CN112250645A - Preparation method of novel cardanol modified epoxy resin - Google Patents
Preparation method of novel cardanol modified epoxy resin Download PDFInfo
- Publication number
- CN112250645A CN112250645A CN202011170041.7A CN202011170041A CN112250645A CN 112250645 A CN112250645 A CN 112250645A CN 202011170041 A CN202011170041 A CN 202011170041A CN 112250645 A CN112250645 A CN 112250645A
- Authority
- CN
- China
- Prior art keywords
- cardanol
- epoxy resin
- reaction
- modified epoxy
- novel
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/27—Condensation of epihalohydrins or halohydrins with compounds containing active hydrogen atoms
- C07D301/28—Condensation of epihalohydrins or halohydrins with compounds containing active hydrogen atoms by reaction with hydroxyl radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/18—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
- C07D303/20—Ethers with hydroxy compounds containing no oxirane rings
- C07D303/24—Ethers with hydroxy compounds containing no oxirane rings with polyhydroxy compounds
- C07D303/27—Ethers with hydroxy compounds containing no oxirane rings with polyhydroxy compounds having all hydroxyl radicals etherified with oxirane containing compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epoxy Resins (AREA)
Abstract
The invention discloses a preparation method of a novel cardanol modified epoxy resin, belonging to the technical field of preparation of epoxy resin, and the preparation method specifically comprises the following steps: putting the mixture of cardanol and azobisisobutyronitrile or azobisisoheptonitrile into a reactor, heating for reaction, and adding diethyl sulfate-phosphoric acid system (DES-H)3PO4) Or a diethyl sulfate-sulfuric acid system (DES-H)2SO4) And then heating for reaction to obtain the cardanol oligomer of the intermediate product, adding epoxy chloropropane and tetraethyl ammonium bromide after the temperature of the intermediate product is reduced to room temperature, uniformly mixing, heating for reaction, slowly dropwise adding a 48% NaOH solution, carrying out reduced pressure distillation, and filtering to obtain the final product. The novel epoxy resin prepared by the method has the advantages of good toughness, low viscosity, good chemical resistance and heat resistance, and better performance than common epoxy resin products, and the cardanol serving as a renewable material is utilizedResource, green, environmental protection, low cost and multiple purposes.
Description
Technical Field
The invention relates to the technical field of preparation of epoxy resin, in particular to a preparation method of novel cardanol modified epoxy resin.
Background
Epoxy resin is a thermosetting polymer resin which can form a three-dimensional network structure through a curing reaction, and small molecules do not escape from the epoxy resin in the curing process, so that the epoxy resin has low shrinkage rate in the curing reaction process, and the cured product of the epoxy resin has good adhesiveness, heat resistance, chemical resistance, mechanical property and electrical property, so that the epoxy resin is considered to be one of particularly important thermosetting resins. Epoxy resin is officially applied to the fields of bonding of various metals and nonmetals, corrosion-resistant coatings, electrical appliance insulating materials, various resin-based composite materials and the like. It plays a very important role in many fields such as electronics, electricity, mechanical manufacturing, chemical corrosion prevention, ship manufacturing, aerospace and the like.
The main variety of epoxy resin is bisphenol A type epoxy resin, and the defects of poor toughness and weather resistance, insufficient heat resistance and the like are the defects faced by the bisphenol A type epoxy resin. Since the application of bisphenol A epoxy resins, various modification methods and improved products have been developed. Particularly, cardanol is used as a raw material to modify epoxy resin, and the performance of the improved product is obviously improved. The cardanol is a product obtained by rectifying and purifying cashew nut shell oil, is a class of alkylphenol, and is characterized in that a benzene ring is used as a parent, the benzene ring is provided with a hydroxyl group, a long chain with 15 carbons is arranged at the meta position of the hydroxyl group, and the long chain is provided with 0-3 degrees of unsaturation. The cardanol has the performance characteristics that the rigidity of a benzene ring is shown, and the cardanol also has the flexibility brought by a long carbon chain; it has the characteristics of aromatic compounds, unsaturated aliphatic hydrocarbons and saturated aliphatic hydrocarbons.
The cardanol is a raw material extracted from natural cashew shells, and is a green, environment-friendly and renewable resource.
According to the preparation method, cardanol is used as a main raw material, the cardanol is subjected to self-polymerization through reaction under the action of a catalyst to form an oligomer, and the oligomer is reacted with epichlorohydrin under the action of a phase transfer catalyst to finally obtain the cardanol modified epoxy resin. Compared with the traditional epoxy resin, the performance is greatly improved, and the prepared multifunctional environment-friendly coating has high performance, low cost and multiple purposes. The cardanol as the raw material is a renewable resource, the price is low, and the synthesized cardanol epoxy resin has excellent performance.
Disclosure of Invention
Aiming at the problems in the prior art, the invention aims to provide a preparation method of a novel cardanol epoxy resin.
The preparation method of the novel cardanol modified epoxy resin is characterized by comprising the following raw material components: refined cardanol, diethyl sulfate-phosphoric acid system (DES-H)3PO4) Or a diethyl sulfate-sulfuric acid system (DES-H)2SO4) Azobisisobutyronitrile or azobisisoheptonitrile, epichlorohydrin, 48% NaOH solution, and tetraethylammonium bromide.
The preparation method of the novel cardanol modified epoxy resin is characterized by comprising the following steps of:
1) uniformly mixing 70-80 parts of refined cardanol and 0.5-1.5 parts of azobisisobutyronitrile or azobisisoheptonitrile, and introducing N in advance2Protecting the whole reaction system, then heating the mixture to 110-120 ℃, and carrying out heat preservation reaction for 1-2 h;
2) after the heat preservation reaction in the step 1) is finished, 4-5 parts of diethyl sulfate-phosphoric acid system (DES-H) are added3PO4) Or a diethyl sulfate-sulfuric acid system (DES-H)2SO4) Continuously introducing N2Heating the mixture to 170-210 ℃ for heat preservation reaction for 2-4 h after protection, and removing N after the reaction is finished2Then cooling to room temperature to obtain the cardanol low self-assembly substance;
3) adding 40-50 parts of epoxy chloropropane and 0.8-1 part of tetraethylammonium bromide into the cardanol low self-assembly substance prepared in the step 2) in sequence, heating to 65-75 ℃, stirring for 30-60min, then dropwise adding 32-40 parts of 48% NaOH solution, completing dropwise adding for 1.5-3h, heating to 70-75 ℃ after completing dropwise adding, and carrying out heat preservation reaction for 1-2 h;
4) controlling the temperature to be 70-80 ℃ and the pressure to be 5-10Kpa, carrying out reduced pressure distillation on the product prepared in the step 3), removing a distillation device after no liquid is distilled out, and finally filtering to obtain the novel cardanol modified epoxy resin;
the reaction formula is as follows:
the preparation method of the novel cardanol modified epoxy resin is characterized in that the refined cardanol is C15 long-chain cardanol containing 1-3 unsaturation degrees, and the purity of the refined cardanol is larger than 90%.
The preparation method of the novel cardanol modified epoxy resin is characterized by comprising the following steps: diethyl sulfate-phosphoric acid system (DES-H)3PO4) Or a diethyl sulfate-sulfuric acid system (DES-H)2SO4) Is a catalyst used in the reaction process.
The preparation method of the novel cardanol modified epoxy resin is characterized in that azobisisobutyronitrile or azobisisoheptonitrile is used as a monomer polymerization initiator.
The preparation method of the novel cardanol modified epoxy resin is characterized in that N is introduced in an experiment2The purity of (A) is more than 99.5%.
The preparation method of the novel cardanol modified epoxy resin is characterized in that the filtration in the step 3) is carried out at the temperature of 40-50 ℃ and under the condition of 200-300 kPa.
Compared with the prior art, the invention has the advantages and positive effects that:
1) the invention fully utilizes the phenolic hydroxyl on the cardanol group and the double bond on the long chain, the phenolic hydroxyl on the cardanol is connected with an epoxy group, the reaction performance is very strong, other compounds can be conveniently crosslinked to form a stable net structure, and the toughness and the solvent resistance can be better improved; meanwhile, the self-polymerization reaction is carried out through the double bonds of the cardanol long chain, so that the molecules of the whole epoxy resin are improved, and the stability in the using process is also improved.
2) Compared with the epoxy resin prepared by the traditional method, the novel cardanol modified epoxy resin prepared by the method has better toughness, low viscosity and better chemical resistance: the low viscosity has better convenience in use; the epoxy resin has better chemical resistance, so that the epoxy resin has wider application range; the toughness is good, so that the impact with larger force can be suffered in use without damaging the whole structure.
3) The invention utilizes the reproducible resource of cardanol, and really realizes energy conservation and environmental protection.
Detailed Description
The present invention will be further described with reference to the following specific examples, but the present invention is not limited to the following specific examples.
The refined cardanol used in the examples was purchased from ten thousand, from zhejiang.
Example 1
1) Adding 70g of refined cardanol and 0.5g of azobisisobutyronitrile into a reactor, stirring and mixing uniformly, and introducing N in advance2Protecting the whole reaction system, heating to 110 ℃, and carrying out heat preservation reaction for 2 hours;
2) adding a diethyl sulfate-phosphoric acid system (DES-H) after the heat preservation reaction in the step 1) is finished3PO4) 4g, continuously introducing N2Protecting, heating to 170 ℃, reacting for 4 hours in a heat preservation way, and removing N after the reaction is finished2Then cooling to room temperature to obtain the cardanol low self-assembly substance;
3) adding 40g of epoxy chloropropane and 0.8g of tetraethylammonium bromide into the cardanol low self-assembly substance prepared in the step 2), heating to 65 ℃, stirring for 60min, slowly dropwise adding 32g of 48% NaOH solution, controlling the temperature to be 1.5 hours, heating to 70 ℃ after dropwise adding, and carrying out heat preservation reaction for 1 h;
4) controlling the temperature to be 70 ℃ and the pressure to be 5Kpa, carrying out reduced pressure distillation on the product prepared in the step 3), and removing a distillation device after no liquid is distilled out;
5) pouring the product obtained in the step 4) into a positive pressure filter at the temperature of 40 ℃, filtering under the pressure of 200kPa, and obtaining the epoxy resin after filtering, wherein the obtained epoxy resin is a reddish brown viscous liquid.
Example 2
1) Adding 150g of refined cardanol and 3.0g of azobisisoheptonitrile into a reactor, and stirring and mixingUniform, pre-charging N2Protecting the whole reaction system, heating to 115 ℃, and reacting for 1.5 hours in a heat preservation way;
2) adding a diethyl sulfate-sulfuric acid system (DES-H) after the heat preservation reaction in the step 1) is finished2SO4) 10g, continuously introducing N2The temperature is raised to 190 ℃ under protection, the reaction is carried out for 2 hours under heat preservation, and N is removed after the reaction is finished2Then cooling to room temperature to obtain the cardanol low self-assembly substance;
3) adding 100g of epoxy chloropropane and 2g of tetraethylammonium bromide into the cardanol low self-assembly substance prepared in the step 2), heating to 75 ℃, stirring for 60min, slowly dropwise adding 80g of 48% NaOH solution, controlling the temperature to be up to 70 ℃ after dropwise adding for 3 hours, and carrying out heat preservation reaction for 2 hours;
4) controlling the temperature to be 75 ℃ and the pressure to be 8Kpa, carrying out reduced pressure distillation on the product prepared in the step 3), and removing a distillation device after no liquid is distilled out;
5) pouring the product obtained in the step 4) into a positive pressure filter at the temperature of 40 ℃, filtering under the pressure of 200kPa, and obtaining the epoxy resin after filtering, wherein the obtained epoxy resin is a reddish brown viscous liquid.
Example 3
1) Adding 100g of refined cardanol and 1.0g of azobisisobutyronitrile into a reactor, stirring and mixing uniformly, and introducing N in advance2Protecting the whole reaction system, heating to 120 ℃, and reacting for 1h in a heat preservation manner;
2) adding a diethyl sulfate-phosphoric acid system (DES-H) after the heat preservation reaction in the step 1) is finished3PO4) 6g, continuously introducing N2The temperature is raised to 200 ℃ under protection, the reaction is carried out for 3 hours under heat preservation, and N is removed after the reaction is finished2Then cooling to room temperature to obtain the cardanol low self-assembly substance;
3) adding 60g of epoxy chloropropane and 1.2g of tetraethylammonium bromide into the cardanol low self-assembly substance prepared in the step 2), heating to 75 ℃, stirring for 60min, slowly dropwise adding 48g of 48% NaOH solution, controlling the temperature to be increased to 75 ℃ after dropwise adding, and carrying out heat preservation reaction for 1.5 h;
4) controlling the temperature to be 75 ℃ and the pressure to be 8Kpa, carrying out reduced pressure distillation on the product prepared in the step 3), and removing a distillation device after no liquid is distilled out;
5) pouring the product obtained in the step 4) into a positive pressure filter at the temperature of 40 ℃, filtering under the pressure of 200kPa, and obtaining the epoxy resin after filtering, wherein the obtained epoxy resin is a reddish brown viscous liquid.
Example 4
1) Adding 200g of refined cardanol and 3.5g of azobisisobutyronitrile into a reactor, stirring and mixing uniformly, and introducing N in advance2Protecting the whole reaction system, heating to 115 ℃, and reacting for 2 hours in a heat preservation way;
2) after the heat preservation reaction in the step 1) is finished, 12.5g of diethyl sulfate-phosphoric acid system (DES-H3 PO 4) is added, and N is continuously introduced2The temperature is raised to 210 ℃ under protection, the reaction is carried out for 4 hours under heat preservation, and N is removed after the reaction is finished2Then cooling to room temperature to obtain the cardanol low self-assembly substance;
3) adding 125g of epoxy chloropropane and 2.5g of tetraethylammonium bromide into the cardanol low self-assembly substance prepared in the step 2), heating to 75 ℃, stirring for 60min, slowly dropwise adding 100g of 48% NaOH solution, controlling the temperature to be up to 75 ℃ after dropwise adding, and carrying out heat preservation reaction for 2 h;
4) controlling the temperature to be 75 ℃ and the pressure to be 5Kpa, carrying out reduced pressure distillation on the product prepared in the step 3), and removing a distillation device after no liquid is distilled out;
5) pouring the product obtained in the step 4) into a positive pressure filter at the temperature of 50 ℃, filtering under the pressure of 200kPa, and obtaining the epoxy resin after filtering, wherein the obtained epoxy resin is a reddish brown viscous liquid.
Example 5
1) Adding 80g of refined cardanol and 1.5g of azobisisobutyronitrile into a reactor, and introducing N in advance2Protecting the whole reaction system, stirring and mixing uniformly, heating to 120 ℃, and reacting for 1h in a heat preservation way;
2) adding a diethyl sulfate-phosphoric acid system (DES-H) after the heat preservation reaction in the step 1) is finished3PO4) 5g, continuously introducing N2The temperature is raised to 210 ℃ under protection, the reaction is carried out for 2 hours under heat preservation, and N is removed after the reaction is finished2After, afterCooling to room temperature to obtain the cardanol low self-assembly substance;
3) adding 50g of epoxy chloropropane and 1.0g of tetraethylammonium bromide into the cardanol low self-assembly substance prepared in the step 2), heating to 75 ℃, stirring for 60min, slowly dropwise adding 40g of 48% NaOH solution, controlling the temperature to be increased to 75 ℃ after dropwise adding, and carrying out heat preservation reaction for 1 h;
4) controlling the temperature to be 80 ℃ and the pressure to be 10Kpa, carrying out reduced pressure distillation on the product prepared in the step 3), and removing a distillation device after no liquid is distilled out;
5) pouring the product obtained in the step 4) into a positive pressure filter at the temperature of 50 ℃, filtering under the pressure of 300kPa, and obtaining the epoxy resin after filtering, wherein the obtained epoxy resin is a reddish brown viscous liquid.
Example 6
1) Adding 70g of refined cardanol and 0.5g of azobisisobutyronitrile into a reactor, and introducing N in advance2Protecting the whole reaction system, stirring and mixing uniformly, heating to 120 ℃, and reacting for 1h in a heat preservation way;
2) adding a diethyl sulfate-phosphoric acid system (DES-H) after the heat preservation reaction in the step 1) is finished3PO4) 5g, continuously introducing N2The temperature is raised to 210 ℃ under protection, the reaction is carried out for 3 hours under heat preservation, and N is removed after the reaction is finished2Then cooling to room temperature to obtain the cardanol low self-assembly substance;
3) adding 50g of epoxy chloropropane and 0.8g of tetraethylammonium bromide into the cardanol low self-assembly substance prepared in the step 2), heating to 70 ℃, stirring for 30min, slowly dropwise adding 40g of 48% NaOH solution, controlling the temperature to be increased to 75 ℃ after dropwise adding, and carrying out heat preservation reaction for 1 h;
4) controlling the temperature to be 80 ℃ and the pressure to be 10Kpa, carrying out reduced pressure distillation on the product prepared in the step 3), and removing a distillation device after no liquid is distilled out;
5) pouring the product obtained in the step 4) into a positive pressure filter at the temperature of 50 ℃, filtering under the pressure of 260kPa, and obtaining the epoxy resin after filtering, wherein the obtained epoxy resin is a reddish brown viscous liquid.
Table 1 physical index test results of products of examples
| Product(s) | Appearance of the product | Viscosity (mPa. S) | Color intensity |
| Example 1 | Reddish brown transparent liquid | 5025 | ＜10 |
| Example 2 | Reddish brown transparent liquid | 5950 | ＜10 |
| Example 3 | Reddish brown transparent liquid | 6000 | ＜10 |
| Example 4 | Reddish brown transparent liquid | 5286 | ＜10 |
| Example 5 | Reddish brown transparent liquid | 6100 | ＜10 |
| Example 6 | Reddish brown transparent liquid | 6200 | ＜10 |
Example 7 impact resistance measurement
Epoxy resins prepared in examples 1 to 6 and a conventional bisphenol A epoxy resin (E51) were used to prepare paint films according to the national standard GB 1727-92 general method for paint films, using diethylenetriamine as curing agent, the ratio of examples to curing agent being 100: 6, the ratio of the comparative example to the curing agent is 100: 11, drying conditions are 25 ℃, humidity is 50%, drying time is one week, an impact test is carried out after the paint film is prepared, and the method, the standard and the related parameters of the impact test of the paint film refer to: GB/T1732-93 determination method for impact resistance of paint film, the experimental results are shown in Table 2, and from Table 2, the cardanol modified epoxy resin provided by the invention has stable impact strength and is stronger than that of common bisphenol A type epoxy resin.
TABLE 2 impact test results for the paint films obtained
| Product(s) | Impact strength cm, positive impact/recoil |
| Example 1 | 80/70 |
| Example 2 | 90/70 |
| Example 3 | 80/80 |
| Example 4 | 90/80 |
| Example 5 | 90/80 |
| Example 6 | 90/80 |
| Ordinary bisphenol A type epoxy resin (E51) | 30/20 |
Example 8 chemical resistance measurement
Chemical resistance tests were carried out using the paint films obtained by example 7, methods, standards and relevant standard parameters for chemical resistance tests being referenced: GB/T17712007 determination of neutral salt fog resistance of colored paint and varnish, the experimental results are shown in Table 3, the salt fog corrosion resistance time of the cardanol modified epoxy resin can reach 240-280h, no air bubbles exist at the scratch, the corrosion resistance time of common bisphenol A type epoxy resin (E51) is below 160h, and air bubbles exist at the scratch, and the corrosion resistance time of the neutral salt fog resistance of the epoxy resin is over 240h and far exceeds that of common bisphenol A type epoxy resin.
TABLE 3 determination of the neutral salt spray resistance of the paint films obtained
| Product(s) | Resistance to 35 DEG CSalt spray corrosion, film thickness: 100 mu m |
| Example 1 | The scratch position has no bubble for 240h, and the unmarked area has no phenomena of bubbling, rusting, cracking, peeling and the like |
| Example 2 | 220h, no bubble at the scratch, no bubble, rust, crack, peeling and the like in the non-scribed area |
| Example 3 | The scratch position has no bubble for 240h, and the unmarked area has no phenomena of bubbling, rusting, cracking, peeling and the like |
| Example 4 | 250h, no bubble at the scratch, no bubble, rust, crack, peeling and the like in the non-scribed area |
| Example 5 | 280h, no bubble exists at the scratch, and no phenomena of bubbling, rusting, cracking, peeling and the like exist in the non-marked area |
| Example 6 | 270h, no bubble exists at the scratch, and no bubble, rust, cracking, peeling and other phenomena exist in the non-scribed area |
| Ordinary bisphenol A type epoxy resin (E51) | 160h, bubbles exist at the scratch. |
Example 9 grid test
The paint films prepared in example 7 were subjected to a cross-hatch test, the method, the standards and the relevant standard parameters of which were referenced: GB/T92861998 "test for marking test of paint film of colored paint and varnish", the experimental result is shown in 4, the marking test result of the embodiment is classified as 0 grade, the common bisphenol A type epoxy resin (E51) is 2 grade, and the adhesion of the cardanol modified epoxy resin is better than that of the common bisphenol A type epoxy resin.
TABLE 4 results of cross-hatch experiments on the films obtained
| Product(s) | Grading |
| Example 1 | 0 |
| Example 2 | 0 |
| Example 3 | 0 |
| Example 4 | 0 |
| Example 5 | 0 |
| Example 6 | 0 |
| COMPARATIVE EXAMPLE 1 ordinary bisphenol A type epoxy resin (E51) | 2 |
Claims (7)
1. A preparation method of a novel cardanol modified epoxy resin is characterized by comprising the following raw material components: refined cardanol, diethyl sulfate-phosphoric acid system (DES-H)3PO4) Or a diethyl sulfate-sulfuric acid system (DES-H)2SO4) Azobisisobutyronitrile or azobisisoheptonitrile, epichlorohydrin, 48% NaOH solution, and tetraethylammonium bromide.
2. The preparation method of the novel cardanol modified epoxy resin according to claim 1, characterized by comprising the following steps in parts by weight:
1) uniformly mixing 70-80 parts of refined cardanol and 0.5-1.5 parts of azobisisobutyronitrile or azobisisoheptonitrile, and introducing N in advance2Protecting the whole reaction system, then heating the mixture to 110-120 ℃, and carrying out heat preservation reaction for 1-2 h;
2) after the heat preservation reaction in the step 1) is finished, 4-5 parts of diethyl sulfate-phosphoric acid system (DES-H) are added3PO4) Or a diethyl sulfate-sulfuric acid system (DES-H)2SO4) Continuously introducing N2Heating the mixture to 170-210 ℃ for heat preservation reaction for 2-4 h after protection, and removing N after the reaction is finished2Then cooling to room temperature to obtain the cardanol low self-assembly substance;
3) adding 40-50 parts of epoxy chloropropane and 0.8-1 part of tetraethylammonium bromide into the cardanol low self-assembly substance prepared in the step 2) in sequence, heating to 65-75 ℃, stirring for 30-60min, then dropwise adding 32-40 parts of 48% NaOH solution, completing dropwise adding for 1.5-3h, heating to 70-75 ℃ after completing dropwise adding, and carrying out heat preservation reaction for 1-2 h;
4) controlling the temperature to be 70-80 ℃ and the pressure to be 5-10Kpa, carrying out reduced pressure distillation on the product prepared in the step 3), removing a distillation device after no liquid is distilled out, and finally filtering to obtain the novel cardanol modified epoxy resin;
the reaction formula is as follows:
3. the method for preparing a novel cardanol modified epoxy resin according to claim 1, wherein the refined cardanol is a C15 long-chain cardanol containing 1-3 unsaturations, and the purity of the refined cardanol is greater than 90%.
4. The method for preparing a novel cardanol modified epoxy resin according to claim 1, characterized in that: diethyl sulfate-phosphoric acid system (DES-H)3PO4) Or a diethyl sulfate-sulfuric acid system (DES-H)2SO4) Is a catalyst used in the reaction process.
5. The method for preparing a novel cardanol modified epoxy resin according to claim 1, wherein azobisisobutyronitrile or azobisisoheptonitrile is used as a monomer polymerization initiator.
6. The method for preparing the novel cardanol modified epoxy resin according to claim 2, wherein N is introduced during the experiment2The purity of (A) is more than 99.5%.
7. The method for preparing a novel cardanol modified epoxy resin according to claim 2, wherein the filtration in step 3) is performed at 40 to 50 ℃ under 200 to 300 kPa.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202011170041.7A CN112250645A (en) | 2020-10-28 | 2020-10-28 | Preparation method of novel cardanol modified epoxy resin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202011170041.7A CN112250645A (en) | 2020-10-28 | 2020-10-28 | Preparation method of novel cardanol modified epoxy resin |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN112250645A true CN112250645A (en) | 2021-01-22 |
Family
ID=74262769
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202011170041.7A Pending CN112250645A (en) | 2020-10-28 | 2020-10-28 | Preparation method of novel cardanol modified epoxy resin |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN112250645A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113683752A (en) * | 2021-10-14 | 2021-11-23 | 山东天茂新材料科技股份有限公司 | Preparation method of high-toughness epoxy resin |
| CN114561087A (en) * | 2022-02-23 | 2022-05-31 | 江门市华锐铝基板股份公司 | Insulating glue solution for aluminum-based copper-clad plate |
| CN114773560A (en) * | 2022-04-22 | 2022-07-22 | 深圳飞扬骏研新材料股份有限公司 | Preparation method of salt-fog-resistant modified polyaspartic acid ester, salt-fog-resistant modified polyaspartic acid ester and coating |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103421163A (en) * | 2013-08-20 | 2013-12-04 | 上海美东生物材料有限公司 | Method for preparing epoxy resin by heavy-phase materials in cardanol production |
| CN103881304A (en) * | 2014-03-04 | 2014-06-25 | 天津虹炎科技有限公司 | Epoxy resin composition with low organic matter volatility |
| CN108299165A (en) * | 2018-02-08 | 2018-07-20 | 江苏万盛大伟化学有限公司 | A kind of preparation method of cardanol glycidyl ether |
-
2020
- 2020-10-28 CN CN202011170041.7A patent/CN112250645A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103421163A (en) * | 2013-08-20 | 2013-12-04 | 上海美东生物材料有限公司 | Method for preparing epoxy resin by heavy-phase materials in cardanol production |
| CN103881304A (en) * | 2014-03-04 | 2014-06-25 | 天津虹炎科技有限公司 | Epoxy resin composition with low organic matter volatility |
| CN108299165A (en) * | 2018-02-08 | 2018-07-20 | 江苏万盛大伟化学有限公司 | A kind of preparation method of cardanol glycidyl ether |
Non-Patent Citations (1)
| Title |
|---|
| MANJULA S. ET AL.: "Kinetics and Mechanism of Oligomerization of Cardanol Using Acid Catalysts", 《JOURNAL OF APPLIED POLYMER SCIENCE》 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113683752A (en) * | 2021-10-14 | 2021-11-23 | 山东天茂新材料科技股份有限公司 | Preparation method of high-toughness epoxy resin |
| CN114561087A (en) * | 2022-02-23 | 2022-05-31 | 江门市华锐铝基板股份公司 | Insulating glue solution for aluminum-based copper-clad plate |
| CN114773560A (en) * | 2022-04-22 | 2022-07-22 | 深圳飞扬骏研新材料股份有限公司 | Preparation method of salt-fog-resistant modified polyaspartic acid ester, salt-fog-resistant modified polyaspartic acid ester and coating |
| CN114773560B (en) * | 2022-04-22 | 2023-11-21 | 深圳飞扬骏研新材料股份有限公司 | Preparation method of salt spray resistant modified polyaspartic acid ester, salt spray resistant modified polyaspartic acid ester and coating |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN112250645A (en) | Preparation method of novel cardanol modified epoxy resin | |
| CN103059304B (en) | Preparation and application of long-acting anticorrosion temperature-resistant coating | |
| CN102977670B (en) | Cashew phenolic aldehyde amide epoxy hardener for four-season-general type anticorrosive paint and preparation method of cashew phenolic aldehyde amide epoxy hardener | |
| CN105175687B (en) | The preparation method of Diamond Search high-flexibility aqueous epoxy resin curing agent | |
| CN103351787A (en) | High-performance rust inhibiting primer for low surface treatment of mechanical equipment and preparation method of high-performance rust inhibiting primer | |
| CN102250321A (en) | Quick-drying room temperature curing waterborne epoxy resin curing agent and preparation method thereof | |
| CN107936746A (en) | A kind of organic-silicon-modified cation photocuring cycloaliphatic epoxy resin coating and its application | |
| CN107236440B (en) | Preparation method of multiple-modified high-salt-spray-resistance acrylic acid dispersion | |
| CN107236249A (en) | A kind of benzoxazine colophony based composites and preparation method thereof | |
| CN107973899B (en) | Preparation method of cardanol-based modified epoxy curing agent | |
| CN102051105B (en) | Solvent-free coumarone modified epoxy heavy-duty anticorrosive coating | |
| CN101348692B (en) | Modified raw lacquer and preparation thereof | |
| CN110982376B (en) | Anti-skid powder coating and online coating method thereof | |
| CN113061105A (en) | Cardanol modified curing agent and preparation method and application thereof | |
| CN113278338A (en) | High-toughness low-energy-consumption graphene biological-based heavy-duty anticorrosive coating and preparation method thereof | |
| CN102898884B (en) | Environment-friendly cashew amine epoxy curing agent for low volatile organic compound (VOC) anticorrosive coating and preparation method for curing agent | |
| CN102993902B (en) | A kind of high solid epoxy-based lacquers | |
| CN109503520B (en) | 5-aldehyde resorcinol diglycidyl ether and preparation method thereof | |
| CN106883348A (en) | Cashew nut shell oil modified coumarone resin and preparation method thereof | |
| CN105754451A (en) | Konjac fly powder based epoxy resin, preparation method thereof and coating prepared from konjac fly powder based epoxy resin | |
| CN106398464A (en) | Biomass oil modified epoxy resin anticorrosive coating and preparation method thereof | |
| CN1076948A (en) | Water-based anticorrosive paint and preparation method thereof | |
| CN113980370B (en) | High-hardness high-peel strength yellowing-resistant hydrocarbon resin composition and preparation method and application thereof | |
| CN112574646B (en) | Solvent-free temperature-resistant epoxy phenolic anticorrosive paint and preparation method thereof | |
| CN114426795B (en) | High-solid epoxy paint, preparation method and application |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| CB03 | Change of inventor or designer information |
Inventor after: Wang Maimai Inventor after: Gu Qi Inventor after: Chen Qing Inventor before: Wang Zheng Inventor before: Gu Qi Inventor before: Wu Yalei |
|
| CB03 | Change of inventor or designer information |