GB1197437A - Stabilisation of Isocyanates - Google Patents

Stabilisation of Isocyanates

Info

Publication number
GB1197437A
GB1197437A GB4262166A GB4262166A GB1197437A GB 1197437 A GB1197437 A GB 1197437A GB 4262166 A GB4262166 A GB 4262166A GB 4262166 A GB4262166 A GB 4262166A GB 1197437 A GB1197437 A GB 1197437A
Authority
GB
United Kingdom
Prior art keywords
bis
isocyanates
butyl
radical
free
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
GB4262166A
Inventor
David Crawford Eaton
John Alwyn Hall
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 GB4262166A priority Critical patent/GB1197437A/en
Priority to DE19671668275 priority patent/DE1668275A1/en
Priority to NL6712882A priority patent/NL6712882A/xx
Priority to FR121936A priority patent/FR1537546A/en
Publication of GB1197437A publication Critical patent/GB1197437A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C263/00—Preparation of derivatives of isocyanic acid
    • C07C263/18—Separation; Purification; Stabilisation; Use of additives

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

1,197,437. Stabilizing isocyanates. IMPERIAL CHEMICAL INDUSTRIES Ltd. 15 Sept., 1967 [23 Sept., 1966], No. 42621/66. Heading C2C. Organic isocyanates are stabilized by distilling in presence of an organic free-radical capture agent (i.e. a compound reacting with a free-radical to give a more stable free-radical) other than guiacol. Specified isocyanates are phenyl, alpha-naphthyl, octadecyl, chlorophenyl (o-, m-, p-), butyl and cyclohexyl isocyanates; hexamethylene, phenylene, tolylene (2,4- and 2,6), diphenylmethane (4,4<SP>1</SP>), chlorophenylene (2,4), naphthylene (1,5), diphenylene (4,4<SP>1</SP>), 3,3<SP>1</SP>-dimethyldiphenylene (4,4<SP>1</SP>), 3-methyldiphenylmethane (4,4<SP>1</SP>), diphenyl ether, cyclohexane (1,4- and 1,3-), 1-methylcyclohexane (2,4- and 2,6) and methylene bis-(cyclohexyl) diisocyanates; toluene (2,4,6-) and diphenyl ether (2,4,4<SP>1</SP>) triisocyanates. Specified freeradical capture agents are 2,4-dimethyl-6- (alpha-methylcyclohexyl) phenol, 4-tertiarybutylcatechol, propyl gallate, diphenylamine, 4- isopropylaminodiphenylamine, phenothiazine, 2,2,6,6 - tetramethylpiperid - 4 - ore, 1,1- diphenyl - 2 - (2<SP>1</SP>,4<SP>1</SP>,6<SP>1</SP>- trinitrophenyl)- hydrazine, 9,10-dihydroanthracene, 9,9<SP>1</SP>-bis- (fluorenylidene), omega-[4<SP>1</SP>-hydroxy-3<SP>1</SP>,3<SP>1</SP>-di. (tert-butyl) phenyl]-2,6-di-(tert-butyl)-benzoquinone - 4 - methide, 9,91 - bis - (anthronylidene), 9,9<SP>1</SP> - bis - (anthronylidene)ethane, thiocarbanilide, bis - (2 - benzthiazolyl) disulphide, benzthiazolyl - 2 - cyclohexylsulphenamide, bis - (2 - benzimideazolyl) - disulphide, zinc thiobenzoate aid zinc dimethyldithiocarbamate. Tolylene diisocyanate stabilized in this manner may be catalytically trimerized (in ester solvent using metal salt+ phenol) more rapidly than unstabilized starting material, giving the isocyanurate.
GB4262166A 1966-09-23 1966-09-23 Stabilisation of Isocyanates Expired GB1197437A (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
GB4262166A GB1197437A (en) 1966-09-23 1966-09-23 Stabilisation of Isocyanates
DE19671668275 DE1668275A1 (en) 1966-09-23 1967-09-21 Process for the stabilization of organic isocyanates
NL6712882A NL6712882A (en) 1966-09-23 1967-09-21
FR121936A FR1537546A (en) 1966-09-23 1967-09-22 Process for stabilizing organic isocyanates

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB4262166A GB1197437A (en) 1966-09-23 1966-09-23 Stabilisation of Isocyanates

Publications (1)

Publication Number Publication Date
GB1197437A true GB1197437A (en) 1970-07-01

Family

ID=10425248

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4262166A Expired GB1197437A (en) 1966-09-23 1966-09-23 Stabilisation of Isocyanates

Country Status (3)

Country Link
DE (1) DE1668275A1 (en)
GB (1) GB1197437A (en)
NL (1) NL6712882A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5175349A (en) * 1990-03-07 1992-12-29 Bayer Aktiengesellschaft Stabilization of organic polyisocyanates

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19813136C1 (en) * 1998-03-25 1999-07-15 Bayer Ag 3,5-Di-tert-butyl-4-hydroxyphenylpropionic acid esters

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5175349A (en) * 1990-03-07 1992-12-29 Bayer Aktiengesellschaft Stabilization of organic polyisocyanates

Also Published As

Publication number Publication date
NL6712882A (en) 1968-03-25
DE1668275A1 (en) 1971-09-23

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees