GB1434445A - Physiologically harmless polyisocyanate solutions - Google Patents

Physiologically harmless polyisocyanate solutions

Info

Publication number
GB1434445A
GB1434445A GB2785274A GB2785274A GB1434445A GB 1434445 A GB1434445 A GB 1434445A GB 2785274 A GB2785274 A GB 2785274A GB 2785274 A GB2785274 A GB 2785274A GB 1434445 A GB1434445 A GB 1434445A
Authority
GB
United Kingdom
Prior art keywords
ipdi
carbon atoms
generally
preferably containing
reacted
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
GB2785274A
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
Priority claimed from DE19742414391 external-priority patent/DE2414391C3/en
Application filed by Bayer AG filed Critical Bayer AG
Publication of GB1434445A publication Critical patent/GB1434445A/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
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/74Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/75Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
    • C08G18/751Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring
    • C08G18/752Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group
    • C08G18/753Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group
    • C08G18/755Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
    • 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
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/80Masked polyisocyanates
    • C08G18/8003Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen
    • C08G18/8006Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen with compounds of C08G18/32
    • C08G18/8009Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen with compounds of C08G18/32 with compounds of C08G18/3203
    • C08G18/8032Masked aliphatic or cycloaliphatic polyisocyanates not provided for in one single of the groups C08G18/8016 and C08G18/8025
    • 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
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/80Masked polyisocyanates
    • C08G18/8061Masked polyisocyanates masked with compounds having only one group containing active hydrogen
    • C08G18/8064Masked polyisocyanates masked with compounds having only one group containing active hydrogen with monohydroxy compounds

Landscapes

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

Abstract

1434445 Polyisocyanate solutions BAYER AG 24 June 1974 [27 June 1973 26 March 1974] 27852/74 Heading C3R A process for the preparation of a physiologically harmless solution of a polyisocyanate which solution generally contains less than 0À7% wt. of free diisocyanate and generally has an isocyanate content of over 0À5% wt., based on the solids content, comprises reacting a polyhydroxyl compound of the formula where R represents an n-valent aliphatic hydrocarbon group, preferably containing 2-14 carbon atoms, or an n-valent cycloaliphatic hydrocarbon group preferably containing 5-15 carbon atoms, and n = 2 or 3 with excess 1- isocyanato - 3,3,5 - trimethyl - 5 - isocyanatomethyl cyclohexane, (IPDI), generally at 40-160‹ C., preferably using an NCO/OH ratio of 3 : 1 to 20 : 1, and subsequently removing the excess unreacted IPDI in a 2-stage operation the first stage comprising the removal of the major proportion of the unreacted IPDI by distillation, and the second stage comprising dissolving the distillation residue which generally still contains 1-5% wt. of free IPDI in a lacquer solvent generally in 0À1-20 times its weight of lacquer solvent, and reacting the resulting solution, preferably at 0-120‹ C., with an alcohol of the formula preferably in a 0À1-10 times molar quantity, based on the free IPDI still present, in which R<SP>1</SP> represents an aliphatic hydrocarbon radical preferably containing 1-18 carbon atoms, a dialkylaminoalkyl radical preferably containing a total of 4-18 carbon atoms, or an aliphatic hydrocarbon radical, preferably containing a total of 4-18 carbon atoms which contains either oxygen bridges and which may also contain a tertiary amino end group. The resulting products can be used in the production of 2-component polyurethane lacquers and as cross-linking agents for air drying alkyd resins. In Examples 1 and 3 IPDI is reacted with trimethylolpropane and the reaction product subjected to a thin layer distillation. The residue is dissolved in xylene/ethylene glycol acetate and reacted with lauryl alcohol. The resulting product is used to cross-link a medium oily alkyd resin modified with dry vegetable fatty acids. In Example 5 IPDI is reacted with a mixture of butane 1,3 diol and trimethylol propane, then subjected to thin layer distillation then dissolved in xylene/ethylene glycol acetate and reacted with either diethylethanolamine, lauryl alcohol or isopropanol. The resulting products are added to an air-drying alkyd resin lacquer comprising an alkyd resin derived from drying vegetable fatty acids and phthalic acid anhydride, mineral spirits, xylene, titanium dioxide pigment, zinc octoate, cobalt octoate, lead octoate, a silicone levelling agent, an anti-skinning agent, ethylene glycol acetate, and a mixture of alkyl aromatic solvents.
GB2785274A 1973-06-27 1974-06-24 Physiologically harmless polyisocyanate solutions Expired GB1434445A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2332567 1973-06-27
DE19742414391 DE2414391C3 (en) 1974-03-26 1974-03-26 Process for the production of physiologically harmless polyisocyanate solutions

Publications (1)

Publication Number Publication Date
GB1434445A true GB1434445A (en) 1976-05-05

Family

ID=25765383

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2785274A Expired GB1434445A (en) 1973-06-27 1974-06-24 Physiologically harmless polyisocyanate solutions

Country Status (10)

Country Link
JP (1) JPS5411839B2 (en)
DK (1) DK343574A (en)
ES (1) ES427705A1 (en)
FR (1) FR2235145B1 (en)
GB (1) GB1434445A (en)
IE (1) IE39556B1 (en)
IT (1) IT1032054B (en)
LU (1) LU70420A1 (en)
NL (1) NL7408474A (en)
SE (1) SE414032B (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2550156C2 (en) * 1975-11-07 1983-12-15 Bayer Ag, 5090 Leverkusen Process for the production of polyisocyanate mixtures with blocked isocyanate groups and their use in polyurethane stoving enamels
JPS52141897A (en) * 1976-05-20 1977-11-26 Mitsubishi Chem Ind Ltd Preparation of urethane prepolymer
DE2626175C3 (en) * 1976-06-11 1979-04-05 Bayer Ag, 5090 Leverkusen Process for the production of oligourethanes and their use for the production of polyurethane plastics
DE2845514A1 (en) * 1978-10-19 1980-04-30 Bayer Ag ISOCYANATE MIXTURE AND ITS USE AS BINDING AGENT IN ONE-COMPONENT LACQUERS
JPS56159214A (en) * 1980-05-15 1981-12-08 Asahi Chem Ind Co Ltd Production of urethane prepolymer
JPH0670120B2 (en) * 1986-04-04 1994-09-07 大日本インキ化学工業株式会社 Method for producing polyisocyanate
DE4005763A1 (en) * 1990-02-23 1991-08-29 Bayer Ag USE OF URETHANOUS GROUP ISOCYANATES AS DRYING AGENT AND A METHOD FOR THE PRODUCTION OF A COATING AGENT

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3549569A (en) * 1966-10-10 1970-12-22 Textron Inc Polyurethane coating compositions prepared from 1-isocyanato-3-isocyanatomethyl-3,5,5-trimethylcyclohexane

Also Published As

Publication number Publication date
SE7408495L (en) 1974-12-30
IE39556B1 (en) 1978-11-08
IT1032054B (en) 1979-05-30
LU70420A1 (en) 1975-03-27
FR2235145A1 (en) 1975-01-24
SE414032B (en) 1980-07-07
NL7408474A (en) 1974-12-31
FR2235145B1 (en) 1978-02-17
IE39556L (en) 1974-12-27
JPS5070495A (en) 1975-06-11
DK343574A (en) 1975-03-17
JPS5411839B2 (en) 1979-05-17
ES427705A1 (en) 1976-12-01

Similar Documents

Publication Publication Date Title
US3275679A (en) Bis(isocyanotoalkyl or phenyl) trans-9, 10-dihydroanthracene 9, 10-endo alpha, beta-succinates
US5004779A (en) Process for the preparation of aqueous, oxidatively drying alkyd resins and their use in or as aqueous lacquers and coating compounds
JPS5941664B2 (en) Coating composition based on urethane polymer
GB1411727A (en)
US3992316A (en) Organic polyisocyanate solutions adapted for use in laquer
GB1529997A (en) Coating compositions
CN107082860A (en) Self-emulsifying waterborne polyurethane curing agent and preparation method thereof
US3948837A (en) Stable polyurethane dispersions and method therefor
US4311625A (en) Water-borne surface-coating compositions containing complexed cobalt driers
GB859641A (en) Diisocyanate-modified polyesters and a process for their preparation
CA1043036A (en) Polyurethane two-component lacquers
GB1434445A (en) Physiologically harmless polyisocyanate solutions
US3045034A (en) Process for preparing a fatty oil-polyhydric alcohol diisocyanate reaction product
IE39531L (en) Preparation of isocyanurate polyisocyanate solutions having¹a reduced free diisocyanate content
US3538027A (en) Polyurethane coating compositions
US4389328A (en) Drier systems for water-borne surface-coating compositions
US3383400A (en) Acylated urea polyisocyanates and process for the preparation thereof
DE4021659A1 (en) BISOXAZOLANES, OXAZOLAN MIXTURES MOST OF THESE, A METHOD FOR THE PRODUCTION THEREOF AND THE USE THEREOF AS A HARDENER FOR PLASTIC PREPARATORS HAVING ISOCYANATE GROUPS
US5064928A (en) Isocyanate prepolymer and process for preparing the same
EP0544722B1 (en) Use of polyester resins as hot-melt adhesives
GB1461882A (en) Single-component polyurethane varnishes of long shelf life
EP0620237A2 (en) Two-component coating composition for the preparation of PUR-elastomers
DE1570571A1 (en) Process for the production of liquid carbaminates
CA1304411C (en) Process for the preparation of polyamines and their use for the production of polyurethanes
DE2414391C3 (en) Process for the production of physiologically harmless polyisocyanate solutions

Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee