007-04-11 Polyplastics Co Polyacetal resin composition
CN1863867B (en) * 2003-10-01 2010-05-26 宝理塑料株式会社 Polyacetal resin composition
EP1674515A1 (en) * 2004-12-27 2006-06-28 Bayer MaterialScience AG Polyurethane molded article and production method thereof
EP2072550A1 (en) * 2007-12-21 2009-06-24 Sika Technology AG Hardening compounds with reduced gas emission
WO2009080738A1 (en) * 2007-12-21 2009-07-02 Sika Technology Ag Curable compositions having less volatilization
CN114395116A (en) * 2022-01-27 2022-04-26 江苏麒祥高新材料有限公司 Polyester hydrazide, rubber composition, tire and preparation method and application thereof
CN114395116B (en) * 2022-01-27 2024-03-12 江苏麒祥高新材料有限公司 Polyester hydrazide, rubber composition, tire, preparation method and application thereof
CN114481624A (en) * 2022-02-08 2022-05-13 东莞市中纺化工有限公司 Anti-yellowing additive and preparation method and application thereof
CN114481624B (en) * 2022-02-08 2024-05-03 东莞市中纺化工有限公司 Anti-yellowing additive and preparation method and application thereof

Also Published As

Publication number Publication date
NL290227A (en)
NL136867C (en)
DE1156552B (en) 1963-10-31
BE629689A (en)

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