WO2001032740A1 - Resines polyester a fonction acide et a fonction epoxy - Google Patents
Resines polyester a fonction acide et a fonction epoxy Download PDFInfo
- Publication number
- WO2001032740A1 WO2001032740A1 PCT/EP2000/010916 EP0010916W WO0132740A1 WO 2001032740 A1 WO2001032740 A1 WO 2001032740A1 EP 0010916 W EP0010916 W EP 0010916W WO 0132740 A1 WO0132740 A1 WO 0132740A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- compound
- group
- functional polyester
- carboxyl
- polyester resins
- Prior art date
Links
Classifications
-
- 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
- C08G63/91—Polymers modified by chemical after-treatment
-
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/02—Polycondensates containing more than one epoxy group per molecule
- C08G59/12—Polycondensates containing more than one epoxy group per molecule of polycarboxylic acids with epihalohydrins or precursors thereof
-
- 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
- C08G63/40—Polyesters derived from ester-forming derivatives of polycarboxylic acids or of polyhydroxy compounds, other than from esters thereof
- C08G63/42—Cyclic ethers; Cyclic carbonates; Cyclic sulfites; Cyclic orthoesters
-
- 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
- C08G63/60—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from the reaction of a mixture of hydroxy carboxylic acids, polycarboxylic acids and polyhydroxy compounds
-
- 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
- C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
-
- 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
Definitions
- the high level of hydrolizable chlorine is reflected in example 2 of EP-A-447,360 which relates to the glycidation of the 2:1 adduct of hexahydrophthalic anhydride and dimethylolpropionic acid.
- the product obtained has a chlorine content of 1.5%.
- Such a high level of residual chlorine is generally undesirable in coating compositions.
- the triglycidylesters reported in EP-A-447,360 are liquid, they can not be applied in powder coating compositions .
- X+Y+2Z+3Q+P:X:Y:Z:Q wherein X ranges from 1 to 8, Y ranges from 0 to 8, Z ranges from 0 to 4 and Q ranges from 0 to 3 and wherein p ranges from 1 to 5, and preferably 1-3 and is most preferably equal to 1, at a temperature of from 100 to 240 °C, and preferably fr :o ⁇ m 180 to 210 °C if any compound C is present, until essentially all the hydroxyl groups as initially present in the reaction mixture have been reacted.
- the invention provides carboxyl functional polyester resins obtainable by reaction of: a) at least a compound of the formula
- Ai: (C+A 2 ) :B:D:E 1 :E 2 being, (X+Y+l) : Y : 2 :X : Q: P, wherein X ranges from 0 to 8, Y ranges from 1 to 8, Q ranges from 0 to 3 and wherein P ranges from 0 to 3, at a temperature of from 100 to 240 °C, until essentially all the hydroxyl groups as initially present in the reaction mixture have been reacted.
- the temperature of the condensation reaction is in the range of from 180 to 210 °C if any compound D is present.
- R3, R4 and R5 are alkyl groups, having together from 5 to 13 carbon atoms, and preferably from 9 to 11 carbon atoms. More preferably the component A2 comprises CARDURA E10 monoglycidyl esters (CARDURA is a trade mark) .
- Suitable compounds A for use in the process of the present invention are difunctional acids, for example dodecanedioic acid, cyclobutanedicarboxylic acid, suberic acid, succinic acid, glutaric acid, azelaic acid, 1, 4-cyclohexanedicarboxylic acid and 1, 3-cyclohexane- dicarboxylic acid or combinations thereof; of which the cyclohexanedicarboxylic acids being preferred and 1,4-cyclohexane dicarboxylic acid being the most preferred.
- difunctional acids for example dodecanedioic acid, cyclobutanedicarboxylic acid, suberic acid, succinic acid, glutaric acid, azelaic acid, 1, 4-cyclohexanedicarboxylic acid and 1, 3-cyclohexane- dicarboxylic acid or combinations thereof; of which the cyclohexanedicarboxylic acids being preferred and 1,4-cyclohexane dicar
- the amount of cross-linking compound used in the coating compositions of the invention will normally be such so as to provide about equal amounts of reactive groups of the cross-linking compound and of the carboxyl groups present in the carboxyl functional polyester resin or of the epoxy groups present in the polyglycidylester resin.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Polyesters Or Polycarbonates (AREA)
- Paints Or Removers (AREA)
- Epoxy Resins (AREA)
Abstract
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU18557/01A AU1855701A (en) | 1999-11-04 | 2000-11-02 | Acid functional and epoxy functional polyester resins |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP99203655.8 | 1999-11-04 | ||
EP99203655 | 1999-11-04 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2001032740A1 true WO2001032740A1 (fr) | 2001-05-10 |
Family
ID=8240827
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2000/010916 WO2001032740A1 (fr) | 1999-11-04 | 2000-11-02 | Resines polyester a fonction acide et a fonction epoxy |
Country Status (3)
Country | Link |
---|---|
JP (1) | JP2001131270A (fr) |
AU (1) | AU1855701A (fr) |
WO (1) | WO2001032740A1 (fr) |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4045391A (en) * | 1975-02-25 | 1977-08-30 | Deutsche Texaco Aktiengesellschaft | Process for preparing low viscosity fatty acid-modified polyesters |
JPH0488096A (ja) * | 1990-07-30 | 1992-03-19 | Sanken Kako Kk | 冷凍機用潤滑油 |
JPH08165452A (ja) * | 1994-12-15 | 1996-06-25 | Nippon Paint Co Ltd | 上塗塗料組成物及び塗膜形成方法 |
WO1998023661A1 (fr) * | 1996-11-25 | 1998-06-04 | Shell Internationale Research Maatschappij B.V. | Resines polyester a fonctionnalite acide et a fonctionnalite epoxy |
WO1998024828A1 (fr) * | 1996-12-02 | 1998-06-11 | Shell Internationale Research Maatschappij B.V. | Resines de polyester a fonctionnalite acide ou a fonctionnalite epoxy |
WO1998042768A2 (fr) * | 1997-03-25 | 1998-10-01 | Shell Internationale Research Maatschappij B.V. | Resines polyester a fonctions acide et epoxy |
WO1999051659A1 (fr) * | 1998-04-07 | 1999-10-14 | Shell Internationale Research Maatschappij B.V. | Compositions basse viscosite a base de resines polyester a fonctionnalite epoxy |
-
2000
- 2000-03-30 JP JP2000094232A patent/JP2001131270A/ja active Pending
- 2000-11-02 AU AU18557/01A patent/AU1855701A/en not_active Abandoned
- 2000-11-02 WO PCT/EP2000/010916 patent/WO2001032740A1/fr active Application Filing
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4045391A (en) * | 1975-02-25 | 1977-08-30 | Deutsche Texaco Aktiengesellschaft | Process for preparing low viscosity fatty acid-modified polyesters |
JPH0488096A (ja) * | 1990-07-30 | 1992-03-19 | Sanken Kako Kk | 冷凍機用潤滑油 |
JPH08165452A (ja) * | 1994-12-15 | 1996-06-25 | Nippon Paint Co Ltd | 上塗塗料組成物及び塗膜形成方法 |
WO1998023661A1 (fr) * | 1996-11-25 | 1998-06-04 | Shell Internationale Research Maatschappij B.V. | Resines polyester a fonctionnalite acide et a fonctionnalite epoxy |
WO1998024828A1 (fr) * | 1996-12-02 | 1998-06-11 | Shell Internationale Research Maatschappij B.V. | Resines de polyester a fonctionnalite acide ou a fonctionnalite epoxy |
WO1998042768A2 (fr) * | 1997-03-25 | 1998-10-01 | Shell Internationale Research Maatschappij B.V. | Resines polyester a fonctions acide et epoxy |
WO1999051659A1 (fr) * | 1998-04-07 | 1999-10-14 | Shell Internationale Research Maatschappij B.V. | Compositions basse viscosite a base de resines polyester a fonctionnalite epoxy |
Non-Patent Citations (3)
Title |
---|
DATABASE CHEMABS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; XP002161949, retrieved from STN Database accession no. 117:134337/DN, HCAPLUS * |
DATABASE CHEMABS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; XP002161950, retrieved from STN Database accession no. 125:198678/DN, HCAPLUS * |
UPASIRI SAMARAWEERA ET AL: "ENHANCED REACTIVITY OF MELAMINE-FORMALDEHYDE RESINS BY FRACTIONATION. CROSSLINKING AT AMBIENT TEMPERATURE", JOURNAL OF APPLIED POLYMER SCIENCE,US,JOHN WILEY AND SONS INC. NEW YORK, vol. 45, no. 11, 15 August 1992 (1992-08-15), pages 1903 - 1909, XP000292406, ISSN: 0021-8995 * |
Also Published As
Publication number | Publication date |
---|---|
AU1855701A (en) | 2001-05-14 |
JP2001131270A (ja) | 2001-05-15 |
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