EP0000568B1 - Procédé de préparation de dispersions ou solutions aqueuses de produits de polyaddition d'isocyanate; application de ces dispersions ou solutions pour la préparation de revêtements et de films - Google Patents

Procédé de préparation de dispersions ou solutions aqueuses de produits de polyaddition d'isocyanate; application de ces dispersions ou solutions pour la préparation de revêtements et de films Download PDF

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Publication number
EP0000568B1
EP0000568B1 EP78100476A EP78100476A EP0000568B1 EP 0000568 B1 EP0000568 B1 EP 0000568B1 EP 78100476 A EP78100476 A EP 78100476A EP 78100476 A EP78100476 A EP 78100476A EP 0000568 B1 EP0000568 B1 EP 0000568B1
Authority
EP
European Patent Office
Prior art keywords
groups
dispersions
solutions
preparation
dispersion
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
EP78100476A
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German (de)
English (en)
Other versions
EP0000568A1 (fr
Inventor
Wolfgang Dr. Wenzel
Walter Dr. Meckel
Josef Dr. Pedain
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
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Bayer AG
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Publication date
Application filed by Bayer AG filed Critical Bayer AG
Publication of EP0000568A1 publication Critical patent/EP0000568A1/fr
Application granted granted Critical
Publication of EP0000568B1 publication Critical patent/EP0000568B1/fr
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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
    • C08G18/08Processes
    • C08G18/10Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C08G18/12Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
    • 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
    • C08G18/08Processes
    • C08G18/0804Manufacture of polymers containing ionic or ionogenic groups
    • 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
    • C08G18/08Processes
    • C08G18/10Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • 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
    • C08G18/83Chemically modified polymers
    • C08G18/831Chemically modified polymers by oxygen-containing compounds inclusive of carbonic acid halogenides, carboxylic acid halogenides and epoxy halides
    • 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
    • C08G18/83Chemically modified polymers
    • C08G18/84Chemically modified polymers by aldehydes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04Polyurethanes

Definitions

  • the present invention also relates to the use of the dispersions or solutions obtainable by this process for the production of coatings and coatings.
  • Suitable diamines with amino groups of different reactivity are any diamines having primary and / or secondary amino groups corresponding to these conditions.
  • the different reactivity of the amino groups of the diamines can be caused by steric and / or mesomeric effects and / or by different types of binding of the amino groups.
  • the first-mentioned type of suitable diamines included 2,4-diaminotoluene, 1-methyl-2,4-diamino-cyclohexane or 2,4'-diaminodiphenylmethane.
  • Diamines with amino groups of different reactivity, in which this different reactivity is due to a different type of binding of the amino groups, or in which steric effects can also play a role are e.g.
  • the polyester (PE) and the adduct (AD) are dewatered at 110 ° C. in a water jet vacuum with stirring for 45 minutes, cooled to 80 ° C. and reacted with the diisocyanate (H) at 80 ° C. After about 40 minutes, an NCO value of 2.75% is reached.
  • the melt is cooled to 45 to 50 ° C. and stirred with hydrazine hydrate until no more isocyanate is found. With rapid stirring, the melt is dispersed with water at 50 ° C.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Manufacturing & Machinery (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Paints Or Removers (AREA)

Claims (3)

1. Procédé de production de dispersions ou solutions aqueuses de polymères d'addition d'un isocyanate, caractérisé en ce qu'il consiste à faire réagir des oligouréthanes qui
a) ont un poids moléculaire moyen inférieur à 15 000,
b) présentent 0 à 120 milliéquivalents, par 100 g de matière solide, de groupes ioniques incorporés et/ou 0 à 25% en poids de motifs oxyde d'éthylène -CH2--CH2-0- incorporés, présents à l'intérieur d'une chaîne polyéther et/ou 0 à 30% en poids d'émulsionnants externes non fixés chimiquement, la quantité totale des groupes ou adjuvants hydrophiles mentionnés se situant dans une plage assurant la dispersibilité ou la solubilité des oligouréthannes dans l'eau,
c) présentent des groupes amino primaires ou secondaires terminaux ou des groupes semicarbazide terminaux ayant au moins un groupement -NH terminal;

en phase aqueuse avec un agent d'allongement de chaîne au moins difonctionnel réagissant avec les groupes amino ou semicarbazide terminaux dans le sens'd'une réaction d'addition ou d'une réaction de condensation, en prolongeant la chaîne des oligouréthannes.
2. Procédé suivant la revendication 1, caractérisé en ce que des diisocyanates hydrophobes sont utilisés comme agents d'allongement de chaîne.
3. Utilisation des dispersions ou solutions préparées suivant l'une des revendications 1 et 2 pour la production de revêtements et d'enductions.
EP78100476A 1977-07-30 1978-07-21 Procédé de préparation de dispersions ou solutions aqueuses de produits de polyaddition d'isocyanate; application de ces dispersions ou solutions pour la préparation de revêtements et de films Expired EP0000568B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2734576 1977-07-30
DE19772734576 DE2734576A1 (de) 1977-07-30 1977-07-30 Verfahren zur herstellung von waessrigen dispersionen oder loesungen von isocyanat-polyadditionsprodukten

Publications (2)

Publication Number Publication Date
EP0000568A1 EP0000568A1 (fr) 1979-02-07
EP0000568B1 true EP0000568B1 (fr) 1980-08-20

Family

ID=6015334

Family Applications (1)

Application Number Title Priority Date Filing Date
EP78100476A Expired EP0000568B1 (fr) 1977-07-30 1978-07-21 Procédé de préparation de dispersions ou solutions aqueuses de produits de polyaddition d'isocyanate; application de ces dispersions ou solutions pour la préparation de revêtements et de films

Country Status (6)

Country Link
US (1) US4240942A (fr)
EP (1) EP0000568B1 (fr)
JP (1) JPS5426897A (fr)
DE (2) DE2734576A1 (fr)
ES (1) ES472137A1 (fr)
IT (1) IT1105392B (fr)

Families Citing this family (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3027198A1 (de) * 1980-07-18 1982-02-11 Bayer Ag, 5090 Leverkusen Feste, in wasser dispergierbare, isocyanatgruppen aufweisende kunststoffvorlaeufer, ein verfahren zur herstellung von waessrigen kunststoffdispersionen unter verwendung dieser kunststoffvorlaeufer, sowie die verwendung der kunststoffvorlaeufer als vernetzungsmittel fuer waessrige kunststoffdispersionen
IT1153000B (it) * 1982-07-01 1987-01-14 Resem Spa Dispersioni acquose di poliuretani da oligouretani aventi gruppi terminali insaturi
US4540633A (en) * 1983-04-20 1985-09-10 Textron, Inc. Water dispersible polyurethane adhesive compositions and adhesive layer formed therefrom
US4762880A (en) * 1987-05-05 1988-08-09 Uniroyal Plastics Co., Inc. Water-based thermoforming adhesives
DE3936794A1 (de) * 1989-11-04 1991-05-08 Bayer Ag Waessriges ueberzugsmittel und die verwendung von in wasser dispergierbaren polyurethanpolyharnstoffen als bindemittel
DE4001841A1 (de) * 1990-01-23 1991-07-25 Bollig & Kemper Verfahren zur herstellung von polyurethandispersionen
DE4015858A1 (de) * 1990-05-17 1991-11-21 Henkel Kgaa Heisssiegelbeschichtung auf dispersionsbasis
US5155163A (en) * 1990-08-06 1992-10-13 Uniroyal Adhesives And Sealants, Inc. Aqueous polyurethane dispersion synthesis for adhesive thermoforming applications
JPH0747414Y2 (ja) * 1991-10-30 1995-11-01 第二しなのポリマー株式会社 ゴムシート剥取装置
DE4321534A1 (de) * 1993-06-29 1995-01-12 Herberts Gmbh Verfahren zur Mehrschichtlackierung
CA2127761C (fr) * 1993-07-16 2005-10-18 Armin Gobel Resines de polyurethane en dispersion aqueuse, methode pour leur fabrication, agents de revetement les contenant et leur utilisation
DE4344063C1 (de) * 1993-12-23 1995-06-08 Herberts Gmbh Wäßrige Bindemitteldispersion für physikalisch trocknende Überzugsmittel und deren Verwendung
DE69513831T2 (de) 1994-07-04 2000-07-27 Asahi Chemical Ind Semicarbazid-derivate und diese enthaltende coatings
US5616400A (en) * 1995-11-20 1997-04-01 Century International Adhesives & Coating Corporation Cold seal adhesives, cold sealable films and packages formed therewith
US5846691A (en) 1996-07-08 1998-12-08 Polyfibron Technologies, Inc. Composite relief image printing plates and methods for preparing same
DE19750186A1 (de) * 1997-11-13 1999-05-20 Bayer Ag Hydrophilierungsmittel, ein Verfahren zu dessen Herstellung sowie dessen Verwendung als Dispergator für wäßrige Polyurethan-Dispersionen
US6162863A (en) * 1997-12-04 2000-12-19 Henkel Kommanditgesellschaft Auf Aktien Waterborne polyurethanes with urea-urethane linkages
JP5754068B2 (ja) * 2000-10-25 2015-07-22 Dic株式会社 ポリウレタン樹脂水性分散体
JP5376190B2 (ja) * 2000-11-15 2013-12-25 Dic株式会社 ポリウレタン水性分散体
JP5358863B2 (ja) * 2000-11-15 2013-12-04 Dic株式会社 ポリウレタン水性分散体
DE102007020523A1 (de) 2007-05-02 2008-11-06 Helling, Günter, Dr. Metallsalz-Nanogel enthaltende Polymere
US20240002581A1 (en) * 2020-11-10 2024-01-04 Asahi Kasei Kabushiki Kaisha Semicarbazide composition and water-based coating composition

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1521170A (fr) * 1966-04-28 1968-04-12 Bayer Ag Procédé de préparation de dispersions aqueuses de produits de polyaddition réticulés présentant des groupes urée
DE1694147C3 (de) * 1967-04-28 1974-11-07 Bayer Ag, 5090 Leverkusen Verfahren zur Herstellung von mikroporösen wasserdampfdurchlässigen Polyurethan (hamstofiQ-Flächengebilden
DE1770068C3 (de) * 1968-03-27 1981-01-15 Bayer Ag, 5090 Leverkusen Verfahren zur Herstellung von Polyurethanen Bayer AG, 5090 Leverkusen
US3870684A (en) * 1970-04-29 1975-03-11 Bayer Ag Preparation of cross-linked particles of polyurethane or polyurea containing ionic groups
US3763054A (en) * 1970-12-07 1973-10-02 Bayer Ag Process for the production of microporous polyurethane (urea) sheet structures permeable to water vapor
JPS537479B1 (fr) * 1971-06-25 1978-03-17
US4108814A (en) * 1974-09-28 1978-08-22 Bayer Aktiengesellschaft Aqueous polyurethane dispersions from solvent-free prepolymers using sulfonate diols
US4028313A (en) * 1975-06-25 1977-06-07 Bayer Aktiengesellschaft Process for the production of water-dispersible polyhydroxyl compounds
JPS5213599A (en) * 1975-07-22 1977-02-01 Kao Corp Preparation of aqueous polyurethane emulsion
BR7606383A (pt) * 1975-09-26 1977-06-14 Bayer Ag Processo para a preparacao de poliuretanos
DE2642073C2 (de) * 1976-09-18 1984-08-16 Bayer Ag, 5090 Leverkusen Verfahren zur Herstellung eines vernetzten Flächengebildes

Also Published As

Publication number Publication date
JPS5426897A (en) 1979-02-28
DE2860231D1 (en) 1980-12-04
ES472137A1 (es) 1979-03-16
EP0000568A1 (fr) 1979-02-07
IT1105392B (it) 1985-10-28
IT7850523A0 (it) 1978-07-28
US4240942A (en) 1980-12-23
DE2734576A1 (de) 1979-02-08

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