CN101168633B - Method for preparing polyurethane linking agent used for environment-friendly ink - Google Patents
Method for preparing polyurethane linking agent used for environment-friendly ink Download PDFInfo
- Publication number
- CN101168633B CN101168633B CN 200710135417 CN200710135417A CN101168633B CN 101168633 B CN101168633 B CN 101168633B CN 200710135417 CN200710135417 CN 200710135417 CN 200710135417 A CN200710135417 A CN 200710135417A CN 101168633 B CN101168633 B CN 101168633B
- Authority
- CN
- China
- Prior art keywords
- linking agent
- polyester polyol
- add
- vulcabond
- environment
- 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
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 17
- 239000004814 polyurethane Substances 0.000 title claims abstract description 17
- 238000000034 method Methods 0.000 title claims abstract description 4
- 239000003795 chemical substances by application Substances 0.000 title claims description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 17
- 229920005906 polyester polyol Polymers 0.000 claims abstract description 13
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 claims abstract description 10
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims abstract description 8
- 238000002360 preparation method Methods 0.000 claims abstract description 8
- 238000006243 chemical reaction Methods 0.000 claims abstract description 5
- 229920000642 polymer Polymers 0.000 claims abstract description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 18
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 16
- 238000003756 stirring Methods 0.000 claims description 6
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 4
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 4
- NIHJEJFQQFQLTK-UHFFFAOYSA-N butanedioic acid;hexanedioic acid Chemical compound OC(=O)CCC(O)=O.OC(=O)CCCCC(O)=O NIHJEJFQQFQLTK-UHFFFAOYSA-N 0.000 claims description 3
- 238000005516 engineering process Methods 0.000 claims description 3
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 2
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 238000009413 insulation Methods 0.000 claims description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 2
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000002994 raw material Substances 0.000 claims description 2
- 239000002904 solvent Substances 0.000 abstract description 3
- 239000000463 material Substances 0.000 abstract description 2
- 239000007822 coupling agent Substances 0.000 abstract 3
- NPKOWFSBIXNSIE-UHFFFAOYSA-N 2-[(3,5-dibromo-2-methoxyphenyl)methoxy]-n,n-diethylethanamine Chemical compound CCN(CC)CCOCC1=CC(Br)=CC(Br)=C1OC NPKOWFSBIXNSIE-UHFFFAOYSA-N 0.000 abstract 2
- 230000004520 agglutination Effects 0.000 abstract 1
- 238000003889 chemical engineering Methods 0.000 abstract 1
- 239000004615 ingredient Substances 0.000 abstract 1
- 238000006386 neutralization reaction Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical class [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229920001610 polycaprolactone Polymers 0.000 description 1
- 239000004632 polycaprolactone Substances 0.000 description 1
- 229920003987 resole Polymers 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
Landscapes
- Inks, Pencil-Leads, Or Crayons (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
The invention relates to a preparation method of environmentally friendly printing ink polyurethane coupling agent. The invention is characterized in that vulcabond and polyester polyol are used to generate performed polymer with -NCO end group, then dimethylolpropionic acid and 1,4-butanediol are used to operate the chain extension reaction, finally, spasmolytol is used to adjust the pH value to neutrality, ethanol is added into the spasmolytol to be agitated, and then the printing ink polyurethane coupling agent is attained. The agglutination fastness of the coupling agent is strong, and the binding strength of the printing ink and printing backing material can be obviously promoted. The invention has the advantages that no harmful solvent exists in the processing process. The invention fully accords with the environmentally friendly technical requirements of chemical engineering accessory ingredient.
Description
Technical field
The present invention relates to a kind of preparation method of polyurethane linking agent used for environment-friendly ink, make an addition in the printing-ink, improve the fastness that combines of printing ink and printing element.Belong to chemical textile auxiliary agent technical field.
Background technology
Before the present invention made, printing ink linking agent in the past was resol, rosin modified phenolic resin, and it only has the oxidation filming function, but the attachment fastness of printing ink and printing element is not high.
Summary of the invention
The objective of the invention is to overcome above-mentioned deficiency, provide a kind of printing ink base material to be had the preparation method of the polyurethane linking agent used for environment-friendly ink of high adhesive force.
The object of the present invention is achieved like this: a kind of preparation method of polyurethane linking agent used for environment-friendly ink, it is characterized in that: earlier generate the performed polymer of end group for-NCO with vulcabond and polyester polyol, use dimethylol propionic acid and 1 then, the reaction of 4 chain expansion of succinic acid, regulate the pH value to neutrality with triethylamine at last, adding ethanol stirs, promptly obtain the printing ink polyurethane linking agent, the concrete technology of described method is: in the reaction vessel of belt stirrer, add the pure and mild vulcabond of polyester polyols, reacted 1.5 hours-2 hours down at 80-85 ℃, be cooled to 70-75 ℃, add dimethylol propionic acid (DMPA) and 1,4 butyleneglycols, insulated and stirred 30-40min, dropping accounts for the dibutyl tin dilaurate of vulcabond weight 0.08-0.12%, add the acetone that accounts for total system weight 8-12% weight percent and reduce system viscosity, 60-65 ℃ of insulation 4.5-5 hour, reduce to room temperature, add in the triethylamine and after, add ethanol, stir, slough acetone, promptly obtain the printing ink polyurethane linking agent.
Described each raw material reacts according to following proportioning:
-NCO :-OH=2.5-4: 1 mol ratio, wherein-and NCO represents isocyanate group ,-OH represents the hydroxyl of polyester polyol,
The mol ratio of dimethylol propionic acid and polyester polyol is 0.5-1.2: 1,
1, the mol ratio of 4 butyleneglycols and polyester polyol is 1.2-2.5: 1.
Described vulcabond can be IPDI, HDI, TDI or MDI.
Described polyester polyol can be poly adipate succinic acid ester or polycaprolactone.
The present invention is the molten urethane of a kind of environment protection type single-component alcohol.The bonding intensity of this linking agent is big, can obviously promote the fastness that combines of printing ink and printing element.
Polyurethane linking agent of the present invention is to be solvent with ethanol, does not have hazardous solvent in the course of processing.Can fundamentally reduce and eliminate the objectionable impurities in the coating.The environmental protection demand that meets chemical industry.
Embodiment
Embodiment 1:
Add 80 gram PBA2000 in flask, 36 gram MDI reacted 1.5 hours down at 85 ℃, be cooled to 70 ℃, add 6 gram DMPA, 8.6 grams, 1,4 butyleneglycols, insulated and stirred 30min, Dropwise 5 drips dibutyl tin dilaurate, adds 40 gram acetone and reduces system viscosity, be incubated 4.5 hours, reduce to room temperature, add 4 gram triethylamine neutralizations, add 310 gram ethanol, stir, slough acetone, promptly obtain the printing ink polyurethane linking agent.
Embodiment 2:
Add 117 gram poly adipate succinic acid esters in flask, 40 gram MDI reacted 1.5 hours down at 85 ℃, be cooled to 70 ℃, add 6 gram DMPA, 7.5 grams, 1,4 butyleneglycols, insulated and stirred 30min, Dropwise 5 drips dibutyl tin dilaurate, adds 50 gram acetone and reduces system viscosity, be incubated 4.5 hours, reduce to room temperature, add 4 gram triethylamine neutralizations, add 350 gram ethanol, stir, slough acetone, promptly obtain the printing ink polyurethane linking agent.
The number-average molecular weight of the linking agent that makes that the present invention makes is 10000-30000 (gel chromatograph of waters company detects), and viscosity is 1000-1200cps (detection of Emila viscometer).
Claims (3)
1. the preparation method of a polyurethane linking agent used for environment-friendly ink, it is characterized in that: earlier generate the performed polymer of end group for-NCO with vulcabond and polyester polyol, use dimethylol propionic acid and 1 then, the reaction of 4 chain expansion of succinic acid, regulate the pH value to neutrality with triethylamine at last, adding ethanol stirs, promptly obtain the printing ink polyurethane linking agent, the concrete technology of described method is: in the reaction vessel of belt stirrer, add the pure and mild vulcabond of polyester polyols, reacted 1.5 hours-2 hours down, be cooled to 70-75 ℃ at 80-85 ℃, add dimethylol propionic acid and 1,4 butyleneglycols, insulated and stirred 30-40min drips the dibutyl tin dilaurate that accounts for vulcabond weight 0.08-0.12%, adds the acetone that accounts for total system weight 8-12% weight percent and reduces system viscosity, 60-65 ℃ of insulation 4.5-5 hour, reduce to room temperature, add in the triethylamine and after, add ethanol, stir, slough acetone, promptly obtain the printing ink polyurethane linking agent
Described each raw material reacts according to following proportioning:
-NCO :-OH=2.5-4: 1 mol ratio, wherein-and NCO represents isocyanate group ,-OH represents the hydroxyl of polyester polyol,
The mol ratio of dimethylol propionic acid and polyester polyol is 0.5-1.2: 1,
1, the mol ratio of 4 butyleneglycols and polyester polyol is 1.2-2.5: 1.
2. the preparation method of a kind of polyurethane linking agent used for environment-friendly ink according to claim 1, it is characterized in that: described vulcabond is IPDI, HDI, TDI or MDI.
3. the preparation method of a kind of polyurethane linking agent used for environment-friendly ink according to claim 1, it is characterized in that: described polyester polyol is a poly adipate succinic acid ester.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200710135417 CN101168633B (en) | 2007-11-08 | 2007-11-08 | Method for preparing polyurethane linking agent used for environment-friendly ink |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200710135417 CN101168633B (en) | 2007-11-08 | 2007-11-08 | Method for preparing polyurethane linking agent used for environment-friendly ink |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101168633A CN101168633A (en) | 2008-04-30 |
| CN101168633B true CN101168633B (en) | 2010-04-21 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 200710135417 Expired - Fee Related CN101168633B (en) | 2007-11-08 | 2007-11-08 | Method for preparing polyurethane linking agent used for environment-friendly ink |
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| Country | Link |
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| CN (1) | CN101168633B (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101519486B (en) * | 2009-03-25 | 2011-03-30 | 欧华新 | Alcohol/water-soluble urethane resin and production method thereof |
| CN101709107B (en) * | 2009-12-03 | 2012-07-04 | 上海维凯化学品有限公司 | Method for preparing polyurethane emulsion for stripping paint |
| CN102286262A (en) * | 2011-07-12 | 2011-12-21 | 厦门大学 | Method for preparing polyurethane hot melting transfer print glue |
| CN112794977B (en) * | 2021-01-15 | 2022-11-11 | 禾瑞（漳州）助剂有限公司 | Solvent type polyurethane self-extinction resin and preparation method thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1321142C (en) * | 2005-11-11 | 2007-06-13 | 华中师范大学 | Prepn of dihydroxy dialkyl siloxane polymer modified water-base polyurethane |
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2007
- 2007-11-08 CN CN 200710135417 patent/CN101168633B/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1321142C (en) * | 2005-11-11 | 2007-06-13 | 华中师范大学 | Prepn of dihydroxy dialkyl siloxane polymer modified water-base polyurethane |
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| Publication number | Publication date |
|---|---|
| CN101168633A (en) | 2008-04-30 |
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Owner name: JIANGYIN RUCO TECHNOLOGY CO., LTD. Free format text: FORMER OWNER: HUA MINGYANG Effective date: 20120120 |
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Effective date of registration: 20120120 Address after: 214421 Jiangsu city in Jiangyin Province town of Hua Industrial Zone Patentee after: Jiangyin Ruco Technology Co., Ltd. Address before: 214421 Jiangsu city in Jiangyin Province town of Hua Qin Feng Road No. 53 Patentee before: Hua Mingyang |
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Effective date of registration: 20151209 Address after: 214421 Jiangsu city of Jiangyin province Zhenlong Hua Industrial Zone sand sand road No. 8 Patentee after: Jiangyin city's biological new Mstar Technology Ltd Address before: 214421 Jiangsu city in Jiangyin Province town of Hua Industrial Zone Patentee before: Jiangyin Ruco Technology Co., Ltd. |
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| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20100421 Termination date: 20151108 |
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| EXPY | Termination of patent right or utility model |