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DK2781544T3 - Resinsammensætninger til termohærdende pulvercoatingsammensætninger - Google Patents

Resinsammensætninger til termohærdende pulvercoatingsammensætninger Download PDF

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Publication number
DK2781544T3
DK2781544T3 DK14173235.4T DK14173235T DK2781544T3 DK 2781544 T3 DK2781544 T3 DK 2781544T3 DK 14173235 T DK14173235 T DK 14173235T DK 2781544 T3 DK2781544 T3 DK 2781544T3
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DK
Denmark
Prior art keywords
polyester
mol
powder coating
composition according
acid
Prior art date
Application number
DK14173235.4T
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English (en)
Inventor
Rubin Huang
Jurjen Bolks
Juul Cuijpers
Paulus Franciscus Anna Buijsen
Bergt Cornelis Johannes Barthelomeus Van
Original Assignee
Dsm Ip Assets Bv
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING 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
    • C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • C09D167/02—Polyesters derived from dicarboxylic acids and dihydroxy 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
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/16—Dicarboxylic acids and dihydroxy compounds
    • C08G63/18—Dicarboxylic acids and dihydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
    • C08G63/181—Acids containing aromatic rings
    • C08G63/183—Terephthalic acids
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    • 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
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/16—Dicarboxylic acids and dihydroxy compounds
    • C08G63/20—Polyesters having been prepared in the presence of compounds having one reactive group or more than two reactive groups
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    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
    • C08L67/03—Polyesters derived from dicarboxylic acids and dihydroxy compounds the dicarboxylic acids and dihydroxy compounds having the carboxyl- and the hydroxy groups directly linked to aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING 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
    • C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING 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
    • C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • C09D167/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
    • C09D167/03—Polyesters derived from dicarboxylic acids and dihydroxy compounds the dicarboxylic acids and dihydroxy compounds having the carboxyl - and the hydroxy groups directly linked to aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING 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
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/03—Powdery paints
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31678—Of metal
    • Y10T428/31681—Next to polyester, polyamide or polyimide [e.g., alkyd, glue, or nylon, etc.]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31786—Of polyester [e.g., alkyd, etc.]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31786—Of polyester [e.g., alkyd, etc.]
    • Y10T428/31794—Of cross-linked polyester

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

Claims (29)

1. Resinsammensætning, der omfatter mindst: a. en organophosphorforbindelse; og b. en forgrenet amorf carboxylsyrefunktionel polyester, hvilken polyester har en Tg på mindst 40 °C målt ved hjælp af differential scanningskalorimetri ved en opvarmningshastighed på 5 °C/min, hvilken polyester omfatter mindst: bi) 1 til 45 mol-% 2,2-dimethyl-l,3-propandiol; bii) 3 til 21 mol-% af en C3 til Cs-alifatisk diol ADI, der ikke inkluderer 2,2-dimethyl-l,3-propandiol; biii) 2,5 til 10 mol-% af en Ce til Cso-alif atisk eller cykloalifatisk diol AD2; biv) 0,5 til 10 mol-% af en mindst trifunktionel monomer; bv) 10 til 55 mol-% terephthalsyre; hvor mol-%'en er baseret på polyesteren; og c. en amin og/eller et aminsalt.
2. Sammensætning ifølge krav 1, hvor aminen er en tertiær amin.
3. Sammensætning ifølge et hvilket som helst af kravene 1 til 2, hvor aminsaltet er et kvaternært ammoniumsalt.
4. Sammensætning ifølge et hvilket som helst af kravene 1 til 3, hvor det molære forhold mellem ADI og AD2 (= mol ADl/mol AD2) i polyesteren er mindst lig med eller højere end 1 og højst lig med 10.
5. Sammensætning ifølge et hvilket som helst af kravene 1 til 4, hvor ADI er 1,2-propandiol, og AD2 er 1,6-hexandiol.
6. Sammensætning ifølge et hvilket som helst af kravene 1 til 5, hvor polyesteren omfatter 1 til 40 mol-% 2,2-dimethyl-1,3-propandiol.
7. Sammensætning ifølge et hvilket som helst af kravene 1 til 5, hvor polyesteren omfatter 1 til 35 mol-% 2,2-dimethyl- I, 3-propandio1.
8. Sammensætning ifølge et hvilket som helst af kravene 1 til 7, hvor polyesteren omfatter 32 til 55 mol-% terephthalsyre.
9. Sammensætning ifølge et hvilket som helst af kravene 1 til 8, hvor polyesteren omfatter 3 til 10 mol-% af en C6 til C5o_alifatisk eller cykloalifatisk diol AD2.
10. Sammensætning ifølge et hvilket som helst af kravene 1 til 9, hvor polyesteren yderligere omfatter 1 til 15 mol-% adipinsyre. II. Sammensætning ifølge et hvilket som helst af kravene 1 til 9, hvor polyesteren yderligere omfatter 2 til 15 mol-% adipinsyre.
12. Sammensætning ifølge et hvilket som helst af kravene 1 til 9, hvor polyesteren yderligere omfatter 2,5 til 15 mol-% adipinsyre.
13. Sammensætning ifølge et hvilket som helst af kravene 1 til 12, hvor polyesteren har en viskositet målt ved 160 °C ved anvendelse af et kegle- og pladereometer Brookfield CAP 2000+ med spindel CAP-S-05 ved 21 rpm (forskydningshastighed 70 s-1) på højst 150 Pa.s.
14. Sammensætning ifølge et hvilket som helst af kravene 1 til 13, hvor organophosphorforbindelsen er udvalgt fra gruppen af phosphoniumsalte, der har mindst én phosphorcarbonbinding, og/eller organophosphiner, der har mindst én phosphorcarbonbinding.
15. Sammensætning ifølge et hvilket som helst af kravene 1 til 13, hvor organophosphorforbindelsen er udvalgt fra gruppen af kvaternære phosphoniumsalte og/eller tertiære organophosphiner.
16. Sammensætning ifølge et hvilket som helst af kravene 1 til 15, hvor polyesteren har en syreværdi på mindst 14 og højst 120 mg KOH/g polyester.
17. Sammensætning ifølge et hvilket som helst af kravene 1 til 15, hvor polyesteren har en syreværdi på mindst 20 og højst 90 mg KOH/g polyester.
18. Sammensætning ifølge et hvilket som helst af kravene 1 til 17, hvor mængden af organophosphorforbindelse; og eventuel tertiær amin og/eller kvaternær ammoniumsalt, der er til stede, ligger i intervallet fra mindst 0,1 til højst 5 % vægt/vægt baseret på den totale vægt af polyester og organophosphorforbindelse; og eventuel tertiær amin og/eller kvaternær ammoniumsalt, der er til stede.
19. Sammensætning ifølge et hvilket som helst af kravene 1 til 17, hvor mængden af organophosphorforbindelse; og eventuel tertiær amin og/eller kvaternær ammoniumsalt, der er til stede, ligger i intervallet fra mindst 0,1 til højst 3 % vægt/vægt baseret på den totale vægt af polyester og organophosphorforbindelse; og eventuel tertiær amin og/eller kvaternær ammoniumsalt, der er til stede.
20. Sammensætning ifølge et hvilket som helst af kravene 1 til 17, hvor mængden af organophosphorforbindelse; og eventuel tertiær amin og/eller kvaternær ammoniumsalt, der er til stede, ligger i intervallet fra mindst 0,1 til højst 2 % vægt/vægt baseret på den totale vægt af polyester og organophosphorforbindelse; og eventuel tertiær amin og/eller kvaternær ammoniumsalt, der er til stede.
21. Termohærdende pulvercoatingsammensætning, der omfatter en resinsammensætning ifølge et hvilket som helst af kravene 1 til 20 og et krydsbindingsmiddel, der har funktionelle grupper, der er reaktive med carboxylsyregrupperne på polyesteren.
22. Sammensætning ifølge krav 21, hvor i. mængden af polyesteren ligger i intervallet fra 50 til 98 % vægt/vægt baseret på den totale vægt af polyesteren og krydsbindingsmidlet, og ii. mængden af krydsbindingsmidlet ligger i intervallet fra 2 til 50 % vægt/vægt baseret på den totale vægt af polyesteren og krydsbindingsmidlet.
23. Sammensætning ifølge et hvilket som helst af kravene 21 til 22, hvor krydsbindingsmidlet er en forbindelse, der har mindst to oxiranringe.
24. Sammensætning ifølge krav 21, hvor krydsbindingsmidlet er en forbindelse, der har mindst to β-hydroxyalkylamid (BHA)-grupper.
25. Sammensætning ifølge krav 21, hvor krydsbindingsmidlet er en forbindelse, der har mindst to β-hydroxyalkylamid (BHA)-grupper, og mængden af polyesteren ligger i intervallet fra 85 til 98 % vægt/vægt baseret på den totale vægt af polyesteren og krydsbindingsmidlet.
26. Fremgangsmåde til fremstilling af en termohærdende pulvercoatingsammensætning ifølge et hvilket som helst af kravene 21 til 25, der omfatter trinene: a. blanding af en resinsammensætning ifølge et hvilket som helst af kravene 1 til 20 med et krydsbindingsmiddel, der har funktionelle grupper, der er reaktive med carboxylsyregrupperne på polyesteren i resinsammensætningen, til opnåelse af en forblanding; b. opvarmning af den opnåede forblanding, fortrinsvis i en ekstruder, til opnåelse af et ekstrudat; c. nedkøling af ekstrudatet opnået i trin b) til opnåelse af et størknet ekstrudat; d. formaling af det opnåede størknede ekstrudat til mindre partikler til opnåelse af den termohærdende pulvercoatingsammensætning og fortrinsvis inddeling af de således fremstillede pulverpartikler ved hjælp af en sigte og opsamling af sigtefraktionen med en partikelstørrelse under 130 ym, fortrinsvis under 90 ym.
27. Fremgangsmåde til frembringelse af en coating på et substrat, der omfatter trinene påføring af en termohærdende pulvercoatingsammensætning ifølge et hvilket som helst af kravene 21 til 25 på substratet og hærdning af den termohærdende pulvercoatingsammensætning til frembringelse af coatingen.
28. Pulvercoating fremstillet ved hjælp af delvis eller fuld hærdning af en termohærdende pulvercoatingsammensætning ifølge et hvilket som helst af kravene 21 til 25.
29. Coatet substrat, der omfatter en coating, der er opnået ved hærdning af en termohærdende pulvercoatingsammensætning ifølge et hvilket som helst af kravene 21 til 25.
30. Anvendelse af en resinsammensætning ifølge et hvilket som helst af kravene 1 til 20 eller af en termohærdende pulvercoatingsammensætning ifølge et hvilket som helst af kravene 21 til 25 eller af et coatet substrat ifølge krav 29 til anvendelser i automobiler, til marine formål, i luftfartøjer, til medicinske formål, inden for forsvaret, til sports/rekreative formål, inden for arkitektur, til flaskeemballager, i husholdningen samt i maskiner.
DK14173235.4T 2011-03-25 2012-03-22 Resinsammensætninger til termohærdende pulvercoatingsammensætninger DK2781544T3 (da)

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CN103443177B (zh) 2015-03-18
EP2781544A1 (en) 2014-09-24
US20140234642A1 (en) 2014-08-21
HK1191663A1 (en) 2014-08-01
EP2688944A1 (en) 2014-01-29
ES2500055T3 (es) 2014-09-29
DK2688944T4 (da) 2018-03-26
EP2688944B1 (en) 2014-06-25
DK2688944T3 (da) 2014-09-29
BR112013024482A2 (pt) 2017-02-14
EP2688944B2 (en) 2017-12-20
ES2595082T3 (es) 2016-12-27
ES2500055T5 (es) 2018-02-13
EP2781544B1 (en) 2016-07-13
WO2012130722A1 (en) 2012-10-04
US10179867B2 (en) 2019-01-15
CN103443177A (zh) 2013-12-11

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