CN1284815C - Curing agent for cycloaliphatic amine modified epoxy resin - Google Patents
Curing agent for cycloaliphatic amine modified epoxy resin Download PDFInfo
- Publication number
- CN1284815C CN1284815C CN 200410021304 CN200410021304A CN1284815C CN 1284815 C CN1284815 C CN 1284815C CN 200410021304 CN200410021304 CN 200410021304 CN 200410021304 A CN200410021304 A CN 200410021304A CN 1284815 C CN1284815 C CN 1284815C
- Authority
- CN
- China
- Prior art keywords
- epoxy resin
- curing agent
- cycloaliphatic amine
- amine modified
- glycidyl
- 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.)
- Expired - Fee Related
Links
- 239000003822 epoxy resin Substances 0.000 title claims abstract description 26
- 229920000647 polyepoxide Polymers 0.000 title claims abstract description 26
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 23
- 150000001412 amines Chemical class 0.000 title claims description 19
- -1 alicyclic amine Chemical class 0.000 claims abstract description 11
- 239000000463 material Substances 0.000 claims abstract description 11
- 238000000034 method Methods 0.000 claims abstract description 7
- 239000002994 raw material Substances 0.000 claims abstract description 4
- QLNNMIUPRPKARZ-UHFFFAOYSA-N n'-cyclopentylmethanediamine Chemical compound NCNC1CCCC1 QLNNMIUPRPKARZ-UHFFFAOYSA-N 0.000 claims abstract 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
- 239000004593 Epoxy Substances 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- YSUQLAYJZDEMOT-UHFFFAOYSA-N 2-(butoxymethyl)oxirane Chemical compound CCCCOCC1CO1 YSUQLAYJZDEMOT-UHFFFAOYSA-N 0.000 claims description 2
- 239000000498 cooling water Substances 0.000 claims description 2
- 210000003298 dental enamel Anatomy 0.000 claims description 2
- 239000011521 glass Substances 0.000 claims description 2
- 238000003756 stirring Methods 0.000 claims description 2
- 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 5
- 125000003700 epoxy group Chemical group 0.000 claims 4
- BBBUAWSVILPJLL-UHFFFAOYSA-N 2-(2-ethylhexoxymethyl)oxirane Chemical compound CCCCC(CC)COCC1CO1 BBBUAWSVILPJLL-UHFFFAOYSA-N 0.000 claims 1
- 229930185605 Bisphenol Natural products 0.000 claims 1
- 150000004651 carbonic acid esters Chemical group 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical class C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 claims 1
- 239000011248 coating agent Substances 0.000 abstract description 6
- 238000000576 coating method Methods 0.000 abstract description 6
- 239000000126 substance Substances 0.000 abstract description 5
- 238000005034 decoration Methods 0.000 abstract description 4
- 238000010521 absorption reaction Methods 0.000 abstract description 3
- 239000001257 hydrogen Substances 0.000 abstract description 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 3
- 125000005233 alkylalcohol group Chemical group 0.000 abstract description 2
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 abstract description 2
- 239000003085 diluting agent Substances 0.000 abstract description 2
- 230000002349 favourable effect Effects 0.000 abstract 3
- 238000006253 efflorescence Methods 0.000 abstract 1
- 238000004100 electronic packaging Methods 0.000 abstract 1
- 230000007613 environmental effect Effects 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 239000002085 irritant Substances 0.000 abstract 1
- 231100000021 irritant Toxicity 0.000 abstract 1
- 239000005022 packaging material Substances 0.000 abstract 1
- 206010037844 rash Diseases 0.000 abstract 1
- 230000006641 stabilisation Effects 0.000 abstract 1
- 238000011105 stabilization Methods 0.000 abstract 1
- 230000002194 synthesizing effect Effects 0.000 abstract 1
- 231100000331 toxic Toxicity 0.000 abstract 1
- 230000002588 toxic effect Effects 0.000 abstract 1
- 238000004383 yellowing Methods 0.000 abstract 1
- 239000000047 product Substances 0.000 description 7
- 230000004048 modification Effects 0.000 description 5
- 238000012986 modification Methods 0.000 description 5
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical group CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 241000276489 Merlangius merlangus Species 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- HFXKQSZZZPGLKQ-UHFFFAOYSA-N cyclopentamine Chemical compound CNC(C)CC1CCCC1 HFXKQSZZZPGLKQ-UHFFFAOYSA-N 0.000 description 2
- 229960003263 cyclopentamine Drugs 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical group CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 229920006332 epoxy adhesive Polymers 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000000383 hazardous chemical Substances 0.000 description 1
- 239000003701 inert diluent Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 238000004382 potting Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 235000019633 pungent taste Nutrition 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Landscapes
- Epoxy Resins (AREA)
Abstract
The present invention provides an alicyclic amine modified type epoxy resin curing agent which relates to the field of material based on the curing of epoxy resin and is an epoxy resin curing agent modified by adopting aminomethyl cyclopentylamine as raw material. The present invention is characterized in that the epoxy resin curing agent is formed by synthesizing epoxy resin reactive diluents of aminomethyl cyclopentylamine, alkyl alcohol glycidyl ether or organic acid glycidyl ester, etc., or/and raw materials of epoxy resin with small molecular weight, etc. according to a proportion. The curing agent of the present invention has the characteristics of moderate equivalence of active hydrogen, low viscosity, curing at normal temperature, little heat discharge during the curing process, no toxic and irritant volatile substances, little possibility of efflorescence through moisture absorption, favorable compatibility with epoxy resin, shallow color or no color of cured substances, no yellowing, color stabilization, favorable hardness/flexibility, chemical resisting property, environmental protection, etc. The curing agent of the present invention is used for self-leveling coating, general floor coating, electronic packaging material, handicraft decoration, etc. and has favorable performance.
Description
Technical field
The invention belongs to the material field of epoxy resin cure, relate to as the application based on aspects such as epoxy adhesive, coating, Embedding Material, decorations, particular content is aliphatic cyclic amine modification based epoxy resin solidifying agent and preparation method thereof.
Background technology
Hardener for epoxy resin kind as the self-vulcanizing of bonding, embedding and coating is a lot, usually belong to organic fat amine or its modification series products, have that bonding process is simple, cohesive strength is excellent, shrinking percentage is little, characteristics such as mechanical property, dielectric properties, chemical stability are good, but, all exist easy variable color, moisture absorption whiting, the pungency volatile matter is arranged, and have even needs or system big because of viscosity are added with contaminate environment, threaten the organic solvent of HUMAN HEALTH as thinner; Be used for terrace paint finish paint and artwork decoration and not only need high cohesive strength, need good smooth finish, color stability, lighter color or colourless, need also to consider that cured article has reasonable toughness, especially in embedding, build the field, snappiness requires more outstanding, and usually, people mostly use alicyclic ring amine or its modified product, at present, the alicyclic ring amine curing agent major part of use is organic amine and the modified product thereof that the hexane ring is arranged.In a word, the binding agent of each purposes, potting compound, coating and artwork are decorated material all needs to have multiple outstanding physics, machinery, many-sided performance such as electric, these performances press for solidifying agent and provide, and therefore, people give more expectation to epoxy curing agent.
Summary of the invention
The object of the present invention is to provide and a kind ofly make that the cured article product color is shallow, colour stable, snappiness/hardness is reasonable, surface gloss is high, environment and human body are not had the solidifying agent organic amine modification that the pentane ring is arranged and the epoxy resin at room temp reaction of multiple excellent properties such as hazardous substance, it has all advantages of fatty amine and hexane lopps organic amine curing agent.
Technical scheme of the present invention is: aliphatic cyclic amine modification based epoxy resin is made up of according to mol ratio following raw material with the solidifying agent feature, and the prescription moiety is as follows: feed composition 350～50mol such as epoxide resin reactive diluent such as amine methyl cyclopentamine 100mol, alkyl alcohol glycidyl ether or organic acid glycidyl ester.
Product of the present invention cooperates the back to have in application such as bonding, embedding, top coat coating and artwork decoration with Resins, epoxy outstanding advantage:
1. bonding firmly.Cooperate with Resins, epoxy to solidify under the room temperature of back to get final product, do not need other slaking.
2. the reactive hydrogen equivalent value significantly improves, and significantly reduces the condensate performance difference that the weighing operate miss causes.
3. whole system does not have volatile injurant matter not have inert diluent yet, and human body and environment are not had health threat.
4. the moisture absorption of curing system, whiting are significantly improved.Gloss of film degree height, lighter color, color and luster is stable, if use high quality liquid Resins, epoxy, working method is correct, can obtain water white transparency, glittering and translucent cured article.
5. the system curing speed that mixes with Resins, epoxy is fast, can reach maximum temperature in 40～60 minutes under the room temperature, and the heat release concentration phenomenon is alleviated greatly.
6. cured article has good toughness/hardness.
7. coloring effect is fine, and the system wettability is good.
8. multiple performances such as water tolerance, chemical-resistant, electrical insulating property, wear resistance, wet fastness, wear resistance are all no less than curative systems commonly used.
According to the final performance requriements of cured article, suitably adjust the solidifying agent proportioning, also can add an amount of weighting material according to actual needs, can obtain the outstanding cured article product of some performance.
Embodiment
Be described in detail specific embodiments of the invention below.
In devices such as mounted enamel glass reactor, metered charge jar, vacuum pump, drying nitrogen protection, add amine methyl cyclopentamine 100mol under the room temperature, butylglycidyl ether 100 ± 10mol; With the air in the nitrogen replacement reactor, start stirring and be warmed up to 50 ℃ simultaneously, controlled temperature is 50-90 ℃, can lead to the cooling water control temperature of reaction in reinforced process.Keep 90 ℃ of reactions 90 minutes, cool to 35 ℃ of discharging packings.Drying nitrogen is full of the remaining space of reactor in entire reaction course.
According to the method described above and the prescription, the performance that obtains product is as follows:
Appearance colorless or light yellow fluxion
Viscosity 10～25s (being coated with 4 glasss)
Amine equivalent 100～130g/mol
Reactive hydrogen equivalent 80～100g/mol
Claims (8)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200410021304 CN1284815C (en) | 2004-02-24 | 2004-02-24 | Curing agent for cycloaliphatic amine modified epoxy resin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200410021304 CN1284815C (en) | 2004-02-24 | 2004-02-24 | Curing agent for cycloaliphatic amine modified epoxy resin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1560107A CN1560107A (en) | 2005-01-05 |
| CN1284815C true CN1284815C (en) | 2006-11-15 |
Family
ID=34440817
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 200410021304 Expired - Fee Related CN1284815C (en) | 2004-02-24 | 2004-02-24 | Curing agent for cycloaliphatic amine modified epoxy resin |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1284815C (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101338018B (en) * | 2007-07-06 | 2010-09-08 | 上海树脂厂有限公司 | Epoxy curing agent and method for preparing same |
| CN104870513A (en) * | 2012-10-24 | 2015-08-26 | 陶氏环球技术有限公司 | Ambient cure weatherable coatings |
| CN107513024B (en) * | 2017-07-20 | 2019-08-30 | 上海应用技术大学 | A kind of tridecanedioic acid glycidyl ester modified amine curing agent and its preparation method and application |
| CN108907068B (en) * | 2018-06-29 | 2021-07-06 | 宁夏共享化工有限公司 | High-temperature curing agent for phenolic resin in field of cast 3D inkjet printing |
| CN109575749A (en) * | 2018-11-19 | 2019-04-05 | 福州皇家地坪有限公司 | Wear-resisting antistatic floor Lacquer finish material |
| CN118027785A (en) * | 2022-11-02 | 2024-05-14 | 中国石油化工股份有限公司 | Flame-retardant modified epoxy composite material and preparation method and application thereof |
| CN115785867A (en) * | 2022-12-01 | 2023-03-14 | 上海富铭密封材料有限公司 | Epoxy resin pouring sealant with good chemical resistance for water treatment and preparation method thereof |
-
2004
- 2004-02-24 CN CN 200410021304 patent/CN1284815C/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CN1560107A (en) | 2005-01-05 |
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| Date | Code | Title | Description |
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| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C17 | Cessation of patent right | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20061115 |