CN101319042A - Low-viscosity cardanol solidifying agent of epoxy resin and preparation method thereof - Google Patents
Low-viscosity cardanol solidifying agent of epoxy resin and preparation method thereof Download PDFInfo
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- CN101319042A CN101319042A CNA2007100418224A CN200710041822A CN101319042A CN 101319042 A CN101319042 A CN 101319042A CN A2007100418224 A CNA2007100418224 A CN A2007100418224A CN 200710041822 A CN200710041822 A CN 200710041822A CN 101319042 A CN101319042 A CN 101319042A
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Abstract
The invention relates to a low-viscosity cardanol epoxy resin curing agent which has a structural formula shown on the right. The method for preparing the low-viscosity cardanol epoxy resin curing agent utilizes reaction of cardanol, p/m-benzene dimethylamine and paraformaldehyde to prepare the low-viscosity cardanol epoxy resin curing agent. The low-viscosity cardanol epoxy resin curing agent has no solvent, has no irritation, is nontoxic and environment-friendly, is mild in heat release, low in color, low in viscosity, and moderate in curing speed, can be cured at a low temperature, and simultaneously has superior anti-corrosive and protective properties; and cured products have superior toughness, good strength, superior adhesion and invasive ability on substrates, and superior low surface construction performance, and are normally used on wet and rusty surfaces.
Description
Technical field:
The present invention relates to chemical field, relate in particular to organic high molecular compound, particularly a kind of low-viscosity cardanol solidifying agent of epoxy resin and preparation method thereof.
Background technology:
Solidifying agent is an indispensable important component part in the Resins, epoxy Application Areas, the same physicals that determines cured product with Resins, epoxy.Solidifying agent commonly used has aliphatic amide, aliphatic cyclic amine, aromatic amine, acid anhydrides, polymeric amide etc., and solidifying agent and Resins, epoxy reaction mechanism are that the reactive hydrogen that is contained in the solidifying agent is opened epoxide group, and cross linking of epoxy resin is solidified.But solidifying agent commonly used all has problems at aspects such as environmental protection, use properties, mechanical propertys, such as, the amine curing agent volatility is big, toxicity is big, also big to the human injury, and in the lower aliphatic amine molecule, because of reactive hydrogen more, curing reaction speed is very fast, intense reaction just takes place under the room temperature, make that curing shrinkage internal stress is big, easy to crack, property is crisp, especially consumption is few, ratio requirement is strict, also make troubles for the user, the easy moisture absorption of aliphatic amide, easily absorb CO
2Cause cured article shock resistance, peel strength also poor; Aromatic amine curing agent, its specific activity aliphatic amide is low, heating cure Resins, epoxy, uses inconvenient operation; The solidification value of anhydride curing agent is higher relatively, and curing cycle is also long, is not easy modification, and the easy moisture absorption generates free acid (curing speed is slow, and condensate performance descends) when storing, and the alkali resistance of cured article, solvent resistance are less better relatively; The mixture of polymeric amide, polymeric amide and Resins, epoxy and air Long contact time are subject to airborne moisture, CO
2Influence produces detrimentally affect to curing performance.
Summary of the invention:
The object of the present invention is to provide a kind of low-viscosity cardanol solidifying agent of epoxy resin and preparation method thereof, described this low-viscosity cardanol solidifying agent of epoxy resin will solve that not environmental protection of solidifying agent of the prior art, use properties are low, the technical problem of bad mechanical property.
A kind of low-viscosity cardanol solidifying agent of epoxy resin of the present invention has following structural formula:
Wherein, R represents C
15H
31, n (8-120).
The present invention also provides the method for preparing above-mentioned low-viscosity cardanol solidifying agent of epoxy resin, and described low-viscosity cardanol solidifying agent of epoxy resin is by cardanol, be prepared from m-xylene diamine and polyformaldehyde reaction, and the equation of reaction is as follows:
Wherein, cardanol, be 63.83%～91.69%: 7.33%～31.91%: 0.98%～4.26% to the weight percent of m-xylene diamine and Paraformaldehyde 96, elder generation is cardanol, in the m-xylene diamine adding reactor during reaction, and then the adding polyformaldehyde reaction, discharging just obtains described low-viscosity cardanol solidifying agent of epoxy resin.
Further, in the material that adds, described cardanol purity is more than or equal to 60%.
Further, in the material that adds, described to m-xylene diamine purity more than or equal to 99.0%.
Further, in the material that adds, the polymerization degree of described Paraformaldehyde 96 is between 8～120.
Among the present invention, nontoxic from high-purity cardanol of natural extracted from cashew nut shell liquid, look shallow, react through " Mannich " with this good biomass cardanol, add Paraformaldehyde 96 (POM), (MXDA) carries out modification to m-xylene diamine, can obtain the novel solidifying agent of asepsis environment-protecting, low viscosity, excellent performance, and its mechanism is:
The present invention and prior art contrast, and its effect is actively with tangible.Low-viscosity cardanol epoxy hardener of the present invention is solvent-free, nonirritant, asepsis environment-protecting, heat release gentleness, lighter color, viscosity is low, curing speed is moderate, low-temperature curable, can satisfy northern construction requirement, have excellent anticorrosion, barrier propterty simultaneously, the good-toughness of cured article, intensity is good, has excellent sticking power and to the wetting capacity of ground, excellent low surface construction performance, moist, the normal use in band rust surface.The present invention uses the blended proportional range wide, have good chemical resistance energy, fume resistance energy, be used for the effect that surfacecti proteon has long usage period, quick surface drying, can mix use with each based epoxy resin curing agent, improve other solidifying agent performances, have good cured article over-all properties.
Embodiment:
A kind of low-viscosity cardanol solidifying agent of epoxy resin of the present invention has following structural formula:
Wherein, R represents C
15H
31, n (8-120).
The present invention also provides the preparation method of above-mentioned a kind of low-viscosity cardanol solidifying agent of epoxy resin, described low-viscosity cardanol solidifying agent of epoxy resin is by cardanol, be prepared from m-xylene diamine and polyformaldehyde reaction, and the equation of reaction is as follows:
Wherein, cardanol, be 63.83%～91.69%: 7.33%～31.91%: 0.98%～4.26% to the weight percent of m-xylene diamine and Paraformaldehyde 96, elder generation is cardanol, in the m-xylene diamine adding reactor during reaction, and then the adding polyformaldehyde reaction, discharging just obtains described low-viscosity cardanol solidifying agent of epoxy resin.
Further, in the material that adds, described cardanol purity is more than or equal to 60%.
Further, in the material that adds, described to m-xylene diamine purity more than or equal to 99.0%.
Further, in the material that adds, the polymerization degree of described Paraformaldehyde 96 is between 8～120.
Claims (5)
1. low-viscosity cardanol solidifying agent of epoxy resin is characterized in that: have following structural formula:
Wherein, R represents C
15H
31, n is between 8-120.
2. method for preparing low-viscosity cardanol solidifying agent of epoxy resin as claimed in claim 1, it is characterized in that: utilize cardanol, m-xylene diamine and polyformaldehyde reaction are prepared low-viscosity cardanol solidifying agent of epoxy resin, its reaction equation is as follows:
Wherein, cardanol, be 63.83%～91.69%: 7.33%～31.91%: 0.98%～4.26% to the weight percent of m-xylene diamine and Paraformaldehyde 96, elder generation is cardanol, in the m-xylene diamine adding reactor during reaction, and then the adding polyformaldehyde reaction, discharging just obtains described low-viscosity cardanol solidifying agent of epoxy resin.
3. the method for preparing low-viscosity cardanol solidifying agent of epoxy resin as claimed in claim 2 is characterized in that: described cardanol purity is more than or equal to 60%.
4. the method for preparing low-viscosity cardanol solidifying agent of epoxy resin as claimed in claim 2 is characterized in that: described to m-xylene diamine purity more than or equal to 99.0%.
5. the method for preparing low-viscosity cardanol solidifying agent of epoxy resin as claimed in claim 2 is characterized in that: the polymerization degree of described Paraformaldehyde 96 is between 8～120.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2007100418224A CN101319042A (en) | 2007-06-08 | 2007-06-08 | Low-viscosity cardanol solidifying agent of epoxy resin and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2007100418224A CN101319042A (en) | 2007-06-08 | 2007-06-08 | Low-viscosity cardanol solidifying agent of epoxy resin and preparation method thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN101319042A true CN101319042A (en) | 2008-12-10 |
Family
ID=40179334
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA2007100418224A Pending CN101319042A (en) | 2007-06-08 | 2007-06-08 | Low-viscosity cardanol solidifying agent of epoxy resin and preparation method thereof |
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Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101851327A (en) * | 2010-06-02 | 2010-10-06 | 徐州中研科技工业有限公司 | Cashew nut oil modified solid aromatic amine epoxy curing agent |
| WO2011030197A2 (en) | 2009-09-10 | 2011-03-17 | Coatex S.A.S. | Associative polyurethanes based on cardanol, corresponding associative thickeners and uses thereof |
| CN102134306A (en) * | 2011-03-04 | 2011-07-27 | 广东工业大学 | Cardanol epoxy floor curing agent and preparation method thereof |
| CN101899141B (en) * | 2009-05-31 | 2011-10-19 | 上海美东生物材料有限公司 | Self-emulsifying water borne epoxy resin curing agent and preparation method thereof |
| CN102250525A (en) * | 2010-05-18 | 2011-11-23 | 上海市涂料研究所 | Coating used on internal surface of oil pipe for conveying crude oil and petroleum products and preparation method thereof |
| CN102532449A (en) * | 2010-12-24 | 2012-07-04 | 上海美东生物材料有限公司 | Preparation method of mixed cresol modified meta-xylylene diamine epoxy resin curing agent |
| CN102633661A (en) * | 2012-03-28 | 2012-08-15 | 哈尔滨师范大学 | Method for preparing 1-[di-(2-hydroxyethyl)amino]-3-cardanol oxyisopropanol by one-pot process |
| CN103756512A (en) * | 2013-12-31 | 2014-04-30 | 上海大通涂料化工有限公司 | Anticorrosive paint coated under rusted and moist conditions |
| CN103920416A (en) * | 2014-05-12 | 2014-07-16 | 江南大学 | Cardanol phenolic-group non-ionic type dimeric surfactant and synthetic method thereof |
| CN106117479A (en) * | 2016-08-01 | 2016-11-16 | 南通星辰合成材料有限公司 | Utilize the manufacture method of bisphenol-A by-product synthetic epoxy resin firming agent |
| CN109294402A (en) * | 2018-10-26 | 2019-02-01 | 达科（泰州）新材料有限公司 | A kind of wet structure solidifies solvent-free anticorrosive paint and preparation process |
| CN110498907A (en) * | 2019-08-20 | 2019-11-26 | 浙江万盛股份有限公司 | A kind of preparation method of anacardol aqueous epoxy curing agent |
| CN114381182A (en) * | 2022-01-20 | 2022-04-22 | 陕西燕园众欣石墨烯科技有限公司 | Graphene type low-viscosity thin-coating high-hardness super-wear-resistant solvent-free epoxy coating and preparation method thereof |
-
2007
- 2007-06-08 CN CNA2007100418224A patent/CN101319042A/en active Pending
Cited By (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101899141B (en) * | 2009-05-31 | 2011-10-19 | 上海美东生物材料有限公司 | Self-emulsifying water borne epoxy resin curing agent and preparation method thereof |
| WO2011030197A2 (en) | 2009-09-10 | 2011-03-17 | Coatex S.A.S. | Associative polyurethanes based on cardanol, corresponding associative thickeners and uses thereof |
| CN102250525B (en) * | 2010-05-18 | 2014-08-20 | 上海市涂料研究所 | Coating used on internal surface of oil pipe for conveying crude oil and petroleum products and preparation method thereof |
| CN102250525A (en) * | 2010-05-18 | 2011-11-23 | 上海市涂料研究所 | Coating used on internal surface of oil pipe for conveying crude oil and petroleum products and preparation method thereof |
| CN101851327A (en) * | 2010-06-02 | 2010-10-06 | 徐州中研科技工业有限公司 | Cashew nut oil modified solid aromatic amine epoxy curing agent |
| CN102532449B (en) * | 2010-12-24 | 2013-09-25 | 上海美东生物材料有限公司 | Preparation method of mixed cresol modified meta-xylylene diamine epoxy resin curing agent |
| CN102532449A (en) * | 2010-12-24 | 2012-07-04 | 上海美东生物材料有限公司 | Preparation method of mixed cresol modified meta-xylylene diamine epoxy resin curing agent |
| CN102134306B (en) * | 2011-03-04 | 2012-08-08 | 广东工业大学 | Cardanol epoxy floor curing agent and preparation method thereof |
| CN102134306A (en) * | 2011-03-04 | 2011-07-27 | 广东工业大学 | Cardanol epoxy floor curing agent and preparation method thereof |
| CN102633661A (en) * | 2012-03-28 | 2012-08-15 | 哈尔滨师范大学 | Method for preparing 1-[di-(2-hydroxyethyl)amino]-3-cardanol oxyisopropanol by one-pot process |
| CN103756512A (en) * | 2013-12-31 | 2014-04-30 | 上海大通涂料化工有限公司 | Anticorrosive paint coated under rusted and moist conditions |
| CN103756512B (en) * | 2013-12-31 | 2016-08-24 | 上海大通涂料化工有限公司 | Band rust band wet coating dress anticorrosive coating |
| CN103920416A (en) * | 2014-05-12 | 2014-07-16 | 江南大学 | Cardanol phenolic-group non-ionic type dimeric surfactant and synthetic method thereof |
| CN106117479A (en) * | 2016-08-01 | 2016-11-16 | 南通星辰合成材料有限公司 | Utilize the manufacture method of bisphenol-A by-product synthetic epoxy resin firming agent |
| CN109294402A (en) * | 2018-10-26 | 2019-02-01 | 达科（泰州）新材料有限公司 | A kind of wet structure solidifies solvent-free anticorrosive paint and preparation process |
| CN110498907A (en) * | 2019-08-20 | 2019-11-26 | 浙江万盛股份有限公司 | A kind of preparation method of anacardol aqueous epoxy curing agent |
| CN110498907B (en) * | 2019-08-20 | 2021-10-15 | 浙江万盛股份有限公司 | Preparation method of cardanol waterborne epoxy curing agent |
| CN114381182A (en) * | 2022-01-20 | 2022-04-22 | 陕西燕园众欣石墨烯科技有限公司 | Graphene type low-viscosity thin-coating high-hardness super-wear-resistant solvent-free epoxy coating and preparation method thereof |
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Open date: 20081210 |