CA2163169A1 - A process for the production of polyisocyanates at least partially blocked with 3,5-dimethylpyrazole - Google Patents

A process for the production of polyisocyanates at least partially blocked with 3,5-dimethylpyrazole

Info

Publication number
CA2163169A1
CA2163169A1 CA002163169A CA2163169A CA2163169A1 CA 2163169 A1 CA2163169 A1 CA 2163169A1 CA 002163169 A CA002163169 A CA 002163169A CA 2163169 A CA2163169 A CA 2163169A CA 2163169 A1 CA2163169 A1 CA 2163169A1
Authority
CA
Canada
Prior art keywords
dimethylpyrazole
polyisocyanates
production
partially blocked
separation
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
CA002163169A
Other languages
French (fr)
Other versions
CA2163169C (en
Inventor
Eberhard Konig
Theodor Engbert
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 CA2163169A1 publication Critical patent/CA2163169A1/en
Application granted granted Critical
Publication of CA2163169C publication Critical patent/CA2163169C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
    • C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
    • C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
    • C07D251/30—Only oxygen atoms
    • C07D251/34—Cyanuric or isocyanuric esters
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C265/00—Derivatives of isocyanic acid
    • C07C265/14—Derivatives of isocyanic acid containing at least two isocyanate groups bound to the same carbon skeleton
    • 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
    • C08G18/80—Masked polyisocyanates
    • C08G18/8061—Masked polyisocyanates masked with compounds having only one group containing active hydrogen
    • C08G18/807—Masked polyisocyanates masked with compounds having only one group containing active hydrogen with nitrogen containing compounds
    • 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
    • C08G18/80—Masked polyisocyanates
    • C08G18/8061—Masked polyisocyanates masked with compounds having only one group containing active hydrogen
    • C08G18/807—Masked polyisocyanates masked with compounds having only one group containing active hydrogen with nitrogen containing compounds
    • C08G18/808—Monoamines

Landscapes

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

Abstract

The present invention relates to a process for preparing a blocked polyisocyanate which comprises reacting in a first reaction stage an equimolar mixture of acetylacetone and hydrazine hydrate via a condensation reaction in a water-immiscible solvent with separation and removal of the introduced and formed water to form a liquid organic product containing 3,5-dimethylpyrazole and in a second reaction stage reacting said liquid organic product, without separation of 3,5-dimethylpyrazole as a solid, with an organic polyisocyanate, which is optionally dissolved in a solvent, to at least partially block the isocyanate groups with 3,5-dimethylpyrazole.
CA002163169A 1994-11-22 1995-11-17 A process for the production of polyisocyanates at least partially blocked with 3,5-dimethylpyrazole Expired - Fee Related CA2163169C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP4441418.8 1994-11-22
DE4441418A DE4441418A1 (en) 1994-11-22 1994-11-22 Process for the preparation of 3,5-dimethylpyrazole-blocked polyisocyanates

Publications (2)

Publication Number Publication Date
CA2163169A1 true CA2163169A1 (en) 1996-05-23
CA2163169C CA2163169C (en) 2006-10-03

Family

ID=6533779

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002163169A Expired - Fee Related CA2163169C (en) 1994-11-22 1995-11-17 A process for the production of polyisocyanates at least partially blocked with 3,5-dimethylpyrazole

Country Status (7)

Country Link
EP (1) EP0713871B1 (en)
JP (1) JP3795115B2 (en)
KR (1) KR960017624A (en)
BR (1) BR9505242A (en)
CA (1) CA2163169C (en)
DE (2) DE4441418A1 (en)
ES (1) ES2123196T3 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7087676B2 (en) 2003-06-27 2006-08-08 Bayer Materialscience Ag Blocked polyisocyanates

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10022036A1 (en) * 2000-05-05 2001-11-08 Bayer Ag Mixture of blocked polyisocyanates, useful in mixtures with melamine resins for the curing of baked coatings, comprises 3,5-dimethylpyrazole as the sole blocking agent
FR2826366B1 (en) * 2001-06-25 2005-03-11 Rhodia Chimie Sa PREPARATION OF MASK ISOCYANATES, IN PARTICULAR MASK POLYISOCYANATES
JP4433661B2 (en) 2002-08-08 2010-03-17 関西ペイント株式会社 Light-colored water-based intermediate coating
DE10325094B4 (en) 2003-06-03 2006-02-16 Rudolf Gmbh & Co. Kg Chemische Fabrik Preparations for the oil and water repellent finishing of fabrics and their use
JP2005225907A (en) * 2004-02-10 2005-08-25 Kansai Paint Co Ltd Coating material composition and method for forming coating film
JP2005298591A (en) * 2004-04-08 2005-10-27 Kansai Paint Co Ltd Aqueous coating material composition and method of forming coating film
DE102004046308A1 (en) * 2004-09-24 2006-03-30 Bayer Materialscience Ag New process for the preparation of 3,5-dimethylpyrazole-blocked polysocyanates
US7504518B2 (en) 2004-10-29 2009-03-17 Showa Denko K.K. Process for producing blocked isocyanate compound
WO2007082789A1 (en) * 2006-01-13 2007-07-26 Basf Se Isocyanate-containing formulations
DE102007020790B4 (en) 2007-05-03 2009-10-01 Rudolf Gmbh & Co. Kg Chemische Fabrik Fluorocarbon polymer-free preparations based on water and / or organic solvents and their use as a finish on fabrics and textile substrates obtained therefrom
EP3271432B1 (en) 2015-03-16 2019-07-31 Covestro Deutschland AG Polyisocyanate composition based on 1,5-pentamethylendiisocyanate
JP2019507806A (en) 2015-12-22 2019-03-22 コベストロ、ドイチュラント、アクチエンゲゼルシャフトＣｏｖｅｓｔｒｏ Ｄｅｕｔｓｃｈｌａｎｄ Ａｇ Low solvent coating system for fabrics
DE102016212443A1 (en) 2016-07-07 2018-01-11 Rudolf Gmbh Preparations as water repellents
JP6484268B2 (en) * 2017-03-09 2019-03-13 三洋化成工業株式会社 Process for producing blocked isocyanate
CN109627422B (en) * 2018-11-19 2021-04-20 万华化学集团股份有限公司 Preparation method of butanone oxime closed polyisocyanate
EP3660066A1 (en) 2018-11-28 2020-06-03 Covestro Deutschland AG Polyisocyanate composition based on pentamethylendiisocyanate for coatings
EP4050058A1 (en) 2021-02-26 2022-08-31 Rudolf GmbH Hydrophobing agent with permanent effect

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3248398A (en) 1961-01-05 1966-04-26 Bayer Ag Substituted ureas
GB8405320D0 (en) 1984-02-29 1984-04-04 Baxenden Chem Blocked isocyanates
EP0500495A3 (en) * 1991-02-21 1993-04-07 Ciba-Geigy Ag Thermosetting composition

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7087676B2 (en) 2003-06-27 2006-08-08 Bayer Materialscience Ag Blocked polyisocyanates

Also Published As

Publication number Publication date
JP3795115B2 (en) 2006-07-12
BR9505242A (en) 1997-09-16
ES2123196T3 (en) 1999-01-01
DE59503847D1 (en) 1998-11-12
CA2163169C (en) 2006-10-03
JPH08225509A (en) 1996-09-03
KR960017624A (en) 1996-06-17
EP0713871B1 (en) 1998-10-07
EP0713871A1 (en) 1996-05-29
DE4441418A1 (en) 1996-05-23

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Legal Events

Date Code Title Description
EEER Examination request
MKLA Lapsed

Effective date: 20151117