CN116554438A - Preparation method of cardanol modified epoxy resin - Google Patents
Preparation method of cardanol modified epoxy resin Download PDFInfo
- Publication number
- CN116554438A CN116554438A CN202310444938.1A CN202310444938A CN116554438A CN 116554438 A CN116554438 A CN 116554438A CN 202310444938 A CN202310444938 A CN 202310444938A CN 116554438 A CN116554438 A CN 116554438A
- Authority
- CN
- China
- Prior art keywords
- epoxy resin
- cardanol
- modified epoxy
- triphenylphosphine
- ring
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- JOLVYUIAMRUBRK-UHFFFAOYSA-N 11',12',14',15'-Tetradehydro(Z,Z-)-3-(8-Pentadecenyl)phenol Natural products OC1=CC=CC(CCCCCCCC=CCC=CCC=C)=C1 JOLVYUIAMRUBRK-UHFFFAOYSA-N 0.000 title claims abstract description 56
- YLKVIMNNMLKUGJ-UHFFFAOYSA-N 3-Delta8-pentadecenylphenol Natural products CCCCCCC=CCCCCCCCC1=CC=CC(O)=C1 YLKVIMNNMLKUGJ-UHFFFAOYSA-N 0.000 title claims abstract description 56
- JOLVYUIAMRUBRK-UTOQUPLUSA-N Cardanol Chemical compound OC1=CC=CC(CCCCCCC\C=C/C\C=C/CC=C)=C1 JOLVYUIAMRUBRK-UTOQUPLUSA-N 0.000 title claims abstract description 56
- FAYVLNWNMNHXGA-UHFFFAOYSA-N Cardanoldiene Natural products CCCC=CCC=CCCCCCCCC1=CC=CC(O)=C1 FAYVLNWNMNHXGA-UHFFFAOYSA-N 0.000 title claims abstract description 56
- PTFIPECGHSYQNR-UHFFFAOYSA-N cardanol Natural products CCCCCCCCCCCCCCCC1=CC=CC(O)=C1 PTFIPECGHSYQNR-UHFFFAOYSA-N 0.000 title claims abstract description 56
- 239000003822 epoxy resin Substances 0.000 title claims abstract description 56
- 229920000647 polyepoxide Polymers 0.000 title claims abstract description 56
- 238000002360 preparation method Methods 0.000 title claims abstract description 14
- 239000003054 catalyst Substances 0.000 claims abstract description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000004850 liquid epoxy resins (LERs) Substances 0.000 claims description 33
- 238000007259 addition reaction Methods 0.000 claims description 21
- 238000007142 ring opening reaction Methods 0.000 claims description 21
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical group C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 9
- 239000004593 Epoxy Substances 0.000 claims description 8
- 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 5
- 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 5
- 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 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
- 238000002156 mixing Methods 0.000 claims description 4
- 238000001816 cooling Methods 0.000 claims description 3
- 230000008569 process Effects 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 abstract description 13
- 238000000576 coating method Methods 0.000 abstract description 13
- 238000012986 modification Methods 0.000 abstract description 7
- 230000004048 modification Effects 0.000 abstract description 7
- 125000003700 epoxy group Chemical group 0.000 abstract description 4
- 238000013035 low temperature curing Methods 0.000 abstract description 4
- 230000009471 action Effects 0.000 abstract description 3
- 239000000203 mixture Substances 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 8
- 238000012360 testing method Methods 0.000 description 7
- 239000003973 paint Substances 0.000 description 6
- 230000002209 hydrophobic effect Effects 0.000 description 4
- 150000001335 aliphatic alkanes Chemical group 0.000 description 3
- 238000001723 curing Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 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 2
- 244000226021 Anacardium occidentale Species 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 239000012496 blank sample Substances 0.000 description 2
- 235000020226 cashew nut Nutrition 0.000 description 2
- 238000009792 diffusion process Methods 0.000 description 2
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- VYKXQOYUCMREIS-UHFFFAOYSA-N methylhexahydrophthalic anhydride Chemical compound C1CCCC2C(=O)OC(=O)C21C VYKXQOYUCMREIS-UHFFFAOYSA-N 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229920005992 thermoplastic resin Polymers 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 1
- 239000011157 advanced composite material Substances 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 238000010292 electrical insulation Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000011810 insulating material Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 229920001187 thermosetting polymer Polymers 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/14—Polycondensates modified by chemical after-treatment
- C08G59/1433—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds
- C08G59/1438—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds containing oxygen
Abstract
The invention belongs to the technical field of epoxy resin modification, and particularly relates to a preparation method of cardanol modified epoxy resin. The cardanol modified epoxy resin is prepared by adding the cardanol with the epoxy groups of the epoxy resin under the action of the catalyst, and the cardanol modified epoxy resin prepared by the invention has excellent water resistance, strength and toughness, and the prepared coating can realize low-temperature curing.
Description
Technical Field
The invention belongs to the technical field of epoxy resin modification, and particularly relates to a preparation method of cardanol modified epoxy resin.
Background
The epoxy resin generally refers to a polymer containing two or more epoxy groups in the molecule, and has the advantages of excellent adhesion, mechanical property, electrical insulation property, chemical stability, high and low temperature resistance, low shrinkage, easy processing and forming, good stress transmission, low cost and the like. The modified polyurethane is widely used in the fields of adhesives, electronic instruments, light industry, construction, machinery, aerospace, coating, bonding, electronic and electric insulating materials, advanced composite material matrixes and the like.
The epoxy resin is a thermosetting material with high crosslinking degree, is in a space three-dimensional network structure, is not easy to slide among molecular chains, has large internal stress, and thus has the problems of insufficient toughness, poor impact resistance, easy cracking and the like after curing. Therefore, how to realize the technology of reinforcing, softening and toughening the epoxy resin is always a very interesting subject. Traditional epoxy resin toughening, such as rubber elastomer toughening, has obvious toughening effect, but can reduce the heat resistance and modulus of the system. Although the thermoplastic resin toughened epoxy resin does not reduce the modulus and heat resistance of the material, the thermoplastic resin toughened epoxy resin has the disadvantages of larger consumption, poor solubility and fluidity and difficult curing and film formation. The TLCP toughened epoxy resin can obviously improve the toughness with less consumption, but has higher cost and difficult processing. Therefore, the coating industry is required to seek a modified epoxy resin which has low cost and can be cured at low temperature, and the cured epoxy resin has excellent water resistance and toughness of a paint film.
Disclosure of Invention
In view of the above, the invention aims to provide a preparation method of cardanol modified epoxy resin, which has excellent water resistance, strength and toughness, and the prepared coating can realize low-temperature curing.
In order to achieve the above object, the present invention provides the following technical solutions:
the invention provides a preparation method of cardanol modified epoxy resin, which comprises the following steps:
mixing liquid epoxy resin, cardanol and a catalyst, and performing ring-opening addition reaction to obtain cardanol modified epoxy resin.
Preferably, the liquid epoxy resin is E51 liquid epoxy resin and/or E54 liquid epoxy resin.
Preferably, the liquid epoxy resin has an epoxy equivalent of 180 to 190g/eq.
Preferably, the catalyst is triphenylphosphine and/or a triphenylphosphine derivative.
Preferably, the triphenylphosphine derivative comprises one or more of butyl triphenylphosphine bromide, ethyl triphenylphosphine chloride, ethyl triphenylphosphine bromide and ethyl triphenylphosphine iodide.
Preferably, the mass of the catalyst is 0.5-1% of the mass of the liquid epoxy resin.
Preferably, the mass ratio of the cardanol to the liquid epoxy resin is (20-30) (90-100).
Preferably, the temperature of the ring-opening addition reaction is 100-120 ℃; the time of the ring-opening addition reaction is 2-3 h.
Preferably, the heating rate for heating to the ring-opening addition reaction temperature is 0.5-1 ℃/min.
Preferably, after the ring-opening addition reaction, the method further comprises: and cooling the product obtained by the ring-opening addition reaction to room temperature through a cold water bath.
The invention provides a preparation method of cardanol modified epoxy resin, which comprises the following steps: mixing liquid epoxy resin, cardanol and a catalyst, and performing ring-opening addition reaction to obtain cardanol modified epoxy resin. According to the invention, the cardanol is a mixture of phenolic compounds with unsaturated long side chain hydrocarbon groups, the benzene ring of the cardanol is rigid, the strength of the cardanol modified epoxy resin can be improved, hydrophobic acting force exists between longer hydrophobic chains in the molecular structure of the cardanol modified epoxy resin, and the hydrophobic chains can prevent permeation of water molecules, so that the cardanol modified epoxy resin has excellent water resistance, can limit molecular diffusion, and can prolong the application period of a coating based on the cardanol modified epoxy resin; the flexibility of the cardanol modified epoxy resin can be enhanced by the flexible long-chain alkane structure in the cardanol, so that the toughness of the cardanol modified epoxy resin is improved, the phenolic hydroxyl in the cardanol is a polar group, the cardanol modified epoxy resin can provide good adhesive property, the reactivity is reduced, the resin reaction is accelerated, the coating prepared from the cardanol modified epoxy resin can be cured at room temperature or low temperature, and the coating period of the cardanol modified epoxy resin coating is shortened.
Detailed Description
The invention provides a preparation method of cardanol modified epoxy resin, which comprises the following steps:
mixing liquid epoxy resin, cardanol and a catalyst, and performing ring-opening addition reaction to obtain cardanol modified epoxy resin.
The present invention is not limited to the specific source of the raw materials used, and may be commercially available products known to those skilled in the art, unless otherwise specified.
According to the invention, liquid epoxy resin, cardanol and a catalyst are mixed to obtain a mixture.
In the present invention, the liquid epoxy resin is preferably an E51 liquid epoxy resin and/or an E54 liquid epoxy resin, more preferably an E51 liquid epoxy resin; when the liquid epoxy resin is E51 liquid epoxy resin and E54 liquid epoxy resin, the ratio of the two liquid epoxy resins is not particularly limited, and any ratio can be adopted; the epoxy equivalent of the liquid epoxy resin is preferably 180 to 190g/eq, more preferably 182 to 188g/eq.
In the present invention, the catalyst is preferably triphenylphosphine and/or a triphenylphosphine derivative, more preferably a triphenylphosphine derivative; the triphenylphosphine derivative preferably comprises one or more of butyl triphenylphosphine bromide, ethyl triphenylphosphine chloride, ethyl triphenylphosphine bromide and ethyl triphenylphosphine iodide, more preferably butyl triphenylphosphine bromide, ethyl triphenylphosphine chloride or ethyl triphenylphosphine bromide; when the number of the catalysts is multiple, the proportion of the catalysts of different types is not particularly limited, and any proportion can be used; the mass of the catalyst is preferably 0.5 to 1% of the mass of the liquid epoxy resin, more preferably 0.5 to 0.8%.
In the invention, the mass ratio of the cardanol to the liquid epoxy resin is preferably (20-30): 90-100, more preferably (20-27): 90-100.
Cardanol is a main component of cashew nut shell oil Cashew nutshell liquid (CNSL), and has a chemical structure of phenol containing long-chain unsaturated alkane, can be regenerated biologically and is low in cost.
According to the invention, the CNSL modified epoxy resin is prepared by adding cardanol to epoxy groups of the epoxy resin under the action of a catalyst, phenolic hydroxyl groups in a CNSL structure can provide good bonding performance, reduce reaction activity, accelerate resin reaction, realize low-temperature curing of the paint, shorten a coating period, limit molecular diffusion on one hand, ensure longer pot life of the paint based on the CNSL modified epoxy resin, improve the hydrophobicity of a paint film on the other hand, prevent penetration of water molecules by the hydrophobic chains, and improve the water resistance of the paint film; the flexibility of the cardanol modified epoxy resin can be enhanced by the flexible long-chain alkane structure in the cardanol, so that the toughness of the cardanol modified epoxy resin is improved.
After the mixture is obtained, the invention carries out ring-opening addition reaction on the mixture to obtain the cardanol modified epoxy resin.
In the present invention, the temperature of the ring-opening addition reaction is preferably 100 to 120 ℃, more preferably 110 to 120 ℃; the time of the ring-opening addition reaction is preferably 2 to 3 hours, more preferably 2 hours; the rate of heating to the ring-opening addition reaction temperature is preferably 0.5 to 1 ℃/min, more preferably 0.6 to 0.8 ℃/min; the ring-opening addition reaction is preferably carried out under stirring; the stirring rate is preferably 130 to 150r/min, more preferably 140 to 150r/min.
After the ring-opening addition reaction, the present invention preferably further comprises: cooling the product obtained by the ring-opening addition reaction to room temperature through a cold water bath; the room temperature is preferably 24 to 30 ℃, more preferably 24 to 29 ℃.
According to the invention, the phenolic hydroxyl of cardanol is easy to add with epoxy groups under the action of the catalyst to prepare the CNSL modified epoxy resin, so that the water resistance and toughness of a paint film can be improved, and the cured coating has stronger toughness, strength and water resistance.
The prepared cardanol modified epoxy resin coating can realize low-temperature curing, shortens the coating period, reduces the coating defects, has low cost and no three wastes in the preparation process, and is prepared by biological regeneration of raw materials. The preparation method disclosed by the invention is simple in technological process, easy to operate and convenient for industrial implementation.
The technical solutions of the present invention will be clearly and completely described in conjunction with the embodiments of the present invention, but they should not be construed as limiting the scope of the present invention.
Example 1
95g of E51 liquid epoxy resin (epoxy equivalent 186.6g/eq, viscosity 12680cp. S), 23g of cardanol and 0.76g of brominated butyl triphenylphosphine are taken and added into a 500mL four-port bottle, the obtained mixture is stirred at 130rpm, the temperature is raised to 100 ℃ at 0.5 ℃/min for reaction for 2 hours, then the temperature is reduced to 26 ℃ and taken out, and the cardanol modified epoxy resin is obtained, and the viscosity after test modification is 25630cp. S.
Example 2
90g of E51 liquid epoxy resin (epoxy equivalent 182.8g/eq, viscosity 14200cp. S), 25g of cardanol and 0.9g of ethyl triphenylphosphine chloride are taken and added into a 500mL four-port bottle, the obtained mixture is stirred at 140rpm, the temperature is raised to 105 ℃ at 0.6 ℃/min for reaction for 2 hours, then the temperature is reduced to 24 ℃ and taken out, and the cardanol modified epoxy resin with the viscosity 26800cp. S is obtained after test modification.
Example 3
100g of E51 liquid epoxy resin (epoxy equivalent 184.6g/eq, viscosity 14000cp. S), 20g of cardanol and 0.6g of ethyl triphenylphosphine bromide were taken and added into a 500mL four-necked flask, the obtained mixture was stirred at 145rpm, the temperature was raised to 115 ℃ at 1 ℃/min for reaction for 2h, then the temperature was lowered to 29 ℃ and taken out, and cardanol-modified epoxy resin was obtained, and the viscosity after test modification was 24630cp. S.
Example 4
98g of E51 liquid epoxy resin (187.5 g/eq in epoxy equivalent, 13500cp. S in viscosity), 24g of cardanol and 0.784g of brominated butyl triphenylphosphine are taken and added into a 500mL four-necked flask, the obtained mixture is stirred at 150rpm, the temperature is raised to 120 ℃ at 0.8 ℃/min for reaction for 2 hours, then the temperature is reduced to 27 ℃ and taken out, and cardanol modified epoxy resin is obtained, wherein the viscosity of the cardanol modified epoxy resin is 25200cp. S after test modification.
Example 5
93g of E51 liquid epoxy resin (epoxy equivalent 183.7g/eq, viscosity 13050cp. S), 27g of cardanol and 0.651g of ethyl triphenylphosphine iodide were taken and added into a 500mL four-necked flask, the obtained mixture was stirred at 140rpm, the temperature was raised to 117 ℃ at 0.7 ℃/min for reaction for 2h, then the mixture was cooled to 24 ℃ and taken out, and cardanol-modified epoxy resin was obtained, and the viscosity of the cardanol-modified epoxy resin after test modification was 730cp. S.
Performance testing
A curing experiment was conducted by adding 12g of N, N-dimethylbenzylamine (BDMA) and 8g of methyl hexahydrophthalic anhydride (MeHHPA) to 20g of the cardanol-modified epoxy resin obtained in examples 1-5, and the test standard was GB/T2423.5-2019, and the results are shown in Table 1.
Table 1 results of Performance test of the Cardanol-modified epoxy resin cured products obtained in examples 1 to 5
As is clear from Table 1, the cured cardanol-modified epoxy resin of the present invention has a forward impact strength of 45-65J/cm 2 Is far higher than the positive impact strength of a blank sample by 9-11J/cm 2 The method comprises the steps of carrying out a first treatment on the surface of the The cardanol modified epoxy resin prepared by the invention has the reverse impact strength of 30-50J/cm 2 Far higher than the reverse impact strength of blank sample by 5-6J/cm 2 It is explained that the cured product formed by the cardanol modified epoxy resin prepared by the invention has excellent toughness.
Although the foregoing embodiments have been described in some, but not all, embodiments of the invention, according to which one can obtain other embodiments without inventiveness, these embodiments are all within the scope of the invention.
Claims (10)
1. The preparation method of the cardanol modified epoxy resin is characterized by comprising the following steps of:
mixing liquid epoxy resin, cardanol and a catalyst, and performing ring-opening addition reaction to obtain cardanol modified epoxy resin.
2. The method of claim 1, wherein the liquid epoxy resin is E51 liquid epoxy resin and/or E54 liquid epoxy resin.
3. The preparation method according to claim 1 or 2, wherein the liquid epoxy resin has an epoxy equivalent of 180 to 190g/eq.
4. The process according to claim 1, wherein the catalyst is triphenylphosphine and/or a triphenylphosphine derivative.
5. The preparation method according to claim 4, wherein the triphenylphosphine derivative comprises one or more of butyl triphenylphosphine bromide, ethyl triphenylphosphine chloride, ethyl triphenylphosphine bromide and ethyl triphenylphosphine iodide.
6. The method according to claim 1, 2, 4 or 5, wherein the mass of the catalyst is 0.5 to 1% of the mass of the liquid epoxy resin.
7. The preparation method according to claim 1, wherein the mass ratio of cardanol to liquid epoxy resin is (20-30): 90-100.
8. The method according to claim 1 or 7, wherein the temperature of the ring-opening addition reaction is 100 to 120 ℃; the time of the ring-opening addition reaction is 2-3 h.
9. The method according to claim 8, wherein the rate of temperature rise to the ring-opening addition reaction temperature is 0.5 to 1 ℃/min.
10. The method according to claim 1, further comprising, after the ring-opening addition reaction: and cooling the product obtained by the ring-opening addition reaction to room temperature through a cold water bath.
Priority Applications (1)
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CN202310444938.1A CN116554438A (en) | 2023-04-24 | 2023-04-24 | Preparation method of cardanol modified epoxy resin |
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CN202310444938.1A CN116554438A (en) | 2023-04-24 | 2023-04-24 | Preparation method of cardanol modified epoxy resin |
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Publication Number | Publication Date |
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CN116554438A true CN116554438A (en) | 2023-08-08 |
Family
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CN202310444938.1A Pending CN116554438A (en) | 2023-04-24 | 2023-04-24 | Preparation method of cardanol modified epoxy resin |
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CN (1) | CN116554438A (en) |
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- 2023-04-24 CN CN202310444938.1A patent/CN116554438A/en active Pending
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