CN115894862A - Low-viscosity TOFA modified epoxy resin and preparation method thereof - Google Patents
Low-viscosity TOFA modified epoxy resin and preparation method thereof Download PDFInfo
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- CN115894862A CN115894862A CN202211620921.9A CN202211620921A CN115894862A CN 115894862 A CN115894862 A CN 115894862A CN 202211620921 A CN202211620921 A CN 202211620921A CN 115894862 A CN115894862 A CN 115894862A
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- epoxy resin
- tofa
- viscosity
- liquid epoxy
- fatty acid
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- 239000003822 epoxy resin Substances 0.000 title claims abstract description 38
- 229920000647 polyepoxide Polymers 0.000 title claims abstract description 38
- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- CZRCFAOMWRAFIC-UHFFFAOYSA-N 5-(tetradecyloxy)-2-furoic acid Chemical compound CCCCCCCCCCCCCCOC1=CC=C(C(O)=O)O1 CZRCFAOMWRAFIC-UHFFFAOYSA-N 0.000 title claims 5
- 239000004850 liquid epoxy resins (LERs) Substances 0.000 claims abstract description 40
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 32
- 229930195729 fatty acid Natural products 0.000 claims abstract description 32
- 239000000194 fatty acid Substances 0.000 claims abstract description 32
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 32
- 239000003784 tall oil Substances 0.000 claims abstract description 30
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 32
- 239000003054 catalyst Substances 0.000 claims description 18
- 239000004593 Epoxy Substances 0.000 claims description 15
- 238000010438 heat treatment Methods 0.000 claims description 15
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 claims description 14
- 238000002156 mixing Methods 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 10
- 230000004048 modification Effects 0.000 claims description 9
- 238000012986 modification Methods 0.000 claims description 9
- GBYIPEFQQCCCJP-UHFFFAOYSA-N Cl.C(C)C1=C(C=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1 Chemical compound Cl.C(C)C1=C(C=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1 GBYIPEFQQCCCJP-UHFFFAOYSA-N 0.000 claims description 4
- JYNMIXFGWAQWLU-UHFFFAOYSA-N [I-].CCC1=CC=CC=C1[PH+](C=1C=CC=CC=1)C1=CC=CC=C1 Chemical compound [I-].CCC1=CC=CC=C1[PH+](C=1C=CC=CC=1)C1=CC=CC=C1 JYNMIXFGWAQWLU-UHFFFAOYSA-N 0.000 claims description 4
- -1 bisphenol a Substances 0.000 claims description 4
- SIDXFGMQLJSRTB-UHFFFAOYSA-N (2-butylphenyl)-diphenylphosphanium bromide Chemical compound [Br-].CCCCC1=CC=CC=C1[PH+](C=1C=CC=CC=1)C1=CC=CC=C1 SIDXFGMQLJSRTB-UHFFFAOYSA-N 0.000 claims description 3
- KCFOLUKWAIAKFB-UHFFFAOYSA-N CCC(C=CC=C1)=C1P(C1=CC=CC=C1)C1=CC=CC=C1.Br Chemical compound CCC(C=CC=C1)=C1P(C1=CC=CC=C1)C1=CC=CC=C1.Br KCFOLUKWAIAKFB-UHFFFAOYSA-N 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims 4
- 229920005989 resin Polymers 0.000 abstract description 7
- 239000011347 resin Substances 0.000 abstract description 7
- 238000000576 coating method Methods 0.000 abstract description 4
- 238000004132 cross linking Methods 0.000 abstract description 3
- 239000000945 filler Substances 0.000 abstract description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract description 2
- 239000000853 adhesive Substances 0.000 abstract description 2
- 230000001070 adhesive effect Effects 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract description 2
- 230000009257 reactivity Effects 0.000 abstract description 2
- 239000011248 coating agent Substances 0.000 abstract 2
- 238000010276 construction Methods 0.000 abstract 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 239000000758 substrate Substances 0.000 abstract 1
- 238000003756 stirring Methods 0.000 description 8
- 238000007142 ring opening reaction Methods 0.000 description 4
- 125000003700 epoxy group Chemical group 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000002253 acid Substances 0.000 description 2
- 238000005034 decoration Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229920001187 thermosetting polymer Polymers 0.000 description 2
- HQZUBUSJSTUEBF-UHFFFAOYSA-N (2-butylphenyl)-diphenylphosphane Chemical class CCCCC1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 HQZUBUSJSTUEBF-UHFFFAOYSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- BTXXTMOWISPQSJ-UHFFFAOYSA-N 4,4,4-trifluorobutan-2-one Chemical compound CC(=O)CC(F)(F)F BTXXTMOWISPQSJ-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- BQACOLQNOUYJCE-FYZZASKESA-N Abietic acid Natural products CC(C)C1=CC2=CC[C@]3(C)[C@](C)(CCC[C@@]3(C)C(=O)O)[C@H]2CC1 BQACOLQNOUYJCE-FYZZASKESA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- RSWGJHLUYNHPMX-ONCXSQPRSA-N abietic acid Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-ONCXSQPRSA-N 0.000 description 1
- 239000004841 bisphenol A epoxy resin Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000001723 curing Methods 0.000 description 1
- JHYNXXDQQHTCHJ-UHFFFAOYSA-M ethyl(triphenyl)phosphanium;bromide Chemical compound [Br-].C=1C=CC=CC=1[P+](C=1C=CC=CC=1)(CC)C1=CC=CC=C1 JHYNXXDQQHTCHJ-UHFFFAOYSA-M 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 235000020778 linoleic acid Nutrition 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000004634 thermosetting polymer Substances 0.000 description 1
Landscapes
- Epoxy Resins (AREA)
Abstract
The invention provides a low-viscosity TOFA modified epoxy resin and a preparation method thereof, belonging to the technical field of epoxy resins. Tall Oil Fatty Acid (TOFA) is adopted to modify liquid epoxy resin, a flexible chain segment (long carbon chain structure can improve the toughness and impact strength of the material) contained in the tall oil fatty acid is introduced into a molecular chain of low-molecular liquid epoxy resin, the toughness of the epoxy resin is improved, the viscosity of the epoxy resin and the cross-linking density of the cured resin are reduced, the resin fluidity and the coating toughness are improved, and the adhesive force of the coating to a metal substrate is improved; the TOFA modified epoxy resin prepared by the invention has no reduced reactivity, can be cured at normal temperature, can be added with various fillers at the later stage, meets the construction requirements of most coatings, and effectively solves the problem that the subsequent processing of downstream industries is difficult due to high viscosity and poor fluidity of liquid epoxy resin.
Description
Technical Field
The invention relates to the technical field of epoxy resin, in particular to low-viscosity TOFA modified epoxy resin and a preparation method thereof.
Background
The epoxy resin is a generic name of a polymer having two or more epoxy groups in a molecule. Because of the chemical activity of the epoxy group, a plurality of compounds containing active hydrogen can be used for ring opening, curing and crosslinking to generate a network structure, so the epoxy resin is a thermosetting resin. The bisphenol A epoxy resin has the largest yield and the most complete variety, and the new modified varieties are continuously increased and the quality is continuously improved.
Among thermosetting polymers, epoxy resin networks have excellent mechanical, thermal and chemical stability, and at the same time have corrosion resistance, and they are the most common type of polymers and have wide applications in the fields of coatings, adhesives, electronics, and composite materials. However, the common epoxy resin has high viscosity and poor fluidity, and the downstream manufacturers are difficult to prepare the finish paint by using the filler. Therefore, a green and environmentally friendly epoxy resin with low viscosity is needed.
Disclosure of Invention
The invention aims to provide a low-viscosity TOFA modified epoxy resin and a preparation method thereof.
In order to achieve the above object, the present invention provides the following technical solutions:
the invention provides a preparation method of low-viscosity TOFA modified epoxy resin, which comprises the following steps:
and mixing the liquid epoxy resin, tall oil fatty acid, bisphenol A and a catalyst, and modifying to obtain the low-viscosity TOFA modified epoxy resin.
Preferably, the liquid epoxy resin, tall oil fatty acid, bisphenol a, and catalyst mixture comprises: mixing tall oil fatty acid and liquid epoxy resin, heating to 90-120 ℃, adding bisphenol A, preserving heat for 15-30 min, and adding a catalyst.
Preferably, the catalyst comprises triphenylphosphine or a triphenylphosphine derivative.
Preferably, the triphenylphosphine derivative comprises butyltriphenylphosphine bromide, ethyltriphenylphosphine chloride, ethyltriphenylphosphine bromide, or ethyltriphenylphosphine iodide.
Preferably, the mass of the catalyst is 0.1 to 0.3% of the mass of the bisphenol A.
Preferably, the liquid epoxy resin comprises liquid epoxy resin E51 or liquid epoxy resin E54; the epoxy equivalent of the liquid epoxy resin is 180-190 g/eq.
Preferably, the mass ratio of the tall oil fatty acid to the liquid epoxy resin is (5-10) to (90-100).
Preferably, the mass of the bisphenol A is 5-10% of the total mass of the tall oil fatty acid and the liquid epoxy resin.
Preferably, the modification temperature is 140-160 ℃, and the time for heating to the modification temperature is 1-2 h.
The invention provides the low-viscosity TOFA modified epoxy resin prepared by the preparation method of the technical scheme, and the viscosity of the low-viscosity TOFA modified epoxy resin is 496-856 cp.s.
The invention provides a preparation method of low-viscosity TOFA modified epoxy resin, which comprises the following steps: mixing liquid epoxy resin, tall oil fatty acid, bisphenol A and a catalyst, and modifying to obtain the low-viscosity TOFA modified epoxy resin. According to the invention, tall Oil Fatty Acid (TOFA) is adopted to modify liquid epoxy resin, a flexible chain segment (long carbon chain structure can improve the toughness and impact strength of the material) contained in the tall oil fatty acid is introduced into a liquid epoxy resin molecular chain, the density of methyl and benzene rings in resin molecules can be reduced by the flexible chain segment, the influence of steric hindrance of the methyl and the benzene rings is reduced, and the motion capability of the resin chain segment is increased, so that the toughness of the epoxy resin is improved, the viscosity of the epoxy resin and the crosslinking density of the cured resin are reduced, and the resin fluidity is improved. Moreover, the epoxy group of the TOFA modified epoxy resin prepared by the invention is not damaged, and the change of epoxy equivalent is small, so that the reactivity is not reduced, the TOFA modified epoxy resin can be cured at normal temperature, and a plurality of fillers can be added in the later period.
The method is simple, easy to operate and convenient for industrial implementation.
Detailed Description
The invention provides a preparation method of low-viscosity TOFA modified epoxy resin, which comprises the following steps:
mixing liquid epoxy resin, tall oil fatty acid, bisphenol A and a catalyst, and modifying to obtain the low-viscosity TOFA modified epoxy resin.
In the present invention, unless otherwise specified, all the required starting materials for the preparation are commercially available products well known to those skilled in the art.
In the present invention, the liquid epoxy resin preferably includes a liquid epoxy resin E51 or a liquid epoxy resin E54; the epoxy equivalent of the liquid epoxy resin is preferably 180 to 190g/eq, more preferably 182.3 to 188.3g/eq, and still more preferably 184.2 to 186.6g/eq.
In the invention, in the tall oil fatty acid (TOFA, a mixture of oleic acid, linoleic acid and isomers thereof), the content of abietic acid is less than or equal to 2wt%, the acid value is more than or equal to 192mgKOH/g, and the content of fatty acid is more than or equal to 96wt%; the mass ratio of the Tall Oil Fatty Acid (TOFA) to the liquid epoxy resin is preferably (5-10) to (90-100), more preferably (5-9) to (91.6-95.33), and even more preferably (5-9) to (92-95). The source of the Tall Oil Fatty Acid (TOFA) is not particularly limited in the present invention and is commercially available as is well known in the art.
In the present invention, the mass of the bisphenol a is preferably 5 to 10%, more preferably 7.8 to 9.5%, and further preferably 8.0 to 8.6% of the total mass of the tall oil fatty acid and the liquid epoxy resin.
In the present invention, the catalyst preferably comprises triphenylphosphine or a triphenylphosphine derivative; the triphenylphosphine derivative preferably comprises butyltriphenylphosphine bromide, ethyltriphenylphosphine chloride, ethyltriphenylphosphine bromide or ethyltriphenylphosphine iodide.
In the present invention, the mass of the catalyst is preferably 0.1 to 0.3%, more preferably 0.13 to 0.2% of the mass of the bisphenol a.
In the present invention, the liquid epoxy resin, tall oil fatty acid, bisphenol a, and catalyst mixture preferably comprises: mixing tall oil fatty acid and liquid epoxy resin, stirring and heating to 90-120 ℃ (preferably 93-118 ℃, and more preferably 102-115 ℃), adding bisphenol A, keeping the temperature for 15-30 min (preferably 17-25 min, and more preferably 18-22 min), and adding a catalyst. The stirring temperature rise is not particularly limited in the present invention, and the temperature rise to the desired temperature may be carried out according to a stirring process well known in the art.
The method comprises the steps of mixing liquid epoxy resin with tall oil fatty acid, heating to 90-120 ℃ (preferably 93-118 ℃, and further preferably 102-115 ℃), and softening the epoxy resin by heating, so that the subsequent ring opening reaction is easy.
In the invention, the epoxy resin starts to generate ring-opening reaction after the bisphenol A is added, and the catalyst improves the reaction activity at high temperature after the catalyst is added, so that the ring-opening reaction process is accelerated, and the tall oil fatty acid is grafted on the liquid epoxy resin.
In the invention, the temperature of the modification is preferably 140-160 ℃, more preferably 145-152 ℃, and further preferably 146-147 ℃; the time for raising the temperature to the modification temperature is preferably 1 to 2 hours, more preferably 75 to 115min, and further preferably 80 to 100min; the invention preferably consists in raising the temperature from 90 to 120 ℃ to the temperature for the modification.
The technical solution of the present invention will be clearly and completely described below with reference to the embodiments of the present invention. It is to be understood that the described embodiments are merely exemplary of the invention, and not restrictive of the full scope of the invention. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
In the following examples, tall Oil Fatty Acid (TOFA) was purchased from ingenity, having a rosin acid content of 2wt% or less, an acid value of 192mgKOH/g or more, and a fatty acid content of 96wt% or more;
the viscosity is tested according to the method described in GB/T22314-2008, and the epoxy equivalent is tested according to the method described in GB/T4612-2008.
Example 1
30g of tall oil fatty acid and 550g of liquid epoxy resin E51 (epoxy equivalent is 186.6g/eq, viscosity is 12000cp.s.) are added into a 1000mL four-mouth bottle, mixed and heated, when the temperature is raised to 90 ℃ by stirring, 29.3g of bisphenol A is added, after the temperature is maintained for 15min, 0.09g of triphenylphosphine is added, the temperature is raised to 140 ℃ within 60min, and the TOFA modified epoxy resin is obtained, wherein the test viscosity is 536cp.s, and the epoxy equivalent is 184.2g/eq.
Example 2
Adding 25g of tall oil fatty acid and 475g of liquid epoxy resin E54 (epoxy equivalent is 188.3g/eq, viscosity is 11200cp.s) into a 1000mL four-mouth bottle, mixing and heating, stirring and heating to 102 ℃, adding 43g of bisphenol A, keeping the temperature for 25min, adding 0.13g of brominated butyl triphenylphosphine, heating to 145 ℃ within 80min to obtain the TOFA modified epoxy resin, wherein the test viscosity is 683cp.s, and the epoxy equivalent is 190.5g/eq.
Example 3
15g of tall oil fatty acid and 286g of liquid epoxy resin E54 (epoxy equivalent is 184.2g/eq, viscosity is 12500cp.s.) are added into a 500mL four-mouth bottle to be mixed and heated, when the temperature is raised to 115 ℃ by stirring, 23.5g of bisphenol A is added, after the temperature is kept for 30min, 0.05g of ethyl triphenyl phosphine chloride is added, and the temperature is raised to 152 ℃ within 100min to obtain the TOFA modified epoxy resin, wherein the test viscosity is 742cp.s, and the epoxy equivalent is 180.7g/eq.
Example 4
Adding 18g of tall oil fatty acid and 342g of liquid epoxy resin E51 (epoxy equivalent is 182.3g/eq, viscosity is 10500cp.s) into a 500mL four-mouth bottle, mixing and heating, stirring and heating to 118 ℃, adding 14.6g of bisphenol A, keeping the temperature for 22min, adding 0.03g of ethyl triphenyl phosphonium bromide, heating to 160 ℃ within 115min to obtain the TOFA modified epoxy resin, wherein the test viscosity is 496cp.s, and the epoxy equivalent is 177.8g/eq.
Example 5
Adding 40g of tall oil fatty acid and 380g of liquid epoxy resin E54 (epoxy equivalent is 187.2g/eq, viscosity is 13000cp.s) into a 1000mL four-mouth bottle, mixing and heating, stirring and heating to 93 ℃, adding 40g of bisphenol A, keeping the temperature for 17min, adding 0.05g of ethyl triphenyl phosphine iodide, heating to 147 ℃ within 75min to obtain the TOFA modified epoxy resin, wherein the test viscosity is 856cp.s, and the epoxy equivalent is 182.6g/eq.
The foregoing is only a preferred embodiment of the present invention, and it should be noted that, for those skilled in the art, various modifications and decorations can be made without departing from the principle of the present invention, and these modifications and decorations should also be regarded as the protection scope of the present invention.
Claims (10)
1. A preparation method of low-viscosity TOFA modified epoxy resin comprises the following steps:
mixing liquid epoxy resin, tall oil fatty acid, bisphenol A and a catalyst, and modifying to obtain the low-viscosity TOFA modified epoxy resin.
2. The method of claim 1, wherein the mixing of the liquid epoxy resin, tall oil fatty acid, bisphenol a, and catalyst comprises: mixing tall oil fatty acid and liquid epoxy resin, heating to 90-120 ℃, adding bisphenol A, preserving heat for 15-30 min, and adding a catalyst.
3. The production method according to claim 1 or 2, characterized in that the catalyst comprises triphenylphosphine or a triphenylphosphine derivative.
4. The production method according to claim 3, wherein the triphenylphosphine derivative comprises butyltriphenylphosphine bromide, ethyltriphenylphosphine chloride, ethyltriphenylphosphine bromide, or ethyltriphenylphosphine iodide.
5. The production method according to claim 1 or 4, wherein the mass of the catalyst is 0.1 to 0.3% of the mass of the bisphenol A.
6. The production method according to claim 1, wherein the liquid epoxy resin includes a liquid epoxy resin E51 or a liquid epoxy resin E54; the epoxy equivalent of the liquid epoxy resin is 180-190 g/eq.
7. The method according to claim 1 or 6, wherein the mass ratio of the tall oil fatty acid to the liquid epoxy resin is (5-10) to (90-100).
8. The method according to claim 1, wherein the bisphenol A is 5 to 10% by mass based on the total mass of the tall oil fatty acid and the liquid epoxy resin.
9. The method according to claim 1, wherein the temperature of the modification is 140 to 160 ℃ and the time for raising the temperature to the modification is 1 to 2 hours.
10. The low viscosity TOFA modified epoxy resin prepared by the preparation method of any one of claims 1-9, wherein the viscosity of the low viscosity TOFA modified epoxy resin is 496-856 cp.s.
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US4722981A (en) * | 1986-02-14 | 1988-02-02 | The Dow Chemical Company | Epoxy resins of controlled conversion and a process for their preparation |
US6071991A (en) * | 1997-01-21 | 2000-06-06 | Shell Oil Company | Modified epoxy resin modified epoxy resin composition and a process for the preparation of the modified epoxy resin |
JP2000248047A (en) * | 1999-03-04 | 2000-09-12 | Yuka Shell Epoxy Kk | Modified epoxy resin and composition for coating material |
CN102030886A (en) * | 2009-09-30 | 2011-04-27 | 关西涂料株式会社 | Epoxy resin combination and coating combination containing the same |
KR20120122127A (en) * | 2011-04-28 | 2012-11-07 | 코오롱인더스트리 주식회사 | Fatty acid-modified epoxy resin for paint, method of producing the same and paint composition comprising the same |
CN105061728A (en) * | 2015-08-04 | 2015-11-18 | 江苏扬农锦湖化工有限公司 | Modifying method of solid epoxy resin |
CN109627427A (en) * | 2018-11-19 | 2019-04-16 | 天津翔盛新材料有限公司 | A kind of preparation method of low viscosity epoxy resin and super levelling powdery paints |
CN114516949A (en) * | 2020-11-20 | 2022-05-20 | 南通星辰合成材料有限公司 | Anti-crystallization modified epoxy resin for crack sealer and preparation method and application thereof |
-
2022
- 2022-12-16 CN CN202211620921.9A patent/CN115894862A/en active Pending
Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4722981A (en) * | 1986-02-14 | 1988-02-02 | The Dow Chemical Company | Epoxy resins of controlled conversion and a process for their preparation |
US6071991A (en) * | 1997-01-21 | 2000-06-06 | Shell Oil Company | Modified epoxy resin modified epoxy resin composition and a process for the preparation of the modified epoxy resin |
JP2000248047A (en) * | 1999-03-04 | 2000-09-12 | Yuka Shell Epoxy Kk | Modified epoxy resin and composition for coating material |
CN102030886A (en) * | 2009-09-30 | 2011-04-27 | 关西涂料株式会社 | Epoxy resin combination and coating combination containing the same |
KR20120122127A (en) * | 2011-04-28 | 2012-11-07 | 코오롱인더스트리 주식회사 | Fatty acid-modified epoxy resin for paint, method of producing the same and paint composition comprising the same |
CN105061728A (en) * | 2015-08-04 | 2015-11-18 | 江苏扬农锦湖化工有限公司 | Modifying method of solid epoxy resin |
CN109627427A (en) * | 2018-11-19 | 2019-04-16 | 天津翔盛新材料有限公司 | A kind of preparation method of low viscosity epoxy resin and super levelling powdery paints |
CN114516949A (en) * | 2020-11-20 | 2022-05-20 | 南通星辰合成材料有限公司 | Anti-crystallization modified epoxy resin for crack sealer and preparation method and application thereof |
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