WO2012130724A1 - Résines de polyester ou de polyesterimide qui sont terminées par l'imide cyclique d'un acide tricarboxylique aromatique ainsi que compositions de vernis pour fils contenant celles-ci - Google Patents

Résines de polyester ou de polyesterimide qui sont terminées par l'imide cyclique d'un acide tricarboxylique aromatique ainsi que compositions de vernis pour fils contenant celles-ci Download PDF

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Publication number
WO2012130724A1
WO2012130724A1 PCT/EP2012/055105 EP2012055105W WO2012130724A1 WO 2012130724 A1 WO2012130724 A1 WO 2012130724A1 EP 2012055105 W EP2012055105 W EP 2012055105W WO 2012130724 A1 WO2012130724 A1 WO 2012130724A1
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WIPO (PCT)
Prior art keywords
polyester
imide
aromatic
acid
wire
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PCT/EP2012/055105
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German (de)
English (en)
Inventor
Vinayak Anant BHANU
Hemant Rohidas TAMBOLI
Horst Sulzbach
Klaus-Wilhelm Lienert
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Elantas Gmbh
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Publication date
Application filed by Elantas Gmbh filed Critical Elantas Gmbh
Priority to BR112013025302A priority Critical patent/BR112013025302A2/pt
Priority to CN201280016085.1A priority patent/CN103492454B/zh
Priority to DE112012001521.5T priority patent/DE112012001521A5/de
Publication of WO2012130724A1 publication Critical patent/WO2012130724A1/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
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/68Polyesters containing atoms other than carbon, hydrogen and oxygen
    • C08G63/685Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen
    • C08G63/6854Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen derived from polycarboxylic acids and polyhydroxy compounds
    • 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
    • C08G73/00Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
    • C08G73/06Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
    • C08G73/10Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
    • C08G73/16Polyester-imides
    • 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
    • C09D167/00Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • 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
    • C09D179/00Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen, with or without oxygen, or carbon only, not provided for in groups C09D161/00 - C09D177/00
    • C09D179/04Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors
    • C09D179/08Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01BCABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
    • H01B3/00Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties
    • H01B3/18Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances
    • H01B3/30Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes
    • H01B3/303Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups H01B3/38 or H01B3/302
    • H01B3/306Polyimides or polyesterimides
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L61/00Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
    • C08L61/04Condensation polymers of aldehydes or ketones with phenols only
    • C08L61/06Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols

Definitions

  • Polyester or polyesterimide resins terminated with the cyclic imide of an aromatic tricarboxylic acid, and wire-enamel compositions containing the same
  • the present invention relates to polyester or polyesterimide resins terminated with the cyclic imide of an aromatic tricarboxylic acid, as well as novel wire enamel compositions containing these polyester or polyesterimide resins, and to their use.
  • the production of transformers, electric motors, generators and electrical measuring devices places ever higher demands on enamel-insulated copper and aluminum wires.
  • the enameled wires are increasingly stretched, squeezed and twisted. Even during operation, the enameled wires are subject to vibration, compression and thermal stress.
  • the wire enamel applied to the wire therefore has to meet many requirements simultaneously. It should have a high chemical and thermal resistance, a good adhesion to wires and a particularly good mechanical strength.
  • it When used inverter-controlled electric motors, it must be insensitive to the partial discharge that occurs in order to prevent short circuits. To meet the ever higher material requirements, therefore, a continuous improvement of the material properties of the wire enamels used.
  • wire enamels which are currently on the market are essentially solutions of the customary binders in organic solvents or solvent mixtures. Widely used are binders such as polyester, tris-2-hydroxyethyl isocyanurate (THEIC) -modified polyester resins, polyesterimide resins, THEIC-modified polyesterimide resins and polyurethane resins.
  • TEEIC tris-2-hydroxyethyl isocyanurate
  • the use of polyester resin and THEIC-modified polyester resin solutions as wire enamels is known, for example, from US Pat. Nos. 3,342,780, 3,249,578, EP 0 144 281 A1 and WO 93/12188 A1.
  • wire enamels often contain crosslinking agents, crosslinking catalysts and other additives and auxiliaries.
  • Polyesterimide resins and THEIC-modified polyesterimide resin solutions as wire enamels are known, for example, from DE-A 1 445 263, DE-A 1 495 100 and WO 91/07469 A1.
  • these wire enamels often contain the same crosslinking agents, crosslinking catalysts and other additives and auxiliaries such as polyester-based wire enamels.
  • the object of the present invention is to provide polyester and polyesterimide wire enamels which have an improved property profile in comparison to previously used polyester and polyesterimide wire enamels.
  • the copper wires coated with the polyester and polyesterimide wire enamels should have improved thermal, mechanical and electrical properties, in particular improved thermal stability, compared with the copper wires painted with conventional wire enamels.
  • polyester or polyesterimide resin obtainable by reacting a) at least one aliphatic or aromatic polyol,
  • the cyclic imide of an aromatic tricarboxylic acid and a primary aromatic monoamine wherein the imide group-containing compound c) can also be formed in situ during the reaction of components a), b), c) and d).
  • the object is further achieved by containing a wire enamel composition
  • (E) 0 to 2 wt .-% of one or more conventional additives and auxiliaries, wherein the sum of components (A) to (E) 100 wt .-% results.
  • the polyester or polyester imide resins modified with the cyclic imide of an aromatic tricarboxylic acid and a primary aromatic monoamine (component d) provide wire enamel compositions which are superior to wire enamel compositions based on corresponding unmodified polyester or polyester imide resins Have adhesion to copper wires.
  • copper wires painted with the wire enamel according to the invention have improved thermal, electrical and mechanical properties compared to copper wires painted with conventional wire enamel.
  • the binder (A) used to prepare the wire enamel composition of the present invention is a polyester resin or polyesterimide resin.
  • polyester resins and polyesterimide resins modified according to the invention with a cyclic imide of an aromatic tricarboxylic acid with a primary aromatic monoamine (component d)) are derived from known polyester and polyester imide resins, as described, for example, in US Pat. Nos. 3,342,780, 3,249,578, 4,081,427, US Pat. US 4,476,279, EP-A 0 144 281 and WO 91/07469.
  • Suitable polyols for the preparation of the polyester resins a) are aliphatic or aromatic polyols, and mixtures thereof.
  • Suitable diols are, for example, ethylene glycol, 1,2- and 1,3-propanediol, 1,2-, 1,3- and 1,4-butanediol, 1,5-pentanediol, neopentyl glycol, diethylene glycol and triethylene glycol.
  • Suitable triols are for example, glycerol, trimethylolethane, trimethylolpropane and THEIC.
  • Preferred polyols are ethylene glycol, glycerol and THEIC, and mixtures thereof. Particularly preferred are ethylene glycol and THEIC, and mixtures thereof.
  • suitable polycarboxylic acids b) are aliphatic or aromatic polycarboxylic acids and their ester-forming derivatives, ie their anhydrides, carboxylic acid halides and alkyl esters, and mixtures thereof.
  • Suitable dicarboxylic acids are, for example, oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, phthalic acid, isophthalic acid, terephthalic acid, trimesic acid, naphthalene dicarboxylic acids, their anhydrides, if they exist, their carboxylic acid halides, and their C 1 -C 8 -alkyl esters, such as methyl, Ethyl, propyl, butyl, amyl, hexyl and octyl esters. Suitable are both the monoalkyl esters, the dialkyl esters and mixtures thereof.
  • Suitable tricarboxylic acids are, for example, citric acid and trimellitic acid, their anhydrides, carboxylic acid chlorides and alkyl esters.
  • Suitable tetracarboxylic acids are, for example, pyromellitic acid and naphthalenetetracarboxylic acid, their anhydrides, carboxylic acid chlorides and alkyl esters.
  • Preferred polycarboxylic acids are aromatic dicarboxylic acids such as phthalic acid, isophthalic acid and terephthalic acid, their anhydrides, if they exist, their carboxylic acid halides, and their Ci-C 8 - alkyl esters such as methyl, ethyl, propyl, butyl, amyl, hexyl and octyl ester.
  • aromatic dicarboxylic acids such as phthalic acid, isophthalic acid and terephthalic acid, their anhydrides, if they exist, their carboxylic acid halides, and their Ci-C 8 - alkyl esters such as methyl, ethyl, propyl, butyl, amyl, hexyl and octyl ester.
  • Particularly preferred are dialkyl terephthalates such as dimethyl terephthalate, diethyl terephthalate and dipropyl terephthalate.
  • Suitable esterification catalysts for the preparation of the polyester resins are, for example, metal salts such as lead acetate, zinc acetate, organic titanates such as tetramethyl titanate, tetraethyl titanate, tetrapropyl titanate, tetrabutyl titanate, tetraamyl titanate, tetrahexyl titanate, or organic acids such as p-toluenesulfonic acid.
  • organic titanates such as tetramethyl titanate, tetraethyl titanate, tetrapropyl titanate, tetrabutyl titanate, tetra-amyl titanate and tetrahexyl titanate. Particularly preferred is tetrabutyl titanate.
  • polyesterimide resins The preparation of the polyesterimide resins is carried out in a known manner by esterification of polycarboxylic acids with polyols in the presence of imide-containing compounds, esterification catalysts and optionally hydroxycarboxylic acids. Instead of the compounds containing imide groups, it is also possible to use compounds from which compounds which contain imide groups are formed during the esterification. In principle, the same polycarboxylic acids, polyols and esterification catalysts which are also suitable for the preparation of the polyester resins described above are suitable for the preparation of the polyesterimide resins. Polyesterimide resins are polyester resins in the broader sense, but contain chain-bound bound imid tendency Georgia building blocks.
  • polycarboxylic acids are aromatic dicarboxylic acids whose anhydrides, if they exist, their carboxylic acid halides, and their lower alkyl esters, especially their Ci-C4-alkyl esters.
  • dialkyl terephthalates such as dimethyl terephthalate, diethyl terephthalate and dipropyl terephthalate.
  • Preferred polyols are ethylene glycol, glycerol and THEIC and mixtures thereof. Particularly preferred are ethylene glycol and THEIC and mixtures thereof.
  • component b) contains THEIC.
  • component b) contains THEIC and ethylene glycol.
  • the imide group-containing compounds c) which are reacted with or formed during the esterification in the esterification, for example, by reaction of cyclic carboxylic anhydrides having at least one further functional group, with primary amines which have at least one further functional group prior to the esterification reaction getting produced.
  • Suitable cyclic carboxylic anhydrides having at least one further functional group are, for example, pyromellitic dianhydride, trimellitic anhydride and naphthalenetetracarboxylic dianhydride. Preferred is trimellitic anhydride.
  • Suitable primary amines having at least one further functional group are preferably diprimary diamines such as ethylenediamine, tetramethylenediamine, hexamethylenediamine, nonamethylenediamine, benzidine, diaminodiphenylmethane, diaminodiphenyl ketone, sulfone, sulfoxide, ethers and thioethers, phenylenediamine, toluenediamine, xylylenediamine, amino alcohols such as monoethanolamine, Monopropanolamines, as well as aminocarboxylic acids such as glycine, aminopropionic acid, aminocaproic acid and aminobenzoic acid.
  • diprimary diamines such as ethylenediamine, tetramethylenediamine, hexamethylenediamine, nonamethylenediamine, benzidine, diaminodiphenylmethane, diaminodiphenyl ketone, sulfone
  • diprimary diamines such as ethylenediamine, tetramethylenediamine, hexamethylenediamine, nonamethylenediamine, benzidine and Diaminodiphenylmethane. Particularly preferred is diaminodiphenylmethane (methylene dianiline).
  • Preferred imide group-containing compounds are reaction products of trimellitic anhydride and diprimary diamines.
  • Diprimary diamines can be reacted with tricarboxylic acid anhydrides in a molar ratio of 1: 2.
  • imide group-containing compounds c) can be obtained by reacting 2 mol of trimellitic anhydride with 1 mol of said diprimary diamines.
  • amino alcohols are suitable, e.g. Monoethanolamine and monopropanolamines, furthermore aminocarboxylic acids such as glycine, aminopropanoic acid, aminocaproic acids or aminobenzoic acids. These can be reacted, for example, with tricarboxylic anhydrides in a molar ratio of 1: 1 or with tetracarboxylic dianhydrides in a molar ratio of 2: 1.
  • imide groups may also be introduced into the polymer chain by reaction with compounds obtainable by reaction of 1 mole of pyromellitic dianhydride and 2 moles of said amino alcohols or aminocarboxylic acids.
  • imide groups may also be introduced into the polymer chain by reaction with compounds obtainable by reacting 1 mole of trimellitic anhydride with 1 mole of said aminocarboxylic acids.
  • the cyclic carboxylic anhydrides listed with at least one further functional group and primary amines having at least one further functional group can be used directly in the esterification reaction in the preparation of polyesterimide resins.
  • the cyclic carboxylic acid anhydrides having at least one further functional group and the primary amines having at least one further functional group are used directly in the esterification reaction.
  • the polyester resin or polyesterimide resin is modified according to the invention by reacting as component d) the cyclic imide of an aromatic tricarboxylic acid and a primary aromatic monoamine, whereby aromatically substituted imide groups are introduced at the polymer chain end.
  • the cyclic imide of the aromatic tricarboxylic acid can be obtained by reacting the anhydride of the aromatic tricarboxylic acid or else by reacting the aromatic tricarboxylic acid itself with an aromatic monoamine.
  • Preferred aromatic tricarboxylic anhydride is trimellitic anhydride.
  • Suitable primary aromatic amines are aniline, naphthylamine, 2-aminopyridine, 3-aminopyridine and 4-aminopyridine. Aniline is preferred.
  • the cyclic imide of trimellitic acid or trimellitic acid anhydride and aniline is particularly preferred.
  • component d) is used in amounts of 0.5 to 10% by weight, preferably 1 to 5% by weight, in particular 2 to 4% by weight, based on the amount of components a) to d).
  • the inventively modified polyester or polyester imide resins are in the wire enamel composition according to the invention usually in amounts of 10 to 80 wt .-%, preferably 25 to 60 wt .-%, particularly preferably from 30 to 55 wt .-%, based on the sum the components (A) to (E) used.
  • the solvent (B) used in the wire enamel according to the invention is the customary wire enamel solvent and mixtures thereof. These are usually added as an extender aromatic hydrocarbons and mixtures of aromatic hydrocarbons.
  • suitable wire-coating solvents are aromatic alcohols such as phenol, cresol and xylenol, glycol ethers such as butylglycol, methyldiglycol, ethyldiglycol, butyldiglycol and phenylglycol, esters such as methyl benzoate, dimethyl succinate, dimethyl glutarate, dimethyl adipamide and N, N-dimethylacetamide, cyclic ketones such as cyclohexanone and Isophorone, cyclic carbonates such as propylene carbonate, lactones such as ⁇ -butyrolactone and lactams such as N-methylpyrrolidone.
  • Suitable diluents are, for example, aromatic hydrocarbons, such as xylene, Toluene, ethylbenzene and cumene, and mixtures of aromatic hydrocarbons such as solvent naphtha and heavy benzene.
  • aromatic hydrocarbons such as xylene, Toluene, ethylbenzene and cumene
  • mixtures of aromatic hydrocarbons such as solvent naphtha and heavy benzene.
  • aromatic alcohols such as phenol, cresol and xylenol
  • aromatic hydrocarbons such as xylene, toluene, ethylbenzene and cumene
  • lactams such as N-methylpyrrolidone.
  • Particularly preferred is a mixture of cresol, xylenol and solvent naphtha.
  • the solvents are in the wire-enamel composition of the invention usually in amounts of from 20 to 90 wt .-%, preferably from 30 to 75 wt .-%, particularly preferably from 55 to 65 wt.%, Based on the sum of the components (A) to (E), used.
  • component (C) up to 20 wt .-% of a phenol-formaldehyde or cresol-formaldehyde resin can be used with. If a phenol-formaldehyde or cresol-formaldehyde resin is reacted with, then in amounts of generally 1 to 10 wt .-%, preferably 2 to 7 wt .-% based on the amount of components (A) to (E).
  • Catalysts (D) which are suitable for the preparation of the wire enamel according to the invention are, for example, metal salts such as lead acetate, zinc acetate, organic titanates such as tetramethyl titanate, tetraethyl titanate, tetrapropyl titanate, tetrabutyl titanate, tetra-amyl titanate, tetrahexyl titanate or organic acids such as p-toluenesulfonic acid.
  • metal salts such as lead acetate, zinc acetate
  • organic titanates such as tetramethyl titanate, tetraethyl titanate, tetrapropyl titanate, tetrabutyl titanate, tetra-amyl titanate, tetrahexyl titanate or organic acids such as p-toluenesulfonic acid.
  • organic titanates such as tetramethyl titanate, tetraethyl titanate, tetrapropyl titanate, tetrabutyl titanate, tetra-amyl titanate and tetrahexyl titanate. Particularly preferred is tetrabutyl titanate.
  • the catalyst is in the wire enamel composition according to the invention usually in amounts of 0 to 5 wt .-%, preferably from 0.2 to 4 wt .-%, particularly preferably from 0.5 to 3 wt.%, Based on the sum of Components (A) to (E) used.
  • the wire enamel according to the invention may contain one or more customary additives and auxiliaries (E).
  • additives and auxiliaries for example, conventional leveling agents based on polyacrylates and polysiloxanes can be used as additives and auxiliaries for wire enamels.
  • the additives and auxiliaries are in the wire-enamel composition according to the invention usually in amounts of 0 to 2 wt .-%, preferably from 0 to 1.0 wt .-%, particularly preferably from 0 wt.% To 0.5 wt.%, based on the sum of components (A) to (E) used.
  • the wire enamels are produced by the usual methods.
  • the wire enamel compositions of the invention can be used to coat copper and aluminum wires. In particular, they can be used for coating copper wires.
  • the wire enamels according to the invention are applied to the copper wire by conventional wire-coating machines and cured.
  • the paint film thickness required in each case is built up by at least 1 to 15 individual jobs, each individual paint job is cured bubble-free before the new paint job.
  • Conventional wire-coating machines operate at take-off speeds of 5 to 180 m / min, depending on the thickness of the wire to be coated. Typical oven temperatures are between 300 ° C and 700 ° C.
  • the painted wires are tested according to IEC 60851. The invention is further illustrated by the following examples. Examples
  • the reaction mixture is slowly heated to the reaction temperature of 160 to 180 ° C with stirring and simultaneous removal of water using a capacitor within 2.5 hours. 36 g of water of reaction are removed. The reaction mixture is then cooled to room temperature. The pale yellow precipitate The monoimide compound is filtered off and dried at 120 to 150 ° C for 6 hours. The resulting monoimide compound has a melting point of about 260 ° C and an acid value of about 210 mg KOH / g, corresponding to the theoretical value of 210.1 1 mg KOH / g.
  • cresol-formaldehyde resin The preparation of the cresol-formaldehyde resin is carried out according to US 4,206,098, Example 2, Part IV.
  • a polyester wire enamel according to US Pat. No. 3,313,781, Example 1 is produced.
  • a mixture containing 193.2 g of ethylene glycol, 140.0 g of cresol, 917.0 g of dimethyl terephthalate, 193.2 g of glycerol and 3.57 g of cerium naphthanate (6%) is heated to 220 ° C, wherein a polyester resin with a OH number of 180 to 220 mg KOH / g is obtained.
  • the polyester resin is cooled to 150 to 180 ° C and diluted with 420.0 g of cresol and 650.0 g of xylenol.
  • Viscosity (according to DIN 53211 / Cup 4 mm, at 23 ° C): 100 sec.
  • the polyester wire enamel is prepared as described in Example 3, but 39.2 g of the monoimide compound prepared according to Example 1 are additionally mixed with dimethyl terephthalate and the other ingredients.
  • the monoimide-modified polyester resin is thus produced from the following ingredients:
  • Viscosity of the obtained wire enamel (according to DIN 53211 / cup 4 mm, at 23 ° C.): 108 sec. Solids content (1 g, 1 h, 180 ° C.): 34.5%
  • polyester wire enamel prepared according to Examples 3 and 4 copper wires with a diameter of 1.0 mm are painted with a standard wire-coating machine under the following painting conditions: Oven: MAG VE6
  • Diameter increase 65 to 75 ⁇
  • the painted wires are tested according to IEC 60851. The results are summarized in Table 1.
  • the wire enamel compositions based on the inventive monoimide-modified polyesters according to Example 4 show a very good adhesion during winding and an excellent surface quality. Further, the wire coated with the wire-enamel composition of Example 4 of the present invention exhibits a significant increase in thermal shock resistance and heat pressure as compared with a wire coated with a conventional polyester based wire enamel composition. The tan delta- steep increase of the coated wire according to the invention is higher than that of the comparative example.
  • the values of the wires coated according to the invention correspond to the specification according to IEC 60851 for polyester of class 130.
  • a wire enamel based on a THEIC-modified polyester according to US 5,854,334, Example 4 prepared.
  • a mixture containing 55.24 g of ethylene glycol, 30.08 g of cresol, 206.2 g of dimethyl terephthalate, 122.03 g of THEIC and 0.32 g of butyl titanate is heated to 210 ° C to obtain a polyester resin having an OH number of 140 to 260 mg KOH / g produce.
  • the THEIC-modified polyester resin is diluted at 150 ° C to 180 ° C with 306.07 g of cresol and 111.26 g of xylenol.
  • Example 6 A THEIC-modified polyester wire enamel is prepared as described in Example 5, except that an additional 12.0 g of the monoimide compound of Example 1 are mixed with dimethyl terephthalate and the other ingredients.
  • the wire enamel based on the monoimide-modified, THEIC-modified polyester resin is prepared from the following ingredients:
  • the wire enamel according to Example 6 has a significantly improved adhesion during winding compared to the comparative example.
  • the coated wire according to Example 6 shows a significantly increased thermal shock resistance of 220 ° C.
  • the thermal pressure and the tan delta slope are increased compared to conventional THEIC-modified polyesters.
  • the level of wire values are in accordance with IS 13778 / IEC 60851 specifications for Class 155 wires coated with THEIC modified polyesters.
  • a wire enamel based on THEIC-modified polyester imide is prepared as described in Example 7, but an additional 29.4 g of the monoimide compound of Example 1 are mixed together with terephthalic acid and the other ingredients.
  • the wire enamel based on the monoimide-modified, THEIC-modified polyesterimide resin is prepared from the following ingredients:
  • Viscosity of the wire enamel (23 ° C): 208 mPas
  • Example 4 With the wire enamels prepared according to Examples 7 and 8, 1.0 mm copper wire is painted as in Example 4. The take-off speed is 15 m / min.
  • Winding liability 1 x d + pre-stretch 10% 15%
  • the wire coated according to the invention with the wire enamel according to Example 8 shows a significant increase in the breakdown voltage at room temperature, the heat pressure and the tan delta steep increase, compared with a wire coating based on a conventional THEIC-modified polyester imide coated wire.
  • the level of wire values is in accordance with IEC 60851 specification for THEIC modified polyesterimide coated wire of class 180.
  • the concomitant use of 3% by weight of the monoimide compound of Example 1 a significant improvement in adhesion, thermal shock, thermal pressure and the tan delta steep increase in painted wires of the classes 130, 155 and 180. With the concomitant use of 1 to 3 wt .-% of the monoimide compound so significantly improved thermal values in painted wires of Classes 130, 155 and 180 can be achieved.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Insulating Materials (AREA)
  • Insulated Conductors (AREA)
  • Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

L'invention concerne une résine de polyester ou résine de polyesterimide obtensible par mise en réaction de a) au moins un polyol aliphatique ou aromatique, b) au moins un acide polycarboxylique aliphatique ou aromatique ou un dérivé de celui-ci formant des esters, c) éventuellement un composé au moins difonctionnel contenant des groupes imide qui réagit avec des polyols et/ou des acides polycarboxyliques en formant des groupes ester, d) l'imide cyclique d'un acide tricarboxylique aromatique et d'une monoamine primaire aromatique, le composé contenant des groupes imide pouvant également être formé in situ pendant la mise en réaction des composants a), b), c) et d).
PCT/EP2012/055105 2011-03-30 2012-03-22 Résines de polyester ou de polyesterimide qui sont terminées par l'imide cyclique d'un acide tricarboxylique aromatique ainsi que compositions de vernis pour fils contenant celles-ci WO2012130724A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
BR112013025302A BR112013025302A2 (pt) 2011-03-30 2012-03-22 resinas de poliéster ou poliesterimida terminada com a imida cíclica de um ácido tricarboxílico aromático e, composições de esmalte de fio compreendendo as mesmas
CN201280016085.1A CN103492454B (zh) 2011-03-30 2012-03-22 以芳香族三羧酸的环状酰亚胺为末端的聚酯或聚酯酰亚胺树脂及包含其的漆包线漆组合物
DE112012001521.5T DE112012001521A5 (de) 2011-03-30 2012-03-22 Polyester- oder polyesterimidharze, welche mit dem cyclischen imid einer aromatischen tricarbonsäure terminiert sind, sowie diese enthaltende drahtlack-zusammensetzungen

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DE102011006437A DE102011006437A1 (de) 2011-03-30 2011-03-30 Polyester- oder Polyesterimidharze, welche mit dem cyclischen Imid einer aromatischen Tricarbonsäure terminiert sind, sowie diese enthaltende Drahtlack-Zusammensetzungen

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115926616A (zh) * 2022-11-30 2023-04-07 珠海格力新材料有限公司 一种耐热型漆包线漆及其制备方法

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110272533B (zh) * 2019-05-15 2020-04-07 宁波市医疗中心李惠利医院 医用共聚酯及其制备方法
CN110317533A (zh) * 2019-06-20 2019-10-11 迪马新材料科技(苏州)有限公司 环保型耐高温聚氨酯漆包线漆及其制备方法与应用

Citations (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3249578A (en) 1965-02-10 1966-05-03 Schenectady Chemical Coating compositions of a dibasic polycarboxylic acid/tris (2-hydroxyethyl) isocyanurate polyester and a phenolformaldehyde resin
GB1063340A (en) * 1963-10-31 1967-03-30 Gen Electric Polyimide resins
US3313781A (en) 1963-04-26 1967-04-11 Beck & Co Gmbh Dr High molecular weight polyester suitable for use as electrically insulating material, and method of making the same
US3342780A (en) 1961-06-16 1967-09-19 Schenectady Chemical Reaction product of a dibasic polycarboxylic acid and tris (2-hydroxyethyl) isocyanurate
GB1142355A (en) * 1965-06-05 1969-02-05 Beck & Co Ag Improvements in or relating to hardenable nitrogen-containing unsaturated polyesters
DE1495100A1 (de) 1961-11-02 1969-07-17 Beck & Co Ag Dr Verfahren zur Herstellung von Esterimidharzen
DE1445263A1 (de) 1961-12-12 1970-04-30 Beck & Co Gmbh Dr Verfahren zur Herstellung von neuen Esterimidharzen und ihre Verwendung als Elektroisoliermaterial
US4081427A (en) 1974-12-20 1978-03-28 The P. D. George Company Solventless electrical insulation resins
EP0009653A1 (fr) * 1978-09-14 1980-04-16 Westinghouse Electric Corporation Compositions de polyesters et polyester-amides-imides utilisées pour l'émaillage de fils métalliques
US4206098A (en) 1978-09-15 1980-06-03 Westinghouse Electric Corp. High solids polyester-amide-imide wire enamels
US4267231A (en) 1979-06-29 1981-05-12 General Electric Company Polyester imide wire enamels
US4476279A (en) 1983-12-01 1984-10-09 Essex Group, Inc. High solids THEIC polyester enamels
WO1991007469A1 (fr) 1989-11-16 1991-05-30 Dr. Beck & Co. Aktiengesellschaft Vernis pour fils metalliques et procede pour l'enduction en continu de tels fils
WO1993012188A1 (fr) 1991-12-09 1993-06-24 Dr. Beck & Co. Aktiengesellschaft Vernis pour fils de fer a base de polyesters contenant du tris-2-hydroxyethylisocyanurate et leur procede de preparation
US5854334A (en) 1995-03-07 1998-12-29 Basf Lacke & Farben, Ac Wire coating composition and process for producing the same

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19600150A1 (de) * 1996-01-04 1997-07-10 Beck & Co Ag Dr Verfahren zum Beschichten von Wickel- und Profildrähten
DE19632175A1 (de) * 1996-08-09 1998-02-12 Beck & Co Ag Dr Drahtlacke enthaltend Polyesterimide und/oder Polyamidimide mit Polyoxyalkylendiaminen als molekularen Bausteine
DE19648830A1 (de) * 1996-11-26 1998-05-28 Beck & Co Ag Dr Verfahren zur Herstellung carboxyl- und hydroxylgruppenhaltiger Polyesterimide und deren Verwendung in Drahtlacken

Patent Citations (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3342780A (en) 1961-06-16 1967-09-19 Schenectady Chemical Reaction product of a dibasic polycarboxylic acid and tris (2-hydroxyethyl) isocyanurate
DE1495100A1 (de) 1961-11-02 1969-07-17 Beck & Co Ag Dr Verfahren zur Herstellung von Esterimidharzen
DE1445263A1 (de) 1961-12-12 1970-04-30 Beck & Co Gmbh Dr Verfahren zur Herstellung von neuen Esterimidharzen und ihre Verwendung als Elektroisoliermaterial
US3313781A (en) 1963-04-26 1967-04-11 Beck & Co Gmbh Dr High molecular weight polyester suitable for use as electrically insulating material, and method of making the same
GB1063340A (en) * 1963-10-31 1967-03-30 Gen Electric Polyimide resins
US3249578A (en) 1965-02-10 1966-05-03 Schenectady Chemical Coating compositions of a dibasic polycarboxylic acid/tris (2-hydroxyethyl) isocyanurate polyester and a phenolformaldehyde resin
GB1142355A (en) * 1965-06-05 1969-02-05 Beck & Co Ag Improvements in or relating to hardenable nitrogen-containing unsaturated polyesters
US4081427A (en) 1974-12-20 1978-03-28 The P. D. George Company Solventless electrical insulation resins
EP0009653A1 (fr) * 1978-09-14 1980-04-16 Westinghouse Electric Corporation Compositions de polyesters et polyester-amides-imides utilisées pour l'émaillage de fils métalliques
US4206098A (en) 1978-09-15 1980-06-03 Westinghouse Electric Corp. High solids polyester-amide-imide wire enamels
US4267231A (en) 1979-06-29 1981-05-12 General Electric Company Polyester imide wire enamels
US4476279A (en) 1983-12-01 1984-10-09 Essex Group, Inc. High solids THEIC polyester enamels
EP0144281A1 (fr) 1983-12-01 1985-06-12 Essex Group Inc. Emaux en polyester d'isocyanurate de tri(hydroxyéthyle) à haute teneur en matières solides
WO1991007469A1 (fr) 1989-11-16 1991-05-30 Dr. Beck & Co. Aktiengesellschaft Vernis pour fils metalliques et procede pour l'enduction en continu de tels fils
WO1993012188A1 (fr) 1991-12-09 1993-06-24 Dr. Beck & Co. Aktiengesellschaft Vernis pour fils de fer a base de polyesters contenant du tris-2-hydroxyethylisocyanurate et leur procede de preparation
US5854334A (en) 1995-03-07 1998-12-29 Basf Lacke & Farben, Ac Wire coating composition and process for producing the same

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115926616A (zh) * 2022-11-30 2023-04-07 珠海格力新材料有限公司 一种耐热型漆包线漆及其制备方法
CN115926616B (zh) * 2022-11-30 2024-02-23 珠海格力新材料有限公司 一种耐热型漆包线漆及其制备方法

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CN103492454A (zh) 2014-01-01
DE112012001521A5 (de) 2014-01-30

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