CN117362615A - Modified alkyd resin and varnish composition containing modified alkyd resin - Google Patents
Modified alkyd resin and varnish composition containing modified alkyd resin Download PDFInfo
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- CN117362615A CN117362615A CN202311381425.7A CN202311381425A CN117362615A CN 117362615 A CN117362615 A CN 117362615A CN 202311381425 A CN202311381425 A CN 202311381425A CN 117362615 A CN117362615 A CN 117362615A
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- alkyd resin
- modified alkyd
- pyrrole
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- 229920000180 alkyd Polymers 0.000 title claims abstract description 50
- 239000002966 varnish Substances 0.000 title claims abstract description 19
- 239000000203 mixture Substances 0.000 title claims abstract description 18
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims abstract description 26
- 238000001035 drying Methods 0.000 claims abstract description 25
- -1 4-carboxyphenyl Chemical group 0.000 claims abstract description 16
- 239000002904 solvent Substances 0.000 claims abstract description 15
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims abstract description 14
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000002994 raw material Substances 0.000 claims abstract description 10
- 239000005711 Benzoic acid Substances 0.000 claims abstract description 7
- 235000010233 benzoic acid Nutrition 0.000 claims abstract description 7
- 238000010992 reflux Methods 0.000 claims description 28
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 27
- 239000000047 product Substances 0.000 claims description 20
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 18
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 18
- 235000019198 oils Nutrition 0.000 claims description 18
- 239000003921 oil Substances 0.000 claims description 17
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 14
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
- 239000012264 purified product Substances 0.000 claims description 12
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 8
- GDISALBEIGGPER-UHFFFAOYSA-N ethyl 5-formyl-2,4-dimethyl-1h-pyrrole-3-carboxylate Chemical compound CCOC(=O)C1=C(C)NC(C=O)=C1C GDISALBEIGGPER-UHFFFAOYSA-N 0.000 claims description 7
- OEOIWYCWCDBOPA-UHFFFAOYSA-N 6-methyl-heptanoic acid Chemical compound CC(C)CCCCC(O)=O OEOIWYCWCDBOPA-UHFFFAOYSA-N 0.000 claims description 6
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 239000002131 composite material Substances 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 6
- 229910052751 metal Inorganic materials 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 6
- 239000003549 soybean oil Substances 0.000 claims description 6
- 235000012424 soybean oil Nutrition 0.000 claims description 6
- 229910052726 zirconium Inorganic materials 0.000 claims description 6
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 5
- 238000004440 column chromatography Methods 0.000 claims description 5
- 239000008367 deionised water Substances 0.000 claims description 5
- 229910021641 deionized water Inorganic materials 0.000 claims description 5
- 238000001914 filtration Methods 0.000 claims description 2
- 239000012467 final product Substances 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 238000005406 washing Methods 0.000 claims description 2
- 239000003973 paint Substances 0.000 abstract description 8
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 abstract description 6
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 abstract description 6
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 abstract description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 abstract description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 abstract description 2
- 235000010469 Glycine max Nutrition 0.000 abstract description 2
- 244000068988 Glycine max Species 0.000 abstract description 2
- 239000005642 Oleic acid Substances 0.000 abstract description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 abstract description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 abstract description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 abstract description 2
- 239000002861 polymer material Substances 0.000 abstract description 2
- 230000002194 synthesizing effect Effects 0.000 abstract description 2
- 239000002253 acid Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000004519 grease Substances 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 239000010685 fatty oil Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
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
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/685—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen
- C08G63/6854—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/6858—Polycarboxylic acids and polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
-
- 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
- C09D167/08—Polyesters modified with higher fatty oils or their acids, or with natural resins or resin acids
Abstract
The invention discloses a modified alkyd resin and a varnish composition containing the modified alkyd resin, and belongs to the technical field of high polymer materials. The components of the modified alkyd resin comprise: 25-30% of soybean oleic acid, 10-15% of pentaerythritol, 10-15% of (Z) -5- (6- (4-carboxyphenyl) -2-oxoindoline-3-methylene) -2, 4-dimethyl-1H-pyrrole-3-carboxylic acid, 2-5% of benzoic acid, 1-3% of dimethylbenzene and the balance of No. 200 solvent oil, wherein the sum of the content percentages of the raw material components is 100%. The invention adopts the (Z) -5- (6- (4-carboxyphenyl) -2-oxo indoline-3-methylene methyl) -2, 4-dimethyl-1H-pyrrole-3-carboxylic acid as the raw material to synthesize the alkyd resin, and solves the problems of long drying time and softer paint film of the existing alkyd resin due to the adoption of phthalic anhydride as the raw material for synthesizing.
Description
Technical Field
The invention belongs to the technical field of high polymer materials, and particularly relates to modified alkyd resin and a varnish composition containing the modified alkyd resin.
Background
In the coatings industry, fatty acid or grease modified polyester resins are referred to as alkyd resins. The alkyd resin coating has the advantages of good film adhesion, brightness, plumpness, readily available raw materials and good construction property. Drying oil alkyd resin, non-drying oil alkyd resin and semi-drying oil alkyd resin according to the dryness of fatty acid or oil for modification, wherein the drying oil alkyd resin is prepared from highly unsaturated fatty acid or grease, can be dried in air by self-drying or low temperature, and is formed by drying solvent with No. 200 solvent oil through oxidative crosslinking. The manner of oxidative drying is mainly to cure unsaturated double bonds in alkyd resin with oxygen in air to form a film, so the drying rate of the film is mainly related to the number of unsaturated double bonds in alkyd resin and the oxygen transmission rate.
The existing synthetic alkyd resin mainly uses soybean oil acid to provide carboxyl and pentaerythritol to perform esterification reaction, and uses phthalic anhydride to improve the rigidity of the high molecular compound, but the drying rate is slow because the phthalic anhydride molecule has no double bond.
Disclosure of Invention
The invention aims to provide modified alkyd resin and a coating composition containing the modified alkyd resin, wherein the alkyd resin can improve the paint film hardness and shorten the paint film drying time after being used for coating, and the problems of long paint film drying time and softer paint film existing in the alkyd resin coating synthesized by taking phthalic anhydride as a raw material are solved.
In order to achieve the above purpose, the present invention adopts the following technical scheme:
the modified alkyd resin comprises the following components in percentage by weight: 25-30% of soybean oleic acid, 10-15% of pentaerythritol, (Z) -5- (6- (4-carboxyphenyl) -2-oxoindoline-3-methylene) -2, 4-dimethyl-1H-pyrrole-3-carboxylic acid, 10-15% of benzoic acid, 1-3% of dimethylbenzene and the balance of No. 200 solvent oil, wherein the sum of the content percentages of the components is 100%.
Further, the purity of the (Z) -5- (6- (4-carboxyphenyl) -2-oxoindoline-3-methylene) -2, 4-dimethyl-1H-pyrrole-3-carboxylic acid is more than or equal to 90%, and the purity of pentaerythritol is 100%.
Further, the preparation method of the (Z) -5- (6- (4-carboxyphenyl) -2-oxoindoline-3-methylene) -2, 4-dimethyl-1H-pyrrole-3-carboxylic acid comprises the following steps:
(1) Dissolving 4- (2-indolone) benzoic acid in ethanol, adding ethyl 2, 4-dimethyl-5-formyl-1H-pyrrole-3-carboxylate, adding piperidine, heating to 80-100 ℃ and refluxing for 2 hours to obtain a first reflux product;
(2) Extracting the first reflux product by using ethyl acetate, washing by using water, drying by using anhydrous sodium sulfate, and purifying by column chromatography to obtain a first purified product;
(3) Taking the first purified product, adding tetrahydrofuran, deionized water and potassium hydroxide, heating to 65-75 ℃ and refluxing for 3 hours to obtain a second refluxing product;
(4) Extracting the second reflux product with dichloromethane twice, adjusting the pH of the water layer to 2-3, filtering, and drying to obtain the final product;
。
further, in the step (1), the molar ratio of the 4- (2-indolone) benzoic acid to the ethyl 2, 4-dimethyl-5-formyl-1H-pyrrole-3-carboxylate to the piperidine is 1:1: the dosage ratio of the 2,4- (2-indolone) benzoic acid to the ethanol is 100 mg:2mL.
Further, in the step (3), the mass ratio of the first purified product to the potassium hydroxide is 10:9, and the dosage ratio of tetrahydrofuran, deionized water and potassium hydroxide is 1mL to 2mL:135mg.
The invention also provides a varnish composition, and the raw material composition of the varnish composition contains the modified alkyd resin.
Further, the components of the varnish composition comprise, in weight percent: 80-90% of modified alkyd resin, 1-2% of composite drier, 0.1-0.5% of zirconium isooctanoate with 12% of metal content, 0.1-0.5% of antiskinning agent, 3-4% of dimethylbenzene and the balance of No. 200 solvent oil, wherein the sum of the content percentages of the raw material components is 100%.
The beneficial effects of the invention are as follows:
the invention adopts (Z) -5- (6- (4-carboxyphenyl) -2-oxo-indoline-3-methylene methyl) -2, 4-dimethyl-1H-pyrrole-3-carboxylic acid as raw materials to synthesize alkyd resin, which solves the problems of long drying time and softer paint film of the existing alkyd resin due to the adoption of phthalic anhydride as the raw materials for synthesis, and the (Z) -5- (6- (4-carboxyphenyl) -2-oxo-indoline-3-methylene methyl) -2, 4-dimethyl-1H-pyrrole-3-carboxylic acid can improve the drying property of the resin and the varnish and shorten the drying time of the paint film when being used for synthesizing alkyd resin and alkyd resin varnish because two benzene rings in the molecule can improve the rigidity of the molecule, thereby improving the hardness of the paint film.
Detailed Description
The present invention will be described in further detail with reference to the following examples in order to make the objects, technical solutions and advantages of the present invention more apparent. It should be understood that the specific embodiments described herein are for purposes of illustration only and are not intended to limit the scope of the invention.
Example 1
100 mg (0.75 mmol) of 4- (2-indolone) benzoic acid was dissolved in 2mL ethanol and 146 mg (0.75 mmol) of ethyl 2, 4-dimethyl-5-formyl-1H-pyrrole-3-carboxylate was added, followed by 0.15 mL (1.5 mmol) of piperidine and heated to 80℃for reflux for 2H to give a first reflux product; the first reflux product was extracted with Ethyl Acetate (EA), washed with water, dried over anhydrous sodium sulfate, purified by column chromatography (PE: ea=4:1), the first purified product; 150mg (0.48 mmol) of the first purified product was taken, 1mL of Tetrahydrofuran (THF), 2mL of deionized water, 135mg (2.42 mmol) of potassium hydroxide were added, and heated to 65℃and refluxed for 3 hours to obtain a second refluxed product; the second reflux product was extracted twice with Dichloromethane (DCM), the aqueous layer was adjusted to pH 2-3, filtered and dried to give 102mg of (Z) -5- (6- (4-carboxyphenyl) -2-oxoindolin-3-ylidenemethyl) -2, 4-dimethyl-1H-pyrrole-3-carboxylic acid as an orange solid in 75% yield and 98% purity.
According to the mass ratio, 25% of soybean oil acid, 10% of pentaerythritol, 10% of (Z) -5- (6- (4-carboxyphenyl) -2-oxoindoline-3-methylene) -2, 4-dimethyl-1H-pyrrole-3-carboxylic acid, 2% of benzoic acid, 1% of dimethylbenzene and 55% of No. 200 solvent oil are taken, fully stirred and uniformly mixed to obtain the modified alkyd resin.
Example 2
100 mg of 4- (2-indolone) benzoic acid is dissolved in 2mL ethanol, 146 mg of ethyl 2, 4-dimethyl-5-formyl-1H-pyrrole-3-carboxylate is added, 0.15 mL piperidine is added, and the mixture is heated to 90 ℃ for refluxing for 2 hours to obtain a first reflux product; the first reflux product was extracted with EA, washed with water, dried over anhydrous sodium sulfate, purified by column chromatography (PE: ea=4:1), the first purified product; taking 150mg of the first purified product, adding 1mL of THF, 2mL of water and 135mg of potassium hydroxide, heating to 70 ℃ and refluxing for 3 hours to obtain a second refluxing product; the second reflux product was extracted twice with DCM, the aqueous layer was adjusted to pH 2-3, filtered and dried to give 102mg of an orange solid, i.e. (Z) -5- (6- (4-carboxyphenyl) -2-oxoindolin-3-ylidenemethyl) -2, 4-dimethyl-1H-pyrrole-3-carboxylic acid in 75% yield with 98% purity.
According to the mass ratio, 27.5 percent of soybean oil acid, 12.5 percent of pentaerythritol, 12.5 percent of (Z) -5- (6- (4-carboxyphenyl) -2-oxo indoline-3-methylene) -2, 4-dimethyl-1H-pyrrole-3-carboxylic acid, 3.5 percent of benzoic acid, 2 percent of dimethylbenzene and 42 percent of No. 200 solvent oil are taken, fully stirred and uniformly mixed to obtain the modified alkyd resin.
Example 3
100 mg of 4- (2-indolone) benzoic acid is dissolved in 2mL ethanol, 146 mg of ethyl 2, 4-dimethyl-5-formyl-1H-pyrrole-3-carboxylate is added, 0.15 mL piperidine is added, and the mixture is heated to 100 ℃ for refluxing for 2 hours to obtain a first reflux product; the first reflux product was extracted with EA, washed with water, dried over anhydrous sodium sulfate, purified by column chromatography (PE: ea=4:1), the first purified product; taking 150mg of the first purified product, adding 1mL of THF, 2mL of water and 135mg of potassium hydroxide, heating to 75 ℃ and refluxing for 3 hours to obtain a second refluxing product; the second reflux product was extracted twice with DCM, the aqueous layer was adjusted to pH 2-3, filtered and dried to give 102mg of an orange solid, i.e. (Z) -5- (6- (4-carboxyphenyl) -2-oxoindolin-3-ylidenemethyl) -2, 4-dimethyl-1H-pyrrole-3-carboxylic acid in 75% yield with 98% purity.
According to the mass ratio, 30 percent of soybean oil acid, 15 percent of pentaerythritol, 15 percent of (Z) -5- (6- (4-carboxyphenyl) -2-oxo indoline-3-methylene methyl) -2, 4-dimethyl-1H-pyrrole-3-carboxylic acid, 5 percent of benzoic acid, 3 percent of dimethylbenzene and 32 percent of No. 200 solvent oil are taken, fully stirred and uniformly mixed to obtain the modified alkyd resin.
Example 4
Based on the example 3, 80% of modified alkyd resin, 1% of composite drier, 0.1% of zirconium isooctanoate with 12% of metal content, 0.1% of antiskinning agent, 3% of dimethylbenzene and 15.8% of No. 200 solvent oil are mixed according to the mass ratio to prepare a varnish composition.
Example 5
Based on the example 3, 85% of modified alkyd resin, 1.5% of composite drier, 0.25% of zirconium isooctanoate with 12% of metal content, 0.25% of antiskinning agent, 3.5% of dimethylbenzene and 9.5% of No. 200 solvent oil are mixed according to the mass ratio to prepare a varnish composition.
Example 6
Based on the example 3, 90% of modified alkyd resin, 2% of composite drier, 0.5% of zirconium isooctanoate with 12% of metal content, 0.5% of antiskinning agent, 4% of dimethylbenzene and 3% of No. 200 solvent oil are mixed according to the mass ratio to prepare a varnish composition.
Comparative example
25% of soybean oil acid, 10% of pentaerythritol, 10% of phthalic anhydride, 2% of benzoic acid, 1% of dimethylbenzene and 55% of No. 200 solvent oil are taken, and fully stirred and uniformly mixed to obtain the existing synthetic alkyd resin.
90% of synthetic alkyd resin, 2% of composite drier, 0.5% of zirconium isooctanoate with 12% of metal content, 0.5% of antiskinning agent, 4% of dimethylbenzene and 3% of No. 200 solvent oil are mixed to prepare the conventional alkyd varnish.
Experimental example
The varnishes prepared in comparative examples and examples 4-6 were subjected to surface drying, real drying and hardness property tests to verify the properties of the varnish compositions prepared from the modified alkyd resins of the invention, and the test results are shown in the following table.
| Detecting items | Comparative example | Example 4 | Example 5 | Example 6 |
| Surface dry | 5h | 4.6h | 4.2h | 4h |
| Drying | 24h | 19h | 17h | 16h |
| Hardness of | 0.20 | 0.23 | 0.25 | 0.25 |
Compared with the existing alkyd varnish, the varnish composition prepared from the modified alkyd resin has obviously shortened surface drying time and real drying time, the real drying time can be shortened to 16 hours, and the hardness is obviously improved to be up to 0.25.
The foregoing description of the preferred embodiments of the invention is not intended to limit the invention to the particular embodiments disclosed, but on the contrary, the intention is to cover all modifications, equivalents, and alternatives falling within the spirit and scope of the invention.
Claims (6)
1. The modified alkyd resin comprises the following components in percentage by weight: consists of 25-30% of soybean oil, 10-15% of pentaerythritol, 10-15% of (Z) -5- (6- (4-carboxyphenyl) -2-oxoindoline-3-methylene) -2, 4-dimethyl-1H-pyrrole-3-carboxylic acid, 2-5% of benzoic acid, 1-3% of dimethylbenzene and the balance of No. 200 solvent oil, wherein the sum of the content percentages of the components is 100%; the purity of the (Z) -5- (6- (4-carboxyphenyl) -2-oxoindoline-3-methylene) -2, 4-dimethyl-1H-pyrrole-3-carboxylic acid is more than or equal to 90%, and the purity of pentaerythritol is 100%.
2. The modified alkyd resin of claim 1, wherein the preparation method of (Z) -5- (6- (4-carboxyphenyl) -2-oxoindoline-3-ylidenemethyl) -2, 4-dimethyl-1H-pyrrole-3-carboxylic acid is as follows:
(1) Dissolving 4- (2-indolone) benzoic acid in ethanol, adding ethyl 2, 4-dimethyl-5-formyl-1H-pyrrole-3-carboxylate, adding piperidine, heating to 80-100 ℃ and refluxing for 2 hours to obtain a first reflux product;
(2) Extracting the first reflux product by using ethyl acetate, washing by using water, drying by using anhydrous sodium sulfate, and purifying by column chromatography to obtain a first purified product;
(3) Taking the first purified product, adding tetrahydrofuran, deionized water and potassium hydroxide, heating to 65-75 ℃ and refluxing for 3 hours to obtain a second refluxing product;
(4) Extracting the second reflux product with dichloromethane twice, adjusting the pH of the water layer to 2-3, filtering, and drying to obtain the final product;
。
3. the modified alkyd resin of claim 2, wherein: in the step (1), the molar ratio of the 4- (2-indolone) benzoic acid to the ethyl 2, 4-dimethyl-5-formyl-1H-pyrrole-3-carboxylate to the piperidine is 1:1: the dosage ratio of the 2,4- (2-indolone) benzoic acid to the ethanol is 100 mg:2mL.
4. The modified alkyd resin of claim 2, wherein: in the step (3), the mass ratio of the first purified product to the potassium hydroxide is 10:9, and the dosage ratio of tetrahydrofuran, deionized water and potassium hydroxide is 1mL to 2mL:135mg.
5. A varnish composition characterized in that: a raw material composition comprising the modified alkyd resin of any of claims 1-4.
6. The varnish composition of claim 5, wherein the components are in weight percent: the modified alkyd resin consists of 80-90% of modified alkyd resin, 1-2% of composite drier, 0.1-0.5% of zirconium isooctanoate with 12% of metal content, 0.1-0.5% of antiskinning agent, 3-4% of dimethylbenzene and the balance of No. 200 solvent oil, wherein the sum of the content percentages of the components is 100%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311381425.7A CN117362615A (en) | 2023-10-24 | 2023-10-24 | Modified alkyd resin and varnish composition containing modified alkyd resin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311381425.7A CN117362615A (en) | 2023-10-24 | 2023-10-24 | Modified alkyd resin and varnish composition containing modified alkyd resin |
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| Publication Number | Publication Date |
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| CN117362615A true CN117362615A (en) | 2024-01-09 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202311381425.7A Pending CN117362615A (en) | 2023-10-24 | 2023-10-24 | Modified alkyd resin and varnish composition containing modified alkyd resin |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN117362615A (en) |
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2023
- 2023-10-24 CN CN202311381425.7A patent/CN117362615A/en active Pending
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