GB790089A - Improvements in or relating to the manufacture of polymeric materials - Google Patents

Improvements in or relating to the manufacture of polymeric materials

Info

Publication number
GB790089A
GB790089A GB3738955A GB3738955A GB790089A GB 790089 A GB790089 A GB 790089A GB 3738955 A GB3738955 A GB 3738955A GB 3738955 A GB3738955 A GB 3738955A GB 790089 A GB790089 A GB 790089A
Authority
GB
United Kingdom
Prior art keywords
benzyl
bromide
diisocyanate
chloride
ethylpiperidinium
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
GB3738955A
Inventor
Herbert Gudgeon
Gordon Trappe
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 GB3738955A priority Critical patent/GB790089A/en
Publication of GB790089A publication Critical patent/GB790089A/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
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/60—Polyamides or polyester-amides
    • C08G18/606—Polyester-amides
    • 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
    • C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
    • C08G18/1875—Catalysts containing secondary or tertiary amines or salts thereof containing ammonium salts or mixtures of secondary of tertiary amines and acids

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 polymeric materials by the catalytic interaction of polyesters or polyesteramides and polyisocyanates is characterized in that there is used as catalyst a quaternary ammonium salt. Preferred salts are those wherein no aryl radical is directly attached to the quaternary nitrogen atom. Suitable are N - benzyl - N - ethylpiperidinium chloride, N : N - dibenzyl piperidinium chloride, carbethoxymethyl - triethylammonium chloride, N - benzyl - N - ethylpiperidinium bromide and N - benzyltriethylammonium bromide. Internal salts, for example betaines can also be used. The catalysts can be used in the two-stage process described in Specification 767,578, or a similar process employing adducts of polyisocyanates with, for example, esters, phenols, tertiary alcohols or secondary amines. During the second stage there may also be added (as proposed in Specification 785,882), a substance which will react with a polyisocyanate to form a thermolabile adduct. The quaternary salt can be added at any stage of the process. In examples: (1) to (3) a polyester from adipic acid and ethylene glycol is heated with (1) 1 : 5-naphthylene diisocyanate in the presence of N-ethyl-N-benzyl-piperidinium chloride and phosphoric acid at 110 DEG C. and subsequently in a mould at 150 DEG C. to effect curing; (2) p-phenylene diisocyanate in the presence of benzyl-triethylammonium bromide and salicylic acid; (3) 3 : 31-dimethyldiphenyl-4 : 41-diisocyanate in the presence of N - benzyl - N - ethylpiperidinium bromide and salicylic acid. In Examples (4) and (5) a "raw rubber" by interaction of a polyethylene adipate and naphthylene-1 : 5-diisocyanate and having a Williams Plasticity Number of 443 is cured by heating under pressure with 1 : 5-naphthylene diisocyanate in the presence of (4) N-ethyl-N-benzyl-piperidinium chloride, and (5) cetyl trimethylammonium bromide. Specification 553,733, [Group IV], also is referred to.
GB3738955A 1955-12-30 1955-12-30 Improvements in or relating to the manufacture of polymeric materials Expired GB790089A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3738955A GB790089A (en) 1955-12-30 1955-12-30 Improvements in or relating to the manufacture of polymeric materials

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3738955A GB790089A (en) 1955-12-30 1955-12-30 Improvements in or relating to the manufacture of polymeric materials

Publications (1)

Publication Number Publication Date
GB790089A true GB790089A (en) 1958-02-05

Family

ID=10396093

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3738955A Expired GB790089A (en) 1955-12-30 1955-12-30 Improvements in or relating to the manufacture of polymeric materials

Country Status (1)

Country Link
GB (1) GB790089A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1168070B (en) * 1961-04-24 1964-04-16 Rhone Poulenc Sa Process for the production of hydrophilic polyurethane foams
FR2337154A1 (en) * 1975-12-31 1977-07-29 Bayer Ag PROCESS FOR THE PREPARATION OF MINERAL-ORGANIC SYNTHETIC RESINS

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1168070B (en) * 1961-04-24 1964-04-16 Rhone Poulenc Sa Process for the production of hydrophilic polyurethane foams
FR2337154A1 (en) * 1975-12-31 1977-07-29 Bayer Ag PROCESS FOR THE PREPARATION OF MINERAL-ORGANIC SYNTHETIC RESINS

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