CA2025691A1 - Preparation of urethane prepolymers having low levels of residual toluene diisocyanate - Google Patents

Preparation of urethane prepolymers having low levels of residual toluene diisocyanate

Info

Publication number
CA2025691A1
CA2025691A1 CA2025691A CA2025691A CA2025691A1 CA 2025691 A1 CA2025691 A1 CA 2025691A1 CA 2025691 A CA2025691 A CA 2025691A CA 2025691 A CA2025691 A CA 2025691A CA 2025691 A1 CA2025691 A1 CA 2025691A1
Authority
CA
Canada
Prior art keywords
toluene diisocyanate
preparation
residual toluene
low levels
urethane prepolymers
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.)
Granted
Application number
CA2025691A
Other languages
French (fr)
Other versions
CA2025691C (en
Inventor
Albert J. Siuta
William E. Starner
Bernard A. Toseland
Reinaldo M. Machado
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.)
Air Products and Chemicals Inc
Original Assignee
Air Products and Chemicals 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 Air Products and Chemicals Inc filed Critical Air Products and Chemicals Inc
Publication of CA2025691A1 publication Critical patent/CA2025691A1/en
Application granted granted Critical
Publication of CA2025691C publication Critical patent/CA2025691C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C269/00—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C269/08—Separation; Purification; Stabilisation; Use of additives
    • 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
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • 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
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
    • C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
    • C08G18/7621—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring being toluene diisocyanate including isomer mixtures
    • 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
    • C08G18/82—Post-polymerisation treatment

Abstract

A wiped film evaporation process for reducing the amount of residual toluene diisocyanate in a polyurethane prepolymer reaction product mixture.
An inert sweeping gas is added to the evaporation process, preferably after first passing through a holdup volume of the prepolymer which has passed through the evaporation zone.
CA002025691A 1989-09-26 1990-09-19 Preparation of urethane prepolymers having low levels of residual toluene diisocyanate Expired - Fee Related CA2025691C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US412,953 1989-09-26
US07/412,953 US5051152A (en) 1989-09-26 1989-09-26 Preparation of urethane prepolymers having low levels of residual toluene diisocyanate

Publications (2)

Publication Number Publication Date
CA2025691A1 true CA2025691A1 (en) 1991-03-27
CA2025691C CA2025691C (en) 1996-07-30

Family

ID=23635160

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002025691A Expired - Fee Related CA2025691C (en) 1989-09-26 1990-09-19 Preparation of urethane prepolymers having low levels of residual toluene diisocyanate

Country Status (12)

Country Link
US (1) US5051152A (en)
EP (1) EP0420026B1 (en)
JP (1) JPH03128917A (en)
KR (1) KR930006919B1 (en)
AR (1) AR245146A1 (en)
AU (1) AU627361B2 (en)
BR (1) BR9004691A (en)
CA (1) CA2025691C (en)
DE (1) DE69007392T2 (en)
ES (1) ES2053045T3 (en)
MX (1) MX168620B (en)
ZA (1) ZA906854B (en)

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Publication number Priority date Publication date Assignee Title
US5202001A (en) * 1989-09-26 1993-04-13 Air Products And Chemicals, Inc. Preparation of urethane prepolymers having low levels of residual toluene diisocyanate
DE4140660A1 (en) * 1991-12-10 1993-06-17 Bayer Ag POLYISOCYANATES HAVING ETHER AND URETHANE GROUPS, A METHOD FOR THE PRODUCTION AND THEIR USE
WO1995023173A1 (en) * 1994-02-24 1995-08-31 Henkel Kommanditgesellschaft Auf Aktien Cellular plastic from disposable pressurized aerosol cans
DE4429076A1 (en) * 1994-08-17 1996-02-22 Bayer Ag Isocyanate prepolymers, a process for their preparation and their use
US5817734A (en) * 1997-11-03 1998-10-06 Bayer Corporation Prepolymers with low TDI content
US5925781A (en) * 1997-11-03 1999-07-20 Bayer Corporation Prepolymers with low monomeric TDI content
US6133415A (en) * 1999-06-21 2000-10-17 Air Products And Chemicals, Inc. Process for making polyurethane prepolymers
NL1013682C2 (en) * 1999-11-26 2001-05-30 Purac Biochem Bv Method and device for purifying an aqueous solution of lactic acid.
US6664414B2 (en) 2001-09-11 2003-12-16 3M Innovative Properties Company Process for reducing residual isocyanate
US20030092848A1 (en) * 2001-09-11 2003-05-15 Ashok Sengupta Sprayable liner for supporting the rock surface of a mine
JP2008513203A (en) * 2004-09-20 2008-05-01 スリーエム イノベイティブ プロパティズ カンパニー Surface support method
AU2005287030A1 (en) * 2004-09-20 2006-03-30 3M Innovative Properties Company Surface support method
JP2006281083A (en) * 2005-03-31 2006-10-19 Mitsui Chemicals Polyurethanes Inc Thin film evaporation device
US20070149656A1 (en) * 2005-12-23 2007-06-28 3M Innovative Properties Company Sprayable mining liner composition
WO2009103274A1 (en) 2008-02-18 2009-08-27 Hologram Industries Research Gmbh Method for the individual application of hot embossing film and security documents produced therewith
CN111521695B (en) * 2020-04-14 2022-09-16 中国建材检验认证集团苏州有限公司 Method for rapidly detecting free toluene diisocyanate in polyurethane coating

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CA703514A (en) * 1965-02-09 Kerrigan Vincent Purification process
GB798636A (en) * 1955-07-12 1958-07-23 Du Pont Recovery of organic isocyanates
US3183112A (en) * 1955-12-06 1965-05-11 Bayer Ag Isocyanates and method of preparing same
US3248372A (en) * 1960-11-08 1966-04-26 Bayer Ag Glycol modified isocyanurate containing polyisocyanates
US3384624A (en) * 1965-03-01 1968-05-21 Mobay Chemical Corp Prepolymer composition
GB1146661A (en) * 1965-04-29 1969-03-26 Ici Ltd Foamed polymers
FR1555515A (en) * 1966-05-05 1969-01-31
US3549504A (en) * 1966-05-05 1970-12-22 Takeda Chemical Industries Ltd Method for the purification of organic polyisocyanates by fractional distillation in presence of an inert gas or superheated vapor of an organic solvent
US3857871A (en) * 1972-01-03 1974-12-31 Upjohn Co Process for reducing the acidity and hydrolyzable chloride content of polyisocyanates
IT967742B (en) * 1972-09-22 1974-03-11 Montedison Spa PROCEDURE FOR THE PREPARATION OF HIGH MOLECULAR WEIGHT POLYISOCYANATES
GB1347647A (en) * 1973-01-16 1974-02-27 Ici Ltd Process for the purification of organic isocyanates
US3853936A (en) * 1973-02-05 1974-12-10 Olin Corp Process for distillation of toluene diisocyanate
US3912600A (en) * 1974-05-09 1975-10-14 Upjohn Co Recovery of polymethylene polyphenyl polyisocyanate from a phoshenosed polyamine feed
DE2503270C2 (en) * 1975-01-28 1983-06-09 Basf Ag, 6700 Ludwigshafen Process for the preparation of aliphatic isocyanates
US4061662A (en) * 1975-08-28 1977-12-06 W. R. Grace & Co. Removal of unreacted tolylene diisocyanate from urethane prepolymers
FR2397396A1 (en) * 1977-07-12 1979-02-09 Ugine Kuhlmann PROCESS FOR RECOVERING TOLUENE DIISOCYANATE FROM MANUFACTURING RESIDUES
DE2932095A1 (en) * 1979-08-08 1981-04-09 Bayer Ag, 5090 Leverkusen METHOD FOR THE PRODUCTION OF DIISOCYANATOTOLUOL MIXTURES WITH AN INCREASED CONTENT OF 2,6-DIISOCYANATOTOLUOL, AND THE USE THEREOF AS BUILDING COMPONENTS IN THE PRODUCTION OF POLYURETHANE ELASTOMERS
DE2933601C2 (en) * 1979-08-18 1985-07-11 Basf Ag, 6700 Ludwigshafen Process for obtaining mixtures of diphenyl methane diisocyanate isomers and optionally pure 4,4'-diphenyl methane diisocyanate with a low content of uretdiones and hydrolyzable chlorine compounds
US4338408A (en) * 1981-07-20 1982-07-06 Texaco Inc. Polyurethanes using bis(aminoethyl)ether derivatives as catalysts
US4385171A (en) * 1982-04-30 1983-05-24 Olin Corporation Research Center Removal of unreacted diisocyanate from polyurethane prepolymers
US4524991A (en) * 1983-06-27 1985-06-25 Thomas Ralph D Snap on device for hardcover ring binder
US4853419A (en) * 1985-07-18 1989-08-01 Sloss Industries Corporation Distilled products of polyethylene terephthalate polymers and polycarboxylic acid-containing polyols and polymeric foams obtained therefrom
US4757538A (en) * 1986-07-07 1988-07-12 Tektronix, Inc. Separation of L+R from L-R in BTSC system
US4683279A (en) * 1986-07-08 1987-07-28 Air Products And Chemicals, Inc. Low melting urethane linked toluenediisocyanates
US4786703A (en) * 1987-04-15 1988-11-22 Air Products And Chemicals, Inc. Process for the preparation of polyisocyanate prepolymers and polyurethanes having high temperature performance and low hysteresis
FR2625742B1 (en) * 1988-01-13 1990-06-22 Rhone Poulenc Chimie PROCESS FOR SEPARATION OF TOLUENE DIISOCYANATE CONTAINED IN THE RESIDUES OF ITS MANUFACTURE
FR2629086B1 (en) * 1988-03-22 1990-12-07 Rhone Poulenc Chimie PROCESS FOR THE PURIFICATION AND ISOLATION OF ISOCYANATE CONDENSATES BY LIQUID OR SUPERCRITIC CO2 EXTRACTION
US5231952A (en) * 1992-05-01 1993-08-03 Tenniswood David M Compact, stowable marker device for underwater location

Also Published As

Publication number Publication date
ES2053045T3 (en) 1994-07-16
AU627361B2 (en) 1992-08-20
AU6300890A (en) 1991-04-11
BR9004691A (en) 1991-09-10
EP0420026B1 (en) 1994-03-16
JPH051807B2 (en) 1993-01-11
DE69007392D1 (en) 1994-04-21
KR910006361A (en) 1991-04-29
CA2025691C (en) 1996-07-30
ZA906854B (en) 1992-04-29
MX168620B (en) 1993-06-01
JPH03128917A (en) 1991-05-31
DE69007392T2 (en) 1994-06-23
EP0420026A2 (en) 1991-04-03
US5051152A (en) 1991-09-24
EP0420026A3 (en) 1991-05-08
KR930006919B1 (en) 1993-07-24
AR245146A1 (en) 1993-12-30

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Legal Events

Date Code Title Description
EEER Examination request
MKLA Lapsed
MKLA Lapsed

Effective date: 19980921