CN103467738A - Amino acid double-ion polymer and synthetic method thereof - Google Patents
Amino acid double-ion polymer and synthetic method thereof Download PDFInfo
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- CN103467738A CN103467738A CN2013103886895A CN201310388689A CN103467738A CN 103467738 A CN103467738 A CN 103467738A CN 2013103886895 A CN2013103886895 A CN 2013103886895A CN 201310388689 A CN201310388689 A CN 201310388689A CN 103467738 A CN103467738 A CN 103467738A
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- amino acid
- acid double
- polymkeric substance
- aromatic group
- double ion
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Abstract
The invention discloses an amino acid double-ion polymer which is shown in a structural formula (1), wherein R is an aliphatic or aromatic group; R1 is an aromatic group; n is more than or equal to 40 and less than or equal to 150. The invention also discloses a preparation method of the amino acid double-iron polymer. The amino acid double-ion polymer is applied to electrophoretic paint, achieves better film-forming property after being solidified into a film at 140 DEG C and effectively reduces the energy consumption.
Description
Technical field
The present invention relates to seed amino acid double ion polymkeric substance and a synthetic method thereof.
Background technology
Cathode electrodip painting is the important coating process during industrial particularly automobile commonly used and truck are manufactured, normally by the conduction workpiece as negative electrode, successional by the contrary electrical bath of emulsion of a band that contains waterborne film-forming resin and color stuffing in the mode of soaking, film-forming resin and color stuffing with anode within the regular hour are deposited on forming certain thickness paint film on the workpiece of negative electrode, it is good that paint film becomes antiseptic property after washing after high bake again, to workpiece coating, evenly follows other intermediate coat and workpiece that the priming paint of fine sticking power is arranged fully.
Thereby the most frequently used and state-of-the-art cathode electrodip painting film-forming resin be with in the used for epoxy resin acid of amine modification and the ammonia on molecular chain become salt can emulsification in water, solidifying agent is the emulsion with the polyurethane prepolymer of end-blocking, through the high temperature solution cross-linked epoxy resin of being honored as a queen, become the film forming matter that simultaneously there are epoxy resin and two kinds of polymer over-all propertieies of urethane again.Adopt non-toxicity, green end-blocking thing, reduce the deblocking temperature, adopting non-heavy metal is the deblocking catalyzer of non-organotin especially, improve the self-emulsifying of epoxy resin, improve stability and the solids content of emulsion, the volatile organic content of reduction filming emulsion etc. just becomes improves the main direction that improves the ability cathode electrophoresis epoxy-resin systems.
Summary of the invention
One of purpose of the present invention is to provide a seed amino acid double ion polymkeric substance, and this amino acid double ion polymkeric substance can reduce the over-all properties that connects the envelope temperature and improve film forming matter greatly.
Two of purpose of the present invention is to provide the preparation method of above-mentioned amino acid double ion polymkeric substance.
In order to realize the foregoing invention purpose, the polymkeric substance that amino acid double ion polymkeric substance of the present invention is structural formula (1):
Wherein, R is aliphatics or aromatic group, R
1aromatic group, 40≤n≤150.
In a preferred embodiment of the invention, described R
1aromatic group for side chain.
In a preferred embodiment of the invention, described R
1for nonyl phenol glycidyl ether, octyl phenol glycidyl ether or a carbon 15 straight chained alkyl phenol glycidyl ethers.
The synthetic method of above-mentioned amino acid double ion polymkeric substance is to adopt amino acid and long chain alkylphenol glycidyl ether to obtain by reaction with same mole, and wherein said amino acid whose molecular formula is HOOCRNH
2, R is aliphatics or aromatic group; The compound that described long chain alkylphenol glycidyl ether is following structural formula (2):
Wherein, R
1as previously mentioned.
In a preferred embodiment of the invention, described amino acid is selected from benzaminic acid, Padil, L-Ala or α-amino-isovaleric acid.
Amino acid double ion polymer application of the present invention is in electrocoating paint, and it obtains film forming properties preferably after 140 ℃ of lower film-formings, has effectively reduced energy consumption.
Embodiment
Embodiment 1
120 parts of para-amino benzoic acid add in 300 parts of ethylene glycol ethyl ethers, after dissolving fully after being warmed up to 118 ℃, cool to 90 ℃, add slowly carbon 15 alkylphenol glycidyl ethers (EEW390-410) between 332 parts, control temperature of reaction between 90-100 ℃; , cool to 80 ℃ and add 252 parts of deionized waters after two hours in insulation between 95-100 ℃, the amino acid double ion polymer emulsion that to obtain solids content be 45%.
Embodiment 2
150 parts of para amidocyanogen benzoic Acids add in 300 parts of ethylene glycol ethyl ethers, after dissolving fully after being warmed up to 118 ℃, cool to 90 ℃, add slowly 191 parts of methylphenol glycidyl ethers (CGE, EEW175-185), control temperature of reaction between 90-100 ℃; , cool to 80 ℃ and add 117 parts of deionized waters after two hours in insulation between 95-100 ℃, the amino acid double ion polymer emulsion that to obtain solids content be 45%.
Embodiment 3
150 parts of para amidocyanogen benzoic Acids add in 300 parts of ethylene glycol ethyl ethers, are warmed up to 118 ℃ and cool to 90 ℃ after dissolving fully, add slowly 238 parts of nonylphenol glycidyl ethers (NPGE, EEW220-240), control temperature of reaction between 90-100 ℃; , cool to 80 ℃ and add 174 parts of deionized waters after two hours in insulation between 95-100 ℃, the amino acid double ion polymer emulsion that to obtain solids content be 45%.
Embodiment 4:
80 parts of glycines add in 100 parts of ethylene glycol ethyl ethers, are warmed up to 100 ℃ and cool to 80 ℃ after dissolving fully, add slowly 191 parts of methylphenol glycidyl ethers (CGE, EEW175-185), control temperature of reaction between 80-90 ℃; , cool to 80 degree and add 121 parts of deionized waters after two hours in insulation between 90-95 ℃, the amino acid double ion polymer emulsion that obtain solids content and be 55%, viscosity is 350cps.
Embodiment 5
80 parts of para-amino benzoic acid add in 100 parts of ethylene glycol ethyl ethers, are warmed up to 100 ℃ and cool to 80 ℃ after dissolving fully, slowly add carbon 15 alkylphenol glycidyl ethers (EEW390-410) between 418 parts, control temperature of reaction between 80-90 ℃; , cool to 80 ℃ and add 307 parts of deionized waters after two hours in insulation between 90-95 ℃, the amino acid double ion polymer emulsion that obtain solids content and be 55%, viscosity is 180cps.
Embodiment 6
80 parts of para amidocyanogen benzoic Acids add in 100 parts of ethylene glycol ethyl ethers, are warmed up to 100 ℃ and cool to 80 ℃ after dissolving fully, add slowly 243 parts of nonylphenol glycidyl ethers (NPGE, EEW220-240), control temperature of reaction between 90-80 ℃; , cool to 80 degree and add 164 parts of deionized waters after two hours in insulation between 90-95 ℃, the amino acid double ion polymer emulsion that obtain solids content and be 55%, viscosity is 265cps.
Amino acid double ion polymer emulsion prepared by above-described embodiment mixes with anionic acrylic resin, and electrophoresis varnish is made in emulsification.Both mixing ratios are carried out routinely.The electrophoresis varnish of making is at 140 ℃ of film-formings.
Embodiment 7
80 parts of para-amino benzoic acid add in 100 parts of ethylene glycol ethyl ethers, be warmed up to 100 ℃ and cool to 80 ℃ after dissolving fully, slowly add 418 parts of partially hydrogenated carbon, 15 alkylphenol glycidyl ethers (EEW380-400), control temperature of reaction between 80-90 ℃; , cool to 80 ℃ and add 307 parts of deionized waters after two hours in insulation between 90-95 ℃, the amino acid double ion polymer emulsion that obtain solids content and be 55%, viscosity is 250cps.
Claims (5)
1. amino acid double ion polymkeric substance, its polymkeric substance that is structural formula (1):
Wherein, R is aliphatics or aromatic group, R
1aromatic group, 40≤n≤150.
2. amino acid double ion polymkeric substance as claimed in claim 1, wherein said R
1aromatic group for side chain.
3. amino acid double ion polymkeric substance as claimed in claim 1, wherein said R
1for nonyl phenol glycidyl ether, octyl phenol glycidyl ether or a carbon 15 straight chained alkyl phenol glycidyl ethers.
4. the synthetic method of the described amino acid double ion of claims 1 to 3 any one claim polymkeric substance, it is to adopt amino acid and long chain alkylphenol glycidyl ether to obtain by reaction with same mole, wherein said amino acid whose molecular formula is HOOCRNH
2, R is aliphatics or aromatic group; The compound that described long chain alkylphenol glycidyl ether is following structural formula (2):
Wherein, R
1as previously mentioned.
5. synthetic method as claimed in claim 4, is characterized in that, described amino acid is selected from benzaminic acid, Padil, L-Ala or α-amino-isovaleric acid.
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| CN201310388689.5A CN103467738B (en) | 2013-09-01 | 2013-09-01 | A kind of Amino acid double-ion polymer and its synthetic method |
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| CN201310388689.5A CN103467738B (en) | 2013-09-01 | 2013-09-01 | A kind of Amino acid double-ion polymer and its synthetic method |
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| CN103467738A true CN103467738A (en) | 2013-12-25 |
| CN103467738B CN103467738B (en) | 2018-03-02 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108927073A (en) * | 2018-07-04 | 2018-12-04 | 江南大学 | A kind of anacardol amino acid surfactant and preparation method thereof |
Citations (8)
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|---|---|---|---|---|
| JPS5798574A (en) * | 1980-12-12 | 1982-06-18 | Honny Chem Ind Co Ltd | Electrodeposition paint composition |
| EP0314983A2 (en) * | 1987-10-31 | 1989-05-10 | BASF Lacke + Farben Aktiengesellschaft | Resin containing basic nitrogen groups, and its use |
| EP0690087A2 (en) * | 1994-07-01 | 1996-01-03 | Hoechst Aktiengesellschaft | Polyester as additive in coating compositions |
| CN1161958A (en) * | 1996-02-06 | 1997-10-15 | 味之素株式会社 | Sufactant and cosmetic or detergent composition containing same |
| CN101321894A (en) * | 2005-12-09 | 2008-12-10 | 汉高两合股份公司 | Wet on wet method and chrome-free acidic solution for the corrosion control treatment of steel surfaces |
| CN102807660A (en) * | 2012-08-08 | 2012-12-05 | 山东奔腾漆业有限公司 | Resin for water-soluble anode electrophoretic paint and preparation method of resin |
| CN102816182A (en) * | 2012-09-10 | 2012-12-12 | 南昌航空大学 | Phosphorus-containing dication ionic liquid as well as preparation method and application thereof |
| CN102911380A (en) * | 2012-10-29 | 2013-02-06 | 北京爱美客生物科技有限公司 | Hyaluronan and biodegradable high polymer modified material and preparation method |
-
2013
- 2013-09-01 CN CN201310388689.5A patent/CN103467738B/en active Active
Patent Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5798574A (en) * | 1980-12-12 | 1982-06-18 | Honny Chem Ind Co Ltd | Electrodeposition paint composition |
| EP0314983A2 (en) * | 1987-10-31 | 1989-05-10 | BASF Lacke + Farben Aktiengesellschaft | Resin containing basic nitrogen groups, and its use |
| EP0690087A2 (en) * | 1994-07-01 | 1996-01-03 | Hoechst Aktiengesellschaft | Polyester as additive in coating compositions |
| EP0690087A3 (en) * | 1994-07-01 | 1997-12-29 | Hoechst Aktiengesellschaft | Polyester as additive in coating compositions |
| CN1161958A (en) * | 1996-02-06 | 1997-10-15 | 味之素株式会社 | Sufactant and cosmetic or detergent composition containing same |
| CN101321894A (en) * | 2005-12-09 | 2008-12-10 | 汉高两合股份公司 | Wet on wet method and chrome-free acidic solution for the corrosion control treatment of steel surfaces |
| CN102807660A (en) * | 2012-08-08 | 2012-12-05 | 山东奔腾漆业有限公司 | Resin for water-soluble anode electrophoretic paint and preparation method of resin |
| CN102816182A (en) * | 2012-09-10 | 2012-12-12 | 南昌航空大学 | Phosphorus-containing dication ionic liquid as well as preparation method and application thereof |
| CN102911380A (en) * | 2012-10-29 | 2013-02-06 | 北京爱美客生物科技有限公司 | Hyaluronan and biodegradable high polymer modified material and preparation method |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108927073A (en) * | 2018-07-04 | 2018-12-04 | 江南大学 | A kind of anacardol amino acid surfactant and preparation method thereof |
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| CN103467738B (en) | 2018-03-02 |
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