CN107936846B - Modified rosin resin and preparation method and application thereof - Google Patents
Modified rosin resin and preparation method and application thereof Download PDFInfo
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- CN107936846B CN107936846B CN201711401931.2A CN201711401931A CN107936846B CN 107936846 B CN107936846 B CN 107936846B CN 201711401931 A CN201711401931 A CN 201711401931A CN 107936846 B CN107936846 B CN 107936846B
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09F—NATURAL RESINS; FRENCH POLISH; DRYING-OILS; DRIERS (SICCATIVES); TURPENTINE
- C09F1/00—Obtaining purification, or chemical modification of natural resins, e.g. oleo-resins
- C09F1/04—Chemical modification, e.g. esterification
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/08—Printing inks based on natural resins
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D193/00—Coating compositions based on natural resins; Coating compositions based on derivatives thereof
- C09D193/04—Rosin
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J193/00—Adhesives based on natural resins; Adhesives based on derivatives thereof
- C09J193/04—Rosin
Abstract
The invention provides a modified rosin resin and a preparation method and application thereof, wherein the modified rosin resin is prepared by reacting rosin, carboxylic acid with a benzene ring, an epoxy compound, maleic acid and derivatives thereof, and ether compounds with hydroxyl. According to the modified rosin resin provided by the invention, a hydrophobic group benzene ring is introduced into a rosin molecule, and an ether compound with hydroxyl reacts with a hydrophilic group carboxyl to generate an ester group with low hydrophilicity, so that the water resistance of the rosin resin is greatly improved; and in the preparation process of the modified rosin resin, an organic solvent is not used as a reaction medium, so that the defects of environmental pollution and solvent residue of a product are avoided, and the modified rosin resin is safe and environment-friendly.
Description
Technical Field
The invention relates to the field of rosin modification, in particular to a modified rosin resin and a preparation method and application thereof.
Background
China is a large country for producing rosin, and the annual production of gum rosin is over 50 million tons and is the first place in the world. Rosin has many excellent properties such as corrosion resistance, moisture resistance, insulation, adhesion, emulsification, softening, etc., and is widely used in various industrial sectors. Among them, rosin is mainly used as a binder in the ink printing industry.
The binder is the base material of ground toner in ink manufacturing, the main mobile phase and the film forming material after the ink is dried, and directly determines the service performance and printing effect of the ink, such as viscosity, adhesive force, glossiness and dryness. The technical innovation of the vehicle determines the technical innovation of the ink, and the technical innovation directly influences the service performance and the printing effect of the ink.
However, the structural characteristics of rosin cause some defects in its performance, such as high tendency to crystallize, low softening point, high acid value, etc., which limits its application in ink. Therefore, the selection of the optimal process conditions for the comprehensive chemical modification of the two active centers of the rosin has very important significance. The chemical modification of rosin is generally based on monocarboxylic acid and carbon-carbon double bond in its structure, and uses these two reactive groups to introduce other functional groups to achieve the purpose of modification.
In my earlier research (201710180667.8 a modified rosin resin, a preparation method and ink adopting the modified rosin resin), epoxy resin and maleic anhydride are adopted to modify the rosin resin to prepare the ultraviolet-curable modified rosin resin, and the ultraviolet-curable modified rosin resin is applied to the ultraviolet-curable ink and shows better miscibility, pigment wettability and faster drying speed. However, with the progress of research, it was found that a modified rosin resin prepared from rosin, epoxy resin and maleic anhydride has a disadvantage of poor water resistance when used as an ink vehicle because of hydrophilic carboxyl groups on the molecular chain. The water resistance of the ink binder is poor, after the ink contacts water, the water easily enters the ink to cause ink emulsification and viscosity reduction, the structure of the ink is damaged, the performance of the ink is changed, and corresponding printing faults can occur.
Therefore, the improvement of the water resistance of rosin resin, and the research and development of a modified rosin resin with excellent performance are problems to be solved in the field, and are always the focus of attention of researchers.
Disclosure of Invention
The invention aims to overcome the defects in the prior art and provides the modified rosin resin, the preparation method and the application thereof.
In order to achieve the above purpose, the present application provides the following technical solutions:
in a first aspect, the invention provides a modified rosin resin prepared by reacting rosin, carboxylic acid with a benzene ring, an epoxy compound, maleic acid and a derivative thereof, and an ether compound with a hydroxyl group.
Preferably, the modified rosin resin is prepared by reacting rosin, carboxylic acid with a benzene ring, an epoxy compound, maleic acid and a derivative thereof, and an ether compound with hydroxyl under the action of a catalyst.
Further preferably, the catalyst comprises one or more of triphenylphosphine and triethylamine.
Still more preferably, the mass ratio of the total mass of the rosin, the carboxylic acid with a benzene ring and the epoxy compound to the catalyst is 1: 0.001 to 0.02 (more preferably 1:0.002 to 0.008).
Preferably, the rosin comprises one or more of gum rosin, polymerized rosin and disproportionated rosin.
Preferably, the carboxylic acid with a benzene ring comprises one or more of benzoic acid, isophthalic acid and phthalic acid.
Preferably, the epoxy compound comprises one or more of epoxy resin DER331, ethylene glycol diglycidyl ether, propylene glycol diglycidyl ether and butanediol diglycidyl ether.
Preferably, the derivative of the maleic acid and the derivative thereof is maleic anhydride.
Preferably, the ether compound with hydroxyl comprises one or more of p-hydroxyanisole, butyl hydroxyanisole, 4-hydroxybutyl vinyl ether and trimethylolpropane diallyl ether.
Preferably, the molar ratio of the rosin to the epoxy compound is 0.5-1.5: 1.
Further preferably, the molar ratio of the rosin to the epoxy compound is 1: 1.
Preferably, the molar ratio of the carboxylic acid with a benzene ring to the epoxy compound is 0.5-1.5: 1.
Further preferably, the molar ratio of the carboxylic acid having a benzene ring to the epoxy compound is 1: 1.
Preferably, the molar ratio of the maleic acid and the derivatives thereof to the epoxy compound is 1-2: 1.
Further preferably, the molar ratio of the maleic acid and the derivative thereof to the epoxy compound is 2: 1.
Preferably, the molar ratio of the ether compound with hydroxyl to the maleic acid and the derivative thereof is 0.5-1: 1.
More preferably, the molar ratio of the ether compound with hydroxyl group to the maleic acid and the derivative thereof is 1: 1.
In a second aspect, the invention provides a preparation method of a modified rosin resin, which comprises the following steps:
(1) uniformly mixing rosin, carboxylic acid with a benzene ring, an epoxy compound and a catalyst, and reacting at 90-110 ℃ for 2-4 hours to obtain a reaction intermediate;
(2) and (2) mixing the reaction intermediate obtained in the step (1) with an ether compound with hydroxyl, maleic acid and a derivative thereof, and reacting at 140-160 ℃ for 2-4 h to obtain the modified rosin resin.
It is to be understood that the method for mixing the rosin, the epoxy compound and the catalyst in the step (1) of the present invention is not particularly limited, and a mixing method well known to those skilled in the art may be used.
Preferably, in the step (1), the rosin comprises one or more of gum rosin, polymerized rosin and disproportionated rosin.
Preferably, in the step (1), the carboxylic acid with a benzene ring comprises one or more of benzoic acid, isophthalic acid and phthalic acid.
Preferably, in the step (1), the epoxy compound includes one or more of epoxy resin DER331, ethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, and butanediol diglycidyl ether.
Preferably, in the step (1), the catalyst comprises one or more of triphenylphosphine and triethylamine.
Preferably, in the step (1), the molar ratio of the rosin to the epoxy compound is 0.5-1.5: 1.
Further preferably, in the step (1), the molar ratio of the rosin to the epoxy compound is 1: 1.
Preferably, in the step (1), the molar ratio of the carboxylic acid with a benzene ring to the epoxy compound is 0.5-1.5: 1.
Further preferably, in the step (1), the molar ratio of the carboxylic acid having a benzene ring to the epoxy compound is 1: 1.
Preferably, in the step (1), the mass ratio of the total mass of the rosin, the carboxylic acid with a benzene ring and the epoxy compound to the catalyst is 1: 0.001 to 0.02 (more preferably 1:0.002 to 0.008).
Preferably, in the step (1), the reaction temperature is 100 ℃.
Preferably, in the step (1), the reaction time is 3 h.
Preferably, in the step (2), the ether compound with hydroxyl group includes one or more of p-hydroxyanisole, butyl hydroxyanisole, 4-hydroxybutyl vinyl ether, and trimethylolpropane diallyl ether.
Preferably, in the step (2), the maleic acid and the derivative of the maleic acid derivative are maleic anhydride.
Preferably, in the step (2), the molar ratio of the maleic acid and the derivative thereof to the epoxy compound in the step (1) is 1-2: 1.
Further preferably, in the step (2), the molar ratio of the maleic acid and the derivative thereof to the epoxy compound in the step (1) is 2: 1.
Preferably, in the step (2), the molar ratio of the ether compound with hydroxyl group to the maleic acid and the derivative thereof is 0.5-1: 1.
More preferably, in the step (2), the molar ratio of the ether compound with hydroxyl group to the maleic acid and the derivative thereof is 1: 1.
Preferably, in the step (2), the reaction temperature is 150 ℃.
Preferably, in the step (2), the reaction time is 3 h.
Preferably, the modified rosin resin of the first aspect of the invention is prepared by the preparation method of the modified rosin resin of the second aspect of the invention.
The principle of the invention is as follows: the invention provides a modified rosin resin, which is prepared by reacting rosin and carboxyl on carboxylic acid with benzene ring with epoxy group on epoxy compound under the action of catalyst to obtain intermediate with hydroxyl; and adding ether compounds with hydroxyl, maleic acid and derivatives thereof, wherein the maleic acid and the derivatives thereof directly react with the intermediate and the hydroxyl on the ether compounds to obtain the modified rosin resin. Because hydrophobic group benzene rings are introduced into the molecules of the modified rosin resin, and carboxyl groups in the system completely react with hydroxyl groups to generate ester groups with low hydrophilicity, the water resistance of the modified rosin resin is greatly improved.
In a third aspect, the invention provides a use of the modified rosin resin as described in the first aspect in the preparation of inks, coatings, paints or adhesives.
The invention has the following beneficial effects:
(1) the invention provides a modified rosin resin, which is characterized in that a hydrophobic group (benzene ring) is introduced into a molecular chain of the rosin resin, and a hydrophilic group (carboxyl) is reacted by adopting an ether compound with hydroxyl to generate an ester group with low hydrophilicity, so that the water resistance of the rosin resin is improved;
(2) according to the rosin resin modification method provided by the invention, an organic solvent is not used as a reaction medium in the reaction process, the defects of environmental pollution and solvent residue of the product are avoided, and no other byproduct is generated outside the product, so that an additional post-treatment process is not required for the product, the energy consumption in the preparation process is low, no pollution is caused, and the green and environment-friendly synthesis is realized.
Drawings
In order to more clearly illustrate the embodiments of the present application or the technical solutions in the prior art, the drawings used in the description of the embodiments or the prior art will be briefly described below, it is obvious that the drawings in the following description are only some embodiments of the present application, and for those skilled in the art, other drawings can be obtained according to the drawings without creative efforts.
FIG. 1 is a table showing the progress of the emulsion ratios of the inks provided in the examples of the present invention.
Detailed Description
In order to make the objects, technical solutions and advantages of the embodiments of the present invention clearer, the technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the drawings in the embodiments of the present invention, and it is obvious that the described embodiments are some, but not all, embodiments of the present invention. All other embodiments, which can be obtained by a person skilled in the art without any inventive step based on the embodiments of the present invention, are within the scope of the present invention.
Example 1
The embodiment of the invention provides a preparation method of modified rosin resin, which comprises the following steps:
(1) adding 30.2g (0.1mol) of gum rosin and 34g (0.1mol) of epoxy resin DER331 into a 500mL three-necked bottle with mechanical stirring, heating to 140 ℃, vacuumizing to promote the melting of reactants, cooling to 100 ℃, adding 0.76g of triphenylphosphine and 12.2g (0.1mol) of benzoic acid, and stirring at 100 ℃ for reaction for 3 hours;
(2) then 24.80g (0.2mol) of p-hydroxyanisole and 23.2g (0.2mol) of maleic acid are added to react for 3 hours at 150 ℃ to obtain the modified rosin resin I.
The test result shows that the structural formula of the modified rosin resin I is as follows:
example 2
The embodiment of the invention provides a preparation method of modified rosin resin, which comprises the following steps:
(1) adding 45.3g (0.15mol) of gum rosin and 34g (0.1mol) of epoxy resin DER331 into a 500mL three-necked bottle with mechanical stirring, heating to 140 ℃, vacuumizing to promote the melting of reactants, cooling to 90 ℃, adding 0.76g of triphenylphosphine and 8.3g (0.05mol) of isophthalic acid, and stirring at 90 ℃ for reaction for 4 hours;
(2) then, 27g (0.15mol) of butylhydroxyanisole and 17.4g (0.15mol) of maleic acid were added thereto and reacted at 140 ℃ for 4 hours to obtain a modified rosin resin II.
Example 3
The embodiment of the invention provides a preparation method of modified rosin resin, which comprises the following steps:
(1) adding 60.5g (0.1mol) of polymerized rosin and 17.4g (0.1mol) of ethylene glycol diglycidyl ether into a 500mL three-necked bottle with mechanical stirring, heating to 140 ℃, vacuumizing to promote the melting of reactants, cooling to 110 ℃, adding 0.76g of triphenylphosphine and 8.3g (0.05mol) of phthalic acid, and stirring at 110 ℃ for reaction for 2 hours;
(2) then 11.6g (0.1mol) of 4-hydroxybutyl vinyl ether and 11.6g (0.1mol) of maleic acid were added and reacted at 160 ℃ for 2 hours to obtain modified rosin resin III.
Example 4
The embodiment of the invention provides a preparation method of modified rosin resin, which comprises the following steps:
(1) adding 30.25g (0.05mol) of polymerized rosin and 18.8g (0.1mol) of propylene glycol diglycidyl ether into a 500mL three-necked bottle with mechanical stirring, heating to 140 ℃, vacuumizing to promote the melting of reactants, cooling to 100 ℃, adding 0.76g of triethylamine and 18.3g (0.15mol) of benzoic acid, and stirring at 100 ℃ for reaction for 4 hours;
(2) then, 21.4g (0.1mol) of trimethylolpropane diallyl ether and 23.2g (0.2mol) of maleic acid were added thereto and reacted at 150 ℃ for 2 hours to obtain modified rosin resin IV.
Example 5
The embodiment of the invention provides a preparation method of modified rosin resin, which comprises the following steps:
(1) adding 30.4g (0.1mol) of disproportionated rosin and 20.2g (0.1mol) of butanediol diglycidyl ether into a 500mL three-necked bottle with mechanical stirring, heating to 140 ℃, vacuumizing to promote the melting of reactants, cooling to 90 ℃, adding 0.76g of triethylamine and 12.2g (0.1mol) of benzoic acid, and stirring at 90 ℃ for reaction for 3 hours;
(2) then, 24.8g (0.2mol) of p-hydroxyanisole and 19.6g (0.2mol) of maleic anhydride were added and reacted at 160 ℃ for 3 hours to obtain modified rosin resin five.
Example 6
The embodiment of the invention provides a preparation method of modified rosin resin, which comprises the following steps:
(1) adding 30.4g (0.1mol) of disproportionated rosin and 34g (0.1mol) of epoxy resin DER331 into a 500mL three-necked bottle with mechanical stirring, heating to 140 ℃, vacuumizing to promote the melting of reactants, cooling to 100 ℃, adding 0.76g of triphenylphosphine and 12.2g (0.1mol) of benzoic acid, and stirring at 100 ℃ for reaction for 3 hours;
(2) then 42.8g (0.2mol) of trimethylolpropane diallyl ether and 19.6g (0.2mol) of maleic anhydride were added and reacted at 150 ℃ for 3 hours to obtain modified rosin resin six.
Example 7
The embodiment of the invention provides a preparation method of modified rosin resin, which comprises the following steps:
(1) adding 60.5g (0.2mol) of gum rosin and 34g (0.1mol) of epoxy resin DER331 into a 500mL three-necked bottle with mechanical stirring, heating to 140 ℃, vacuumizing to promote the melting of reactants, cooling to 100 ℃, adding 0.76g of triphenylphosphine, and stirring at 100 ℃ for reaction for 3 hours;
(2) then 23.2g (0.2mol) of maleic acid is added to react for 3h at 150 ℃ to obtain the modified rosin resin seven.
The test result shows that the structural formula of the modified rosin resin seven is as follows:
example 8
To further illustrate the benefits of the present invention, the modified rosin resins prepared in examples 1-7 were formulated into inks and tested for curing and emulsifying properties, respectively.
The specific method for preparing the ink from the modified rosin resin is as follows: after 27.5g of modified rosin resin and 47.5g of propoxylated glycerol triacrylate were dissolved by stirring, 4g of 2-methyl-1- [ 4-methylthiophenyl ] -2-morpholinyl-1-propanone, 1g of 2-isopropylthioxanthone and 20g of basf 57: 1, stirring the mixture for 20min at the rotating speed of 300 revolutions per minute, and grinding the mixture by a three-roller machine to prepare an ultraviolet curing ink sample.
The curing speed test method is as follows: the prepared ink sample was coated on a blank paper sheet with a thickness of about 15 μm using a printer, cured at a speed of 100 m/min using an ultraviolet lamp with a tunable filter at a power of 50W/CM line power over a wavelength range of 320-420, and the number of passes under the lamp required to obtain a good surface and complete curing was recorded, with the results shown in Table 1 below.
TABLE 1 measurement results of ultraviolet ray irradiation curing effect
The method for testing the emulsifying property comprises the following steps: mixing 100g of the ink sample and 100g of the fountain solution by using an oil-water incompatibility principle, stirring the mixture at a high speed, forming a stable saturated state of the ink sample and the fountain solution within a certain time, removing free fountain water in the ink sample as much as possible, accurately measuring the weight of the fountain solution remained in the ink sample, and then dividing the weight of the free fountain solution by the total amount of the fountain solution to obtain an emulsion rate value, wherein the test data are shown in table 2 and figure 1.
TABLE 2 emulsification Rate test data for inks
As can be seen from the curing effect test data, the passing times required for complete curing of the inks prepared from the modified rosin resins prepared in examples 1 to 6 are 3 to 4, and the passing times required for complete curing of the inks prepared from the modified rosin resins prepared in example 7 are 4, which are not different from each other. This indicates that the addition of the carboxylic acid having a benzene ring and the ether compound having a hydroxyl group does not greatly affect the curing rate of the ink.
As can be seen from the emulsification performance test data, the emulsification rates of the inks prepared from the modified rosin resins prepared in examples 1-6 after 60min are all lower than 30%, and the inks have higher water resistance. The modified rosin resin prepared in example 7, to which carboxylic acid having a benzene ring and ether compound having a hydroxyl group were not added, was found to have an emulsion rate of 40.6% after 60min, which was much higher than that of the modified rosin resins prepared in examples 1 to 6. This shows that the water resistance of the modified rosin resin prepared by adding carboxylic acid with benzene ring and ether compound with hydroxyl is improved.
Finally, it should be noted that: it should be understood that the above examples are only for clearly illustrating the present application and are not intended to limit the embodiments. Other variations and modifications in light of the above teachings may occur to those skilled in the art. And are neither required nor exhaustive of all embodiments. And obvious variations or modifications of this invention may be made without departing from the spirit or scope of the invention.
Claims (4)
1. A modified rosin resin is characterized in that the modified rosin resin is prepared by reacting rosin, carboxylic acid with a benzene ring, an epoxy compound, maleic acid and derivatives thereof, and ether compounds with hydroxyl;
the carboxylic acid with a benzene ring comprises one or more of benzoic acid, isophthalic acid and phthalic acid; the ether compound with hydroxyl comprises one or more of p-hydroxyanisole, butyl hydroxyanisole, 4-hydroxybutyl vinyl ether and trimethylolpropane diallyl ether; the epoxy compound comprises one or more of epoxy resin DER331, ethylene glycol diglycidyl ether, propylene glycol diglycidyl ether and butanediol diglycidyl ether;
the molar ratio of the rosin to the epoxy compound is 0.5-1.5: 1, the molar ratio of the carboxylic acid with a benzene ring to the epoxy compound is 0.5-1.5: 1, the molar ratio of the ether compound with hydroxyl to the maleic acid and the derivative thereof is 0.5-1: 1, and the molar ratio of the maleic acid and the derivative thereof to the epoxy compound is 1-2: 1;
the modified rosin resin is prepared by the following method: (1) uniformly mixing rosin, carboxylic acid with a benzene ring, an epoxy compound and a catalyst, and reacting at 90-110 ℃ for 2-4 hours to obtain a reaction intermediate; (2) and (2) mixing the reaction intermediate obtained in the step (1) with an ether compound with hydroxyl, maleic acid and a derivative thereof, and reacting at 140-160 ℃ for 2-4 h to obtain the modified rosin resin.
2. The modified rosin resin according to claim 1, wherein said rosin comprises one or more of gum rosin, polymerized rosin, disproportionated rosin.
3. A preparation method of a modified rosin resin comprises the following steps:
(1) uniformly mixing rosin, carboxylic acid with a benzene ring, an epoxy compound and a catalyst, and reacting at 90-110 ℃ for 2-4 hours to obtain a reaction intermediate;
(2) mixing the reaction intermediate obtained in the step (1) with an ether compound with hydroxyl, maleic acid and a derivative thereof, and reacting at 140-160 ℃ for 2-4 h to obtain modified rosin resin;
in the step (1), the carboxylic acid with a benzene ring comprises one or more of benzoic acid, isophthalic acid and phthalic acid, the epoxy compound comprises one or more of epoxy resin DER331, ethylene glycol diglycidyl ether, propylene glycol diglycidyl ether and butanediol diglycidyl ether, the molar ratio of the rosin to the epoxy compound is 0.5-1.5: 1, and the molar ratio of the carboxylic acid with a benzene ring to the epoxy compound is 0.5-1.5: 1;
in the step (2), the ether compound with hydroxyl comprises one or more of p-hydroxyanisole, butyl hydroxyanisole, 4-hydroxybutyl vinyl ether and trimethylolpropane diallyl ether, the molar ratio of the maleic acid and the derivatives thereof to the epoxy compound in the step (1) is 1-2: 1, and the molar ratio of the ether compound with hydroxyl to the maleic acid and the derivatives thereof is 0.5-1: 1.
4. Use of the modified rosin resin of claim 1 in the preparation of inks, coatings paints or adhesives.
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| CN201711401931.2A CN107936846B (en) | 2017-12-22 | 2017-12-22 | Modified rosin resin and preparation method and application thereof |
| PCT/CN2018/117104 WO2019120036A1 (en) | 2017-12-22 | 2018-11-23 | Modified rosin resin, preparation method therefor, and application thereof |
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| CN107936846B (en) * | 2017-12-22 | 2020-09-08 | 惠州市华泓新材料股份有限公司 | Modified rosin resin and preparation method and application thereof |
| CN110713797B (en) * | 2018-07-12 | 2021-06-01 | 常州强力电子新材料股份有限公司 | Epoxy grafted rosin, preparation method thereof, composition containing epoxy grafted rosin and application of composition |
| CN112126356B (en) * | 2020-09-27 | 2023-03-24 | 广东科茂林产化工股份有限公司 | Modified rosin resin for ultraviolet curing ink and preparation method thereof |
| CN116200123B (en) * | 2022-12-30 | 2024-03-01 | 江苏燕山光伏设备有限公司 | Erosion-resistant ultraviolet photovoltaic bracket, coating composition and preparation method of coating composition |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04292637A (en) * | 1991-03-20 | 1992-10-16 | Mitsubishi Rayon Co Ltd | Composite material |
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| JPH0812944A (en) * | 1994-07-04 | 1996-01-16 | Shinnakamura Kagaku Kogyo Kk | Carboxylated rosin ester and its production |
| CN102558574B (en) * | 2012-01-04 | 2014-12-10 | 江苏博特新材料有限公司 | Surface modification method of carboxyl-containing high-water-absorbability resin |
| CN104211908A (en) * | 2014-08-14 | 2014-12-17 | 广西众昌树脂有限公司 | Preparation method of rosin modified epoxy ester resin |
| CN106905151B (en) * | 2017-03-24 | 2020-04-03 | 惠州市华泓新材料有限公司 | Modified rosin resin, preparation method and ink adopting modified rosin resin |
| CN107936846B (en) * | 2017-12-22 | 2020-09-08 | 惠州市华泓新材料股份有限公司 | Modified rosin resin and preparation method and application thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04292637A (en) * | 1991-03-20 | 1992-10-16 | Mitsubishi Rayon Co Ltd | Composite material |
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