CN1324065C - Self-emulsified alcoholic acid resin and its preparing method - Google Patents
Self-emulsified alcoholic acid resin and its preparing method Download PDFInfo
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- CN1324065C CN1324065C CNB2004100185555A CN200410018555A CN1324065C CN 1324065 C CN1324065 C CN 1324065C CN B2004100185555 A CNB2004100185555 A CN B2004100185555A CN 200410018555 A CN200410018555 A CN 200410018555A CN 1324065 C CN1324065 C CN 1324065C
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- Prior art keywords
- acid
- resin
- self
- preparation
- emulsified
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- 229920005989 resin Polymers 0.000 title claims abstract description 28
- 239000011347 resin Substances 0.000 title claims abstract description 28
- 239000002253 acid Substances 0.000 title claims description 26
- 230000001476 alcoholic effect Effects 0.000 title claims description 12
- 238000000034 method Methods 0.000 title description 3
- 238000007639 printing Methods 0.000 claims abstract description 20
- 238000002360 preparation method Methods 0.000 claims abstract description 18
- 239000000203 mixture Substances 0.000 claims abstract description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 18
- -1 polyoxyethylene Polymers 0.000 claims description 10
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 9
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 9
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical group C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 8
- 150000002632 lipids Chemical class 0.000 claims description 8
- 239000004593 Epoxy Substances 0.000 claims description 6
- 150000007520 diprotic acids Chemical class 0.000 claims description 6
- 229920001223 polyethylene glycol Polymers 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 229940059574 pentaerithrityl Drugs 0.000 claims description 5
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 5
- 229920000647 polyepoxide Polymers 0.000 claims description 4
- 238000010792 warming Methods 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 239000003822 epoxy resin Substances 0.000 claims description 3
- 230000032050 esterification Effects 0.000 claims description 3
- 238000005886 esterification reaction Methods 0.000 claims description 3
- KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-N 0.000 claims description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 2
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 claims description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000005642 Oleic acid Substances 0.000 claims description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 2
- 229960004232 linoleic acid Drugs 0.000 claims description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 claims description 2
- LKOVPWSSZFDYPG-WUKNDPDISA-N trans-octadec-2-enoic acid Chemical compound CCCCCCCCCCCCCCC\C=C\C(O)=O LKOVPWSSZFDYPG-WUKNDPDISA-N 0.000 claims description 2
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 claims description 2
- 239000002904 solvent Substances 0.000 abstract description 13
- 229920000180 alkyd Polymers 0.000 abstract description 7
- 239000002994 raw material Substances 0.000 abstract description 5
- 239000003995 emulsifying agent Substances 0.000 abstract description 4
- 239000003513 alkali Substances 0.000 abstract description 3
- 238000004519 manufacturing process Methods 0.000 abstract description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract description 2
- 150000007524 organic acids Chemical class 0.000 abstract description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 238000004945 emulsification Methods 0.000 abstract 1
- 125000003700 epoxy group Chemical group 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000003921 oil Substances 0.000 description 5
- 235000019198 oils Nutrition 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 238000007598 dipping method Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 229920003987 resole Polymers 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 206010009866 Cold sweat Diseases 0.000 description 1
- 229910010413 TiO 2 Inorganic materials 0.000 description 1
- UWHZIFQPPBDJPM-FPLPWBNLSA-M Vaccenic acid Natural products CCCCCC\C=C/CCCCCCCCCC([O-])=O UWHZIFQPPBDJPM-FPLPWBNLSA-M 0.000 description 1
- 235000021322 Vaccenic acid Nutrition 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 235000012343 cottonseed oil Nutrition 0.000 description 1
- 239000002385 cottonseed oil Substances 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000002924 oxiranes Chemical group 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000010773 plant oil Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- UWHZIFQPPBDJPM-BQYQJAHWSA-N trans-vaccenic acid Chemical compound CCCCCC\C=C\CCCCCCCCCC(O)=O UWHZIFQPPBDJPM-BQYQJAHWSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Landscapes
- Inks, Pencil-Leads, Or Crayons (AREA)
- Epoxy Resins (AREA)
Abstract
The present invention discloses self-emulsifiable alkyd resin and a preparation method thereof. A mixture of various kinds of polyatomic alcohol and organic acid are used as raw materials, and epoxide groups and non-hydroxyl and non-carboxyl hydrophilic groups are introduced in alkyd resin. Thus, the structure of the resin is enlarged, alkali resistance is enhanced, the acide value of the resin is lowered, and the resin has stronger hydrophilicity and self-emulsification performance. When the resin is used for preparing printing ink, emulsifying agents do not need adding, which enables production cost to be reduced, and the printing ink has better alkali resistance. The release of the resin to solvents is superior to that of common alkyd resin, and thus, the resin of the present invention is an ideal raw material for the printing ink of laser engraved gravure.
Description
Technical field
The present invention relates to a kind of Synolac and preparation method thereof, particularly a kind of self-emulsified alcoholic acid resin and its preparation method.
Background technology
Synolac is a kind of crucial Chemicals, in fields such as printing ink, coating purposes is widely arranged.
At present, the industrial widely used Synolac of printing ink, as Chinese patent application number 00115590.3 disclosed technology, long oil plant oil modified benzene/adjacent benzene Synolac in being generally, wetting ability is poor, and is not alkaline-resisting, and can not self-emulsifying, need add emulsifying agent during use, therefore limit its range of application, especially can not be used for preparation and need alkaline resistance properties water wiping preferably plate engraving ink.
Summary of the invention
The technical issues that need to address of the present invention are to disclose a kind of self-emulsified alcoholic acid resin and its preparation method, to overcome the above-mentioned defective that prior art exists, satisfy the needs of relevant industry.
Technical conceive of the present invention is such:
It is raw material that the present invention adopts the mixture of multiple polyvalent alcohol and organic acid, in Synolac, introduce the hydrophilic radical of epoxide group and non-hydroxy and non-carboxylic, increase resin structure, improved alkali resistance, reduce the acid value of resin, and had stronger wetting ability and self-emulsifying.
The general structure of self-emulsified alcoholic acid resin of the present invention is as follows:
Wherein: n=3～7;
R
1: the fatty acid carbons chain structure is as C
17H
33, C
17H
31, C
17H
29(vaccenic acid base)
R: the polyvalent alcohol carbon-chain structure is as-CH
2CH (OH) CH
2-,-CH
2C (OH)
2CH
2-or the carbon skeleton structure See Figure of bisphenol A epoxide resin:
n＝0～0.5
Preferred R
1Be vegetable fatty acids such as inferior fatty acid oil or cottonseed oil fatty acid;
The preparation method of self-emulsified alcoholic acid resin of the present invention comprises the steps:
The mixture and the lipid acid of polyvalent alcohol are carried out esterification in inert atmosphere, temperature of reaction is 190～230 ℃, reaction times is 15～60 minutes, makes acid value drop to 19～25mgKOH/g, is cooled to 170～200 ℃, add diprotic acid then, at 220～250 ℃, reacted 15～60 minutes, be warming up to 260～280 ℃, be incubated 10～50 minutes again, promptly obtain said self-emulsified alcoholic acid resin.
The mixture of said polyvalent alcohol is the mixture of polyoxyethylene glycol, Resins, epoxy and tetramethylolmethane, trimethylolethane;
Said lipid acid is a kind of in cotton seed oleic acid, linolic acid or the octadecenoic acid, and its content is 50-60%, and content is high more good more with the fat hydrocarbon solvent intermiscibility, but the solvent release of resin is slack-off; The degree of unsaturation of lipid acid is low more, is unfavorable for the drying of printing ink more, but the machine stability of the printing ink of being prepared and storge quality are good more.
Wherein: the molecular weight of polyoxyethylene glycol is 200～1200, and optimum weight is 200～600, if molecular weight is excessive, will make the emulsifying stability of resin poor; If its consumption is excessive, can produce the redissolution effect, ink film is clamminess; Preferred polyoxyethylene glycol is PEG
200, PEG
300, PEG
400
Used Resins, epoxy is bisphenol A epoxide resin;
Said diprotic acid is Tetra hydro Phthalic anhydride, m-phthalic acid etc.;
The weight percent content of each component of mixture of polyvalent alcohol comprises:
Polyoxyethylene glycol 10～20%
Resins, epoxy 10～25%
Tetramethylolmethane 5～10%
Lipid acid 50～60%
Diprotic acid 10～20%
Above-mentioned Synolac is used to prepare printing ink, can adopt conventional ink formulations, and disclosed prescription deducts emulsifying agent and gets final product in the printing ink document, as adopting following prescription:
Self-emulsifying alkyd 15%
Resol oil 35%
Pigment 10%
Filler: 30%
Wax: 5%
Siccative: 1.5%
Solvent: 3.5%
Said solvent is C
11-C
13Straight-chain paraffin, boiling range is 196～236 ℃, solvent can be when said alkyd resin production, after reaction finishes, adds when the temperature of Synolac is reduced to below 180 ℃, also can add when preparation printing ink.
Above-mentioned Synolac acid value is lower, and general 5mgKOH/g is hydrophilic good, gets final product self-emulsifying in water, can be used for preparing plate engraving ink.Because it has the function of self-emulsifying, therefore when being used to prepare printing ink, can not adding or add emulsifying agent less, reduce production cost, and had alkaline resistance properties preferably, to the release of solvent, be better than common Synolac.Be a kind of ideal plate engraving ink raw material.
Adopting following method to carry out alkaline resistance properties to said Synolac detects:
The printing ink of preparation is coated on the batten, and be impregnated in the aqueous solution of 2% NaOH, dipping time is 0.5 hour, takes out, with drying after the clear water rinsing.
Description of drawings
Fig. 1 is the release profiles of solvent in the Synolac.
Embodiment
Embodiment 1
With 78 kilograms in lipid acid, molecular weight is 18 kilograms of 600 polyoxyethylene glycol, 20 kilograms of bisphenol A epoxide resins, tetramethylolmethane drops into four-hole bottle for 7 kilograms, and logical nitrogen stirs, and is rapidly heated, make temperature rise to 210 ℃, be incubated 30 minutes, carry out esterification, make acid value drop to 22mgKOH/g, be cooled to 180 ℃, add 17 kilograms of Tetra hydro Phthalic anhydrides then, be warming up to 240 ℃, be incubated 40 minutes, be warming up to 270 ℃, be incubated 35 minutes again, be cooled to 250 ℃, promptly obtain said self-emulsified alcoholic acid resin.Its gel chromatography molecular weight test data are as follows:
| Mn | Mw | Mz | d | Mz/ Mw | Mz/ Mn |
| 1780 | 2156 4 | 1232 70 | 12. 11 | 5.72 | 11. 09 |
Embodiment 2
Adopt the method for embodiment 1, be cooled to 250 ℃ after 35 minutes, add 22 kilograms of boiling ranges and be 200～210 ℃ C in insulation
12The straight-chain paraffin solvent adds other raw materials then, preparation printing ink, and it is as follows to fill a prescription:
Self-emulsifying alkyd 10%
Gelation phenolic resin of high acid value oil 25%
Resol oil 10%
Pigment: 8%
CaCO
3：35％
TiO
2：2％
BaSO
4：5％
Different Rinmann's green (siccative): 1%
Solvent (alkane of C12): 4%
Promptly obtain to print the printing ink of Valued Securities carved gravure.
Embodiment 3
The printing ink of embodiment 2 is carried out the test of alkaline resistance properties: the printing ink of preparation is coated on the batten, and be impregnated in 2% the NaOH aqueous solution, dipping time is 0.5 hour, takes out rinsing, dries grading.
The printing ink of embodiment 2 is carried out the release rate of solvent and test, it the results are shown in Figure 1.Among the figure, curve 1 is the data of embodiment 2.
The comparative example 1
Adopt the prescription of embodiment 2, but replace self-emulsified alcoholic acid resin of the present invention with the Synolac of routine, its alkaline resistance properties grading is as follows:
Conventional Synolac: alkaline-resisting poor.
Self-emulsifying alkyd: alkaline-resisting good to excellent.
The release property of solvent is seen Fig. 1.Among the figure, curve 2 is comparative example 1 a release profiles; Curve 1 is comparative example 2 a release profiles.
As seen from Figure 1: its viscosity constantly increased when (1) self-emulsifying Synolac turned round on the viscosity instrument, and viscosity increases at 200 o'clock, and solvent discharges fully and " flex point " occur, and printing ink reaches the set state.Its viscosity increase was very little when (2) common Synolac turned round on the viscosity instrument, occurred " flex point " all the time, and printing ink does not reach the set state.
Claims (5)
1. the preparation method of self-emulsified alcoholic acid resin is characterized in that, comprises the steps:
The mixture and the lipid acid of polyvalent alcohol are carried out esterification in inert atmosphere, temperature of reaction is 190～230 ℃, reaction times is 15～60 minutes, makes acid value drop to 19～25mgKOH/g, is cooled to 170～200 ℃, add diprotic acid then, at 220～250 ℃, reacted 15～60 minutes, be warming up to 260～280 ℃, be incubated 10～50 minutes again, promptly obtain self-emulsified alcoholic acid resin;
The mixture of said polyvalent alcohol is the mixture of polyoxyethylene glycol, Resins, epoxy and tetramethylolmethane, trimethylolethane;
Said lipid acid is a kind of in cotton seed oleic acid, linolic acid or the octadecenoic acid;
Used Resins, epoxy is bisphenol A epoxide resin;
Said diprotic acid is Tetra hydro Phthalic anhydride or m-phthalic acid.
2. preparation method according to claim 1 is characterized in that, the molecular weight of polyoxyethylene glycol is 200～1200.
3. preparation method according to claim 2 is characterized in that, polyoxyethylene glycol is PEG
200, PEG
300Or PEG
400
4. according to each described preparation method of claim 1～3, it is characterized in that the weight percent content of each component of mixture of polyvalent alcohol comprises:
Polyoxyethylene glycol 10～20%
Resins, epoxy 10～25%
Tetramethylolmethane 5～10%
Lipid acid 50～60%
Diprotic acid 10～20%.
5. the application of self-emulsified alcoholic acid resin in preparation printing ink of each described preparation method's preparation of claim 1～3.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2004100185555A CN1324065C (en) | 2004-05-21 | 2004-05-21 | Self-emulsified alcoholic acid resin and its preparing method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2004100185555A CN1324065C (en) | 2004-05-21 | 2004-05-21 | Self-emulsified alcoholic acid resin and its preparing method |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1580093A CN1580093A (en) | 2005-02-16 |
| CN1324065C true CN1324065C (en) | 2007-07-04 |
Family
ID=34581841
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2004100185555A Expired - Lifetime CN1324065C (en) | 2004-05-21 | 2004-05-21 | Self-emulsified alcoholic acid resin and its preparing method |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1324065C (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102311543A (en) * | 2010-07-06 | 2012-01-11 | 河北晨阳工贸集团有限公司 | Liquid crystal epoxy modified water-based alkyd resin and preparation method thereof |
| CN104231253B (en) * | 2014-09-16 | 2016-03-16 | 上海金兆节能科技有限公司 | Self-emulsifying polyester and preparation method thereof and with the standby micro lubricating agent of this polyester |
| CN108559371A (en) * | 2018-02-25 | 2018-09-21 | 李嘉顺 | A kind of aqueous self-emulsifying epoxy alkyd resin and its anticorrosive paint |
| CN108484891B (en) * | 2018-03-12 | 2020-05-08 | 吉林乾仁新材料有限公司 | Preparation of self-assembly self-emulsifying self-stabilizing polyester type high-performance fiber interface modification auxiliary agent, product and application |
| CN109796583B (en) * | 2019-01-29 | 2021-04-20 | 衡水新光新材料科技有限公司 | Phenolic resin modified waterborne alkyd resin and preparation process and application thereof |
| CN116622263A (en) * | 2023-05-22 | 2023-08-22 | 中国印钞造币集团有限公司 | Low-VOC high-stability environment-friendly engraving gravure ink and preparation method thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0341916A2 (en) * | 1988-05-11 | 1989-11-15 | Crown Berger Limited | Solvent-based alkyd paints |
| CN1095394A (en) * | 1993-05-16 | 1994-11-23 | 吴荣根 | Lipid acid with vegetable oil dregs is the Synolac and the relevant coating thereof of raw material |
-
2004
- 2004-05-21 CN CNB2004100185555A patent/CN1324065C/en not_active Expired - Lifetime
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0341916A2 (en) * | 1988-05-11 | 1989-11-15 | Crown Berger Limited | Solvent-based alkyd paints |
| CN1095394A (en) * | 1993-05-16 | 1994-11-23 | 吴荣根 | Lipid acid with vegetable oil dregs is the Synolac and the relevant coating thereof of raw material |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1580093A (en) | 2005-02-16 |
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Assignee: CHINA BANKNOTE INK Co.,Ltd. Assignor: CHINA BANKNOTE PRINTING AND MINTING Corp. Contract fulfillment period: 2007.8.10 to 2017.8.10 Contract record no.: 2008310000054 Denomination of invention: Self-emulsified alcoholic acid resin and its preparing method Granted publication date: 20070704 License type: Exclusive license Record date: 20080918 |
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Free format text: EXCLUSIVE LICENCE; TIME LIMIT OF IMPLEMENTING CONTACT: 2007.8.10 TO 2017.8.10 Name of requester: ZHONGCHAO PRINTING INK CO., LTD. Effective date: 20080918 |
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Effective date of registration: 20081031 Address after: 143, West Straight Gate Street, Xicheng District, Beijing, a: zip code: 100044 Co-patentee after: CHINA BANKNOTE INK Co.,Ltd. Patentee after: CHINA BANKNOTE PRINTING AND MINTING Corp. Address before: Beijing city Xicheng District Xizhimen Street No. 143 zip code: 100053 Patentee before: CHINA BANKNOTE PRINTING AND MINTING Corp. |
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Address after: 143A, Xizhimenwai Street, Xicheng District, Beijing 100044 Patentee after: China Banknote Printing and Minting Group Co.,Ltd. Patentee after: CHINA BANKNOTE INK Co.,Ltd. Address before: 143A, Xizhimenwai Street, Xicheng District, Beijing 100044 Patentee before: CHINA BANKNOTE PRINTING AND MINTING Corp. Patentee before: CHINA BANKNOTE INK Co.,Ltd. |
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Granted publication date: 20070704 |