EP1805245A1 - Utilisation d'une dispersion aqueuse a base d'un polyester amorphe insature, a base de dicidolisomeres determines - Google Patents

Utilisation d'une dispersion aqueuse a base d'un polyester amorphe insature, a base de dicidolisomeres determines

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Publication number
EP1805245A1
EP1805245A1 EP05784711A EP05784711A EP1805245A1 EP 1805245 A1 EP1805245 A1 EP 1805245A1 EP 05784711 A EP05784711 A EP 05784711A EP 05784711 A EP05784711 A EP 05784711A EP 1805245 A1 EP1805245 A1 EP 1805245A1
Authority
EP
European Patent Office
Prior art keywords
amorphous
acid
aqueous dispersion
unsaturated
polyester resin
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.)
Withdrawn
Application number
EP05784711A
Other languages
German (de)
English (en)
Inventor
Patrick GLÖCKNER
Lutz Mindach
Peter Denkinger
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.)
Evonik Operations GmbH
Original Assignee
Degussa GmbH
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 Degussa GmbH filed Critical Degussa GmbH
Publication of EP1805245A1 publication Critical patent/EP1805245A1/fr
Withdrawn legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • 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
    • C08L67/06—Unsaturated polyesters
    • 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
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/67—Unsaturated compounds having active hydrogen
    • C08G18/68—Unsaturated polyesters
    • C08G18/683—Unsaturated polyesters containing cyclic groups
    • C08G18/686—Unsaturated polyesters containing cyclic groups containing cycloaliphatic groups
    • 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
    • C08G18/8003—Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen
    • C08G18/8048—Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen with compounds of C08G18/34
    • 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
    • C08G63/52—Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
    • 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
    • C08G63/52—Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
    • C08G63/54—Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation the acids or hydroxy compounds containing carbocyclic rings
    • C08G63/553—Acids or hydroxy compounds containing cycloaliphatic rings, e.g. Diels-Alder adducts
    • 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
    • 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
    • C09D167/06—Unsaturated polyesters having carbon-to-carbon unsaturation

Definitions

  • the invention relates to the use of an aqueous dispersion based on unsaturated, amorphous polyesters based on certain dicidol isomers and carboxylic acids.
  • Unsaturated polyester resins are known. They are prepared by condensation of saturated and unsaturated dicarboxylic acids or their anhydrides with diols. Their properties depend largely on the type and amount ratio of the starting materials.
  • ß-unsaturated acids are used, primarily maleic acid or its anhydride or fumaric acid; Unsaturated diols are of minor importance.
  • UP Als As the alcohol components, straight-chain and branched diols are used.
  • the individual UP resin types differ not only by the components used for their preparation but also by the ratio of saturated ones to unsaturated acids, which determines the crosslink density in the polymerization, the degree of condensation, ie the molecular weight, the acid and OH number, ie the nature of the end groups in the chain molecules, the monomer content, the type of additives (Ulhnann's Encyclopedia of Industrial Chemistry, VOL A21, p. 217ff, 1992).
  • UP resins based on dicidol as diol component are z. B. known from DE 924 889, DE 953 117, DE 22 45 110, DE 27 21 989, EP 1 14 208, EP 934 988.
  • Object of the present invention was to find from the variety of possibilities and breadth of variation of the prior art, new unsaturated and amorphous polyester resins, which are also water-dispersible and transparent as a solid. These should Properties such.
  • the invention relates to the use of an aqueous dispersion based on an amorphous, unsaturated polyester resin, wherein the polyester resin is composed of I. an alcohol component, II. 1. 20 to 100 mol% of an ⁇ , ß-unsaturated carboxylic acid component and
  • At least one hydrophilic modified isocyanate and / or polyisocyanate having at least one free NCO group obtainable by reacting at least one isocyanate and / or polyisocyanate with compounds, which in addition to the hydrophilic or potentially hydrophilic group have at least one isocyanate-reactive function, wherein the alcohol component I from a Dicidolgemisch the isomeric compounds
  • each isomer may be contained in a proportion of 20 to 40% in the mixture and the sum of the three isomers is 90 to 100%, and the mixture at least 10 mol% in the alcohol component of Polyester is present, and at least one component II.2 and / or III.
  • the aqueous dispersion a) has a content of non-volatile constituents of 20 wt .-% to 60 wt .-%, b) a solvent content of 0 to 20 wt .-%, c) a pH between 5.0 and 9.5, d) has a viscosity at 20 ° C of 20 to 500 mPas.
  • the dispersions find use - as the main component, base component or additive component in coating materials, adhesives, printing inks and inks, gel coats, polishes, glazes, pigment pastes, fillers, cosmetic articles and / or sealants and insulating materials;
  • main component As the main component, base component or additive component in physically drying, oxidatively curing or chemically crosslinking coating materials, adhesives, inks and inks, gel coats, polishes, glazes, pigment pastes, fillers, cosmetics and / or sealing and insulating materials, wherein further water-soluble or water-dispersible oligomers and / or polymers may be included;
  • main component base component or additive component in physically drying, oxidatively curing, chemically crosslinking coating materials, adhesives, printing inks and inks, gelcoats, polishes, glazes, pigment pastes,
  • Fillers, cosmetic articles and / or sealants and insulating materials where other water-soluble or water-dispersible oligomers and / or polymers selected from the group of polyurethanes, polyacrylates, polyethers, polyesters, alkyd resins, cellulose ethers, derivatives of cellulose, polyvinyl alcohols and derivatives, rubbers, maleate resins, Phenol / urea-aldehyde resins, aminoplasts (eg melamine
  • Benzoguanamine resins epoxyacrylates, epoxy resins, silicic acid esters and alkali silicates (eg water glass), natural resins, silicone oils and resins, amine resins and / or fluorine-containing polymers and their derivatives are contained alone or in combination.
  • the dispersions are known from EP 1 433 803 and EP 1 433 805.
  • the unsaturated, amorphous polyester resins are obtained by reacting the alcohol component I with the carboxylic acid component II and optionally a hydrophilic modified diisocyanate III.
  • the Dicidolgemisch may contain up to 10% further isomers of diclidol and / or trimeric and / or higher isomeric diols of the Diels-Alder reaction product of cyclopentadiene.
  • the alcohol component consists of 20%, of 50%, preferably 90%, particularly preferably 100% Dicidolgemisch, this more preferably contains 95 to 100% of the above three isomeric compounds.
  • the alcohol component I further linear and / or branched, aliphatic and / or cycloaliphatic and / or aromatic diols and / or
  • Preferred additional alcohols are ethylene glycol, 1,2- and / or
  • 1,3-propanediol diethylene, dipropylene, triethylene, tetraethylene glycol, 1,2- and / or
  • B, C, F norbornylene glycol, 1,4-benzyldimethanol and ethanol, 2,4-dimethyl-2-ethylhexane-1,3-diol, cyclohexanedimethanol, glycerol, hexanediol, neopentyl glycol, trimethylolethane,
  • the unsaturated, amorphous polyester resins contain at least one ⁇ , ⁇ -unsaturated dicarboxylic acid as the starting acid component.
  • the unsaturated polyester resins preferably contain citraconic, fumaric, itaconic, maleic and / or mesaconic acid.
  • phthalic acid isophthalic acid, terephthalic acid, 1,4-cyclohexanedicarboxylic acid, succinic acid, sebacic acid, methyltetra-, methylhexahydrophthalic, hexahydrophthalic acid, tetrahydrophthalic acid, dodecanedioic acid, adipic acid, azelaic acid, pyromellitic acid and / or trimellitic acid, isononanoic acid, 2-ethylhexanoic acid.
  • phthalic acid hexahydrophthalic acid, tetrahydrophthalic acid, hexahydroterephthalic acid, trimellitic acid, adipic acid and / or a
  • the carboxylic acid component II May consist partially or completely of anhydrides and / or low molecular weight alkyl esters, preferably methyl esters and / or ethyl esters.
  • the alcohol component is contained in the molar ratio of 0.5 to 2.0 to 1 to the carboxylic acid component, preferably 0.8 to 1.5 to 1. Particularly preferred is the reaction of the alcohol component in the molar ratio of 1.0 to 1.3 to 1 to the carboxylic acid component instead.
  • the acid number required for the hydrophilization can be determined either by incomplete reaction of the carboxylic acid component II.2. result. It has proved to be advantageous in this case, in particular tri- or higher-functional carboxylic acids, such as. B. pyromellitic acid and / or trimellitic acid so that at least one carboxylic acid group is not reacted. Based on the total carboxylic acid component, the proportion of the further carboxylic acid component II.2. then 2 to 80 mol%.
  • hydrophilization the reaction with a hydrophilic di- or polyisocyanate (urethanization) (component III) can be performed.
  • urethanization component III
  • hydrophilic di- or polyisocyanate component III based on one mol of the polyester of I. and II. (number average molecular weight, Mn) used.
  • the optionally necessary hydrophilic modification by urethanization of the unsaturated, amorphous polyester is carried out by reacting the unsaturated, amorphous polyester with at least one hydrophilic modified isocyanate and / or polyisocyanate having at least one free NCO group, obtainable by reacting at least one isocyanate and / or polyisocyanate with compounds which in addition to the hydrophilic or potentially hydrophilic group - d.
  • Examples of such compounds for the hydrophilic modification of (poly) isocyanates are amino acids and mono- and polyhydroxyalkylcarboxylic acids.
  • the hydrophilic modification can also be carried out with non-ionic groups (eg with polyethers) or already neutralized compounds.
  • mono- or polyhydroxyphosphonic acids such as 2,3-dihydroxypropanephosphonic acid.
  • Hydroxycarboxylic acids in particular dimethylolpropionic acid, are therefore particularly preferred because they are neutralized with volatile bases, such as.
  • volatile bases such as.
  • amines show strong hydrophilic effect, after evaporation of the volatile base, however, this effect decreases greatly. Coatings therefore do not lose by z.
  • the dimethylolpropionic acid is also particularly preferred since it is capable of hydrophilically modifying (potentially) two hydrophobic polyisocyanates via its two hydroxyl groups.
  • Suitable polyisocyanates are preferably di- to tetrafunctional polyisocyanates.
  • cyclohexane diisocyanate examples include cyclohexane diisocyanate, methylcyclohexane diisocyanate, ethylcyclohexane diisocyanate, propylcyclohexane diisocyanate, methyldiethylcyclohexane diisocyanate, phenylene diisocyanate, toluene diisocyanate, bis (isocyanatophenyl) methane, propane diisocyanate, butane diisocyanate, pentane diisocyanate, hexane diisocyanate, such as hexamethylene diisocyanate (HDI) or 1,5-diisocyanato-2-methylpentane (MPDI ), Heptane diisocyanate, octane diisocyanate,
  • Nonane diisocyanate such as 1,6-diisocyanato-2,4,4-trimethylhexane or 1,6-diisocyanato-2,2,4-trimethylhexane (TMDI)
  • nonane triisocyanate such as 4-isocyanatomethyl-1,8-octane diisocyanate (TIN)
  • Decane and triisocyanate undecanediisocyanate and triisocyanate, dodecandi- and triisocyanates
  • isocyanatomethylmethylcyclohexylisocyanate 2,5 (2,6) -bis (isocyanato-methyl) bicyclo [2.2.1] heptane (NBDI), 1,3-bis (isocyanatomethyl) cyclohexane (1,3-H 6
  • polyisocyanates are the compounds prepared by di- or trimerization, allophanatization, biuretization and / or urethanization of simple diisocyanates with more than two isocyanate groups per molecule, for example the reaction products of these simple diisocyanates, such as IPDI, HDI and / or H. 12 MDI with polyhydric alcohols (for example glycerol, trimethylolpropane, pentaerythritol) or polyvalent polyamines or the triisocyanurates obtainable by trimerization of the simple diisocyanates, for example IPDI, HDI and H 12 MDI.
  • polyhydric alcohols for example glycerol, trimethylolpropane, pentaerythritol
  • polyvalent polyamines for example trimerization of the simple diisocyanates, for example IPDI, HDI and H 12 MDI.
  • the unsaturated, amorphous polyesters may have an acid number between 1 and 200 mg KOH / g, preferably between 1 and 100, more preferably between 10 and 50 mg KOH / g and an OH number between 1 and 200 mg KOH / g, preferably between 1 and 100, more preferably between 10 and 80 mg KOH / g.
  • the Tg of the unsaturated amorphous polyester varies from -30 to + 80 ° C, preferably -20 to + 50 ° C, more preferably -10 to + 40 ° C.
  • the unsaturated polyesters consist of an alcohol component having at least 50%, preferably 90%, particularly preferably 100%, of the dicidol mixture of the isomeric compounds 3,8-bis (hydroxymethyl) tricyclo [5.2.1.0 2 ' 6 ] decane, 4,8-bis (hydroxymethyl) tricyclo [5.2.1.0 2> 6 ] decane and 5,8-bis (hydroxymethyl) tricyclo [5.2.1.0 2> 6 ] decane and from a) fumaric acid and / or b) maleic acid (anhydride) and / or c) trimellitic anhydride.
  • Composition of the carboxylic acid component of the embodiment 1 a) 0-90 mol% fumaric acid b) 90-0 mol% maleic acid (anhydride), the sum of a) + b) being 60-90 mol% c) 10-40 mol % Trimellitic anhydride, and the sum of a) to c) is 100 mol%.
  • the polyesters contain the o. G. Starting components as in 1, but in addition a further carboxylic acid component d) selected from adipic acid, dodecanedioic acid and / or phthalic acid (anhydride), wherein the ratio of ⁇ , ß-unsaturated to additional carboxylic acid of 2 to 1 to 1 to 4 may vary. Ratios of about 1 to 1 to 1 to 2 are preferred.
  • composition of the carboxylic acid component of embodiment 2 a) 0-80 mol% fumaric acid b) 80-0 mol% maleic acid (anhydride) where the sum of a) and b) is at least 20 mol% c) 5-40 mol% Trimellitic anhydride d) 5-75 mol% further carboxylic acid component and the sum of c) and d) at least 20 mol% and the sum of a) to d) is 100 mol%.
  • the unsaturated polyesters according to the invention consist of an alcohol component having at least 50%, preferably 90%, particularly preferably 100%, of the dicidol mixture of the isomeric compounds 3,8-bis (hydroxymethyl) tricyclo [5.2.1.0 2> 6 ] decane , 4,8-bis (hydroxymethyl) tricyclo [5.2.1.0 2> 6 ] decane and 5,8-bis (hydroxymethyl) tricyclo [5.2.1.0 2> 6 ] decane and from fumaric acid and / or maleic acid (anhydride) and as Component III from isophorone diisocyanate and / or hexamethylene diisocyanate (HDI) and / or bis (isocyanatomethylcyclohexyl) methane (H 12 MDI) and / or 1,6-diisocyanato-2,4,4-trimethylhexane or 1,6-diisocyanato-2,2 , 4-trimethylhexane (TMDI), and 2,2-
  • the polyesters contain the o. G. Starting components as in 3, but in addition a further carboxylic acid selected from adipic acid, dodecanedioic acid and / or phthalic acid (anhydride), wherein the ratio of ⁇ , ß-unsaturated to additional carboxylic acid of 2 to 1 to 1 to 4 may vary. Ratios of about 1 to 1 to 1 to 2 are preferred.
  • the polyesters of the invention can also auxiliaries and additives selected from inhibitors, organic solvents, water, surface-active substances, oxygen and / or radical scavengers, catalysts, light stabilizers, color brighteners, photosensitizers and initiators, additives for influencing theological properties such.
  • auxiliaries and additives selected from inhibitors, organic solvents, water, surface-active substances, oxygen and / or radical scavengers, catalysts, light stabilizers, color brighteners, photosensitizers and initiators, additives for influencing theological properties such.
  • As thixotropic and / or thickening agents leveling agents, HautverW withinsstoffn, defoamers, antistatic agents, lubricants, wetting and dispersing agents, neutralizing agents, preservatives such.
  • the polyesters according to the invention are prepared by (semi) continuous or discontinuous esterification of the starting acids and alcohols in a one-stage or multistage procedure and optionally further reaction with component III.
  • the polyesters according to the invention can be neutralized with a suitable neutralizing agent, whereby a water-dilutable polyester is then obtained.
  • a suitable auxiliary solvent such as.
  • acetone methyl ethyl ketone u. ⁇ .
  • the auxiliary solvent used may optionally be finally removed by distillation from the resulting dispersion.
  • Example Polyester 1 1.1 mol adipic acid are reacted with 3.4 mol dicidol at 210 ° C in a nitrogen atmosphere until an acid number below 5 mg KOH / g is reached. Then 1.1 mol of fumaric acid and 0.02% of hydroquinone are added. After stirring for 2 h, a vacuum of 20 mbar is applied until an acid number of less than 5 mg KOH / g is reached. 1300 g of the polyester produced are mixed with 150 g of trimellitic anhydride and stirred for 1.5 h at 200 ° C until an acid number of about 30 mg KOH / g is reached. Key figures:
  • Example 2 The polyester of Example 2 is dissolved 60% in acetone. Then DMEA is added (degree of neutralization 0.7). After addition of water, the acetone is distilled off. A storage-stable dispersion is obtained which has a solids content of about 37%.
  • Example 2 The polyester of Example 2 is melted in a closed container at about 120 ° C, treated with DMEA corresponding to a degree of neutralization of 1.0 and provided with vigorous stirring with water. After cooling to room temperature, a storage-stable dispersion having a solids content of about 38% is obtained.
  • the above-described urethanized polyester A is diluted to a solids content of 50% with acetone and admixed with DMAE corresponding to a degree of neutralization of 1.05.
  • Viscosity D 2oo: 320 mPas, pH value: 8.8, solids content: 27.3%.
  • the urethanized polyester B described above is with a solids content of 50%
  • Viscosity D 2oo: 370 mPas, pH value: 8.5, solids content: 27.3%.
  • Lipaton X 6030 Polymer latex GmbH & Co. KG were added in each case 10 or 20% of the dispersions I-V. The mixtures were coated on galvanized steel sheets with a 100 ⁇ m doctor blade. After 72 h storage at room temperature, the adhesion was determined by cross-cut test (GT, DIN EN ISO 2409).

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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)
  • Materials Engineering (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Macromonomer-Based Addition Polymer (AREA)
  • Paints Or Removers (AREA)
  • Polyesters Or Polycarbonates (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)

Abstract

L'invention concerne l'utilisation d'une dispersion aqueuse à base de polyesters amorphes insaturés, à base de dicidolisomères déterminés et d'acides carboxyliques
EP05784711A 2004-10-26 2005-09-02 Utilisation d'une dispersion aqueuse a base d'un polyester amorphe insature, a base de dicidolisomeres determines Withdrawn EP1805245A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102004051861A DE102004051861A1 (de) 2004-10-26 2004-10-26 Verwendung einer wässrigen Dispersion auf Basis eines ungesättigten, amorphen Polyesters auf Basis bestimmter Dicidolisomerer
PCT/EP2005/054333 WO2006045661A1 (fr) 2004-10-26 2005-09-02 Utilisation d'une dispersion aqueuse a base d'un polyester amorphe insature, a base de dicidolisomeres determines

Publications (1)

Publication Number Publication Date
EP1805245A1 true EP1805245A1 (fr) 2007-07-11

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US (1) US20090227732A1 (fr)
EP (1) EP1805245A1 (fr)
JP (1) JP2008518066A (fr)
KR (1) KR20070083821A (fr)
CN (1) CN1878819A (fr)
AU (1) AU2005298812A1 (fr)
BR (1) BRPI0518201A (fr)
CA (1) CA2585328A1 (fr)
DE (1) DE102004051861A1 (fr)
TN (1) TNSN07160A1 (fr)
WO (1) WO2006045661A1 (fr)

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AU2005298812A1 (en) 2006-05-04
CN1878819A (zh) 2006-12-13
JP2008518066A (ja) 2008-05-29
BRPI0518201A (pt) 2008-11-04
WO2006045661A1 (fr) 2006-05-04
KR20070083821A (ko) 2007-08-24
TNSN07160A1 (en) 2008-11-21
DE102004051861A1 (de) 2006-04-27
CA2585328A1 (fr) 2006-05-04

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