CN105219125A - A kind of preparation method of self-vulcanizing non-isocyanate water polyurethane base high molecular dye - Google Patents
A kind of preparation method of self-vulcanizing non-isocyanate water polyurethane base high molecular dye Download PDFInfo
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- CN105219125A CN105219125A CN201510702930.6A CN201510702930A CN105219125A CN 105219125 A CN105219125 A CN 105219125A CN 201510702930 A CN201510702930 A CN 201510702930A CN 105219125 A CN105219125 A CN 105219125A
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Abstract
The invention discloses a kind of preparation method of self-vulcanizing non-isocyanate water polyurethane base high molecular dye, belong to technical field of textile chemical engineering.The present invention, by cyclic carbonate ester oligopolymer and hydrophilic polyamines ring-opening reaction, prepares non-isocyanate aqueous polyurethane; To be that color bodies introduces polyurethane molecular chain containing amino dye matrix again, and with silane coupling agent or titanate coupling agent for end-capping reagent, obtained self-vulcanizing non-isocyanate water polyurethane base high molecular dye.This preparation method's journey environmental protection, and improve common water borne polyurethane-base high molecular dye water tolerance, thermostability and mechanical property, its coating or PRINTED FABRIC are washed, dry fastness to wet rubbing reaches more than 4-5 level.
Description
Technical field
The invention belongs to technical field of textile chemical engineering, be specifically related to a kind of preparation method of self-vulcanizing non-isocyanate water polyurethane base high molecular dye.
Background technology
Water polyurethane base high molecular dye dye molecule is introduced by chemical reaction the coloured macromolecule polymkeric substance that polyurethane backbone or side chain are formed.It is polyurethane high molecule material and dye molecule combination on a molecular scale, has the film-forming properties of dyestuff chromaticity and urethane concurrently, is promising functional high molecule material.Because dyestuff is connected with polyurethane molecular chain with chemical bond, water polyurethane base high molecular dye has excellent solvent resistance and resistance to migration.In addition, water polyurethane base high molecular dye molecular dimension is large, and chemical stability is good, not easily be less readily available for absorption by the skin, there is the characteristics such as safety and low toxicity, bonding of textiles agent, tinting material, laking agent, finishing composition etc. can be widely used as, there is good development and application values.
But the introducing of hydrophilic chain extender and linear molecule chain structure make urethane water tolerance not good, seriously limit its range of application.The object baking to reach fixation through high temperature is still needed after in addition in the process to fabric of common water borne polyurethane-base high molecular dye, this not only affects the mechanical property, wear behavior etc. of fabric, and consumption mass energy, do not meet the theory requirement of environmental protection, energy-saving and emission-reduction.
Conventional urethane is generally reacted by two XOR polyisocyanates and dihydroxyl or polyol and obtained.But it is very large and responsive to envrionment conditions that isocyanic ester itself has toxicity, to human body and environmental hazard large.Non-isocyanate polyurethane does not only use the polyisocyanates of high toxicity and moisture-sensitive material in preparation process, and compensate for the weak bonding structure in conventional urethane from molecular structure, and chemical resistant properties, hydrolytic resistance and permeability resistance are all more excellent.Along with the promotion of " process for cleanly preparing ", non-isocyanate polyurethane has broad application prospects, and reduce its production cost, Simplified flowsheet is extremely urgent.
Summary of the invention
In order to solve the problem, the present invention with silane coupling agent or titanate coupling agent for end-capping reagent, adopt non-isocyanate route, prepare a kind of cold curing watersoluble polyurethane-base high molecular dye, to improve common water borne polyurethane-base high molecular dye water tolerance, thermostability and mechanical property, for fabric coating or stamp, improve textiles fastness to wet rubbing.Concrete technology step is as follows:
Prolong is being housed, agitator, amount of substance mark 30-50% cyclic carbonate ester is added in the four-hole boiling flask of thermometer and dropping funnel, then amount of substance mark 10-30% polyhydric amine compounds is dripped, 1-2 drips Triethylamine catalyst, anti-5-10h at 65-80 DEG C, add amount of substance mark 5-15% dyestuff color bodies, and at 65-80 DEG C anti-5-10h, be cooled to 25-30 DEG C and add amount of substance mark 10-30% coupling agent, reaction 5-10h, finally add deionized water, emulsify at a high speed 0.5-1h, centrifugation 10-30min under 1000-3000rpm rotating speed again, remove unreacted dyestuff color bodies, obtained solid content is about 30-50% self-vulcanizing non-isocyanate water polyurethane base high molecular dye dispersion liquid,
20-40wt% self-vulcanizing non-isocyanate polyurethane based high molecular dye dispersion liquid, 10-30wt% thickening material PFL, 30-70wt% deionized water are mixed, coating or stamp is carried out to cotton fabric, drying at room temperature 6-24h.
Described cyclic carbonate ester is for containing two or many cyclic carbonate esters oligopolymer for end group.
Described polyhydric amine compounds is ethane diamine double-2-hyolroxy propane sulfonic acid sodium, 2,4-diamino benzene sulfonic acid sodium.
Described dyestuff color bodies is the dyestuff color bodies containing diamino, the such as one of Isosorbide-5-Nitrae-diamino-anthraquinone, 1,5-diamino-anthraquinone, 1,8-diamino-anthraquinone.
Described coupling agent is the silane coupling agent or titanate coupling agent, such as γ-aminopropyl triethoxysilane, γ-glycidyl ether oxygen propyl trimethoxy silicane, 4-amino-benzene sulphonyl two (the 12 benzene sulfonyl) isopropyl titanate etc. that contain amino or epoxy group(ing).
Embodiment
Below in conjunction with embodiment, the present invention is described in further detail, but embodiments of the present invention are not limited thereto.
Embodiment one:
Prolong is being housed, agitator, 4mmol bis-membered ring carbonate is added in the four-hole boiling flask of thermometer and dropping funnel, then 2mmol ethane diamine double-2-hyolroxy propane sulfonic acid sodium is dripped, anti-10h at 2 catalyst of triethylamine 70 DEG C, add 1mmol1, anti-5h at 4-diamino-anthraquinone material color bodies 70 DEG C, 2mmol γ-aminopropyl triethoxysilane coupling agent is added after being cooled to 30 DEG C, reaction 5h, finally add a certain amount of deionized water, emulsify at a high speed 0.5h, centrifugation 30min under 3000rpm rotating speed again, remove unreacted dye matrix, obtained solid content about 30% self-vulcanizing non-isocyanate polyurethane based high molecular dye dispersion liquid.
20wt% self-vulcanizing non-isocyanate polyurethane based high molecular dye dispersion liquid, 20wt% thickening material PFL, 60wt% deionized water are mixed, stamp is carried out to cotton fabric, drying at room temperature 12h.
Embodiment two:
Prolong is being housed, agitator, 4mmol bis-membered ring carbonate is added in the four-hole boiling flask of thermometer and dropping funnel, then 1mmol2 is dripped, 4-diamino benzene sulfonic acid sodium, anti-10h at 2 catalyst of triethylamine 70 DEG C, add 2mmol1, anti-5h at 8-diamino-anthraquinone material color bodies 70 DEG C, 2mmol4-amino-benzene sulphonyl two (12 benzene sulfonyl) isopropyl titanate is added after being cooled to 30 DEG C, reaction 5h, finally add a certain amount of deionized water, emulsify at a high speed 0.5h, centrifugation 30min under 3000rpm rotating speed again, remove unreacted dye matrix, obtained solid content about 50% self-vulcanizing non-isocyanate polyurethane based high molecular dye dispersion liquid.
40wt% self-vulcanizing non-isocyanate polyurethane based high molecular dye dispersion liquid, 10wt% thickening material PFL, 50wt% deionized water are mixed, coating is carried out to cotton fabric, drying at room temperature 12h.
Claims (5)
1. a preparation method for self-vulcanizing non-isocyanate water polyurethane base high molecular dye, is characterized in that adopting following processing step:
(1) prolong is being housed, agitator, amount of substance mark 30-50% cyclic carbonate ester is added in the four-hole boiling flask of thermometer and dropping funnel, then amount of substance mark 10-30% polyhydric amine compounds is dripped, 1-2 drips Triethylamine catalyst, anti-5-10h at 65-80 DEG C, add amount of substance mark 5-15% dyestuff color bodies, and at 65-80 DEG C anti-5-10h, be cooled to 25-30 DEG C and add amount of substance mark 10-30% coupling agent, reaction 5-10h, finally add deionized water, emulsify at a high speed 0.5-1h, centrifugation 10-30min under 1000-3000rpm rotating speed again, remove unreacted dyestuff color bodies, obtained solid content is about 30-50% self-vulcanizing non-isocyanate water polyurethane base high molecular dye dispersion liquid,
(2) 20-40wt% self-vulcanizing non-isocyanate polyurethane based high molecular dye dispersion liquid, 10-30wt% thickening material PFL, 30-70wt% deionized water are mixed, coating or stamp are carried out to cotton fabric, drying at room temperature 6-12h.
2. the preparation method of a kind of self-vulcanizing non-isocyanate water polyurethane base high molecular dye as claimed in claim 1, is characterized in that described cyclic carbonate ester is for containing two or many cyclic carbonate esters oligopolymer for end group.
3. the preparation method of a kind of self-vulcanizing non-isocyanate water polyurethane base high molecular dye as claimed in claim 1, is characterized in that described polyhydric amine compounds is ethane diamine double-2-hyolroxy propane sulfonic acid sodium, 2,4-diamino benzene sulfonic acid sodium.
4. the preparation method of a kind of self-vulcanizing non-isocyanate water polyurethane base high molecular dye as claimed in claim 1, it is characterized in that described dyestuff color bodies is the dyestuff color bodies containing diamino, such as Isosorbide-5-Nitrae-diamino-anthraquinone, 1, the one of 5-diamino-anthraquinone, 1,8-diamino-anthraquinone.
5. the preparation method of a kind of self-vulcanizing non-isocyanate water polyurethane base high molecular dye as claimed in claim 1, it is characterized in that described coupling agent is the silane coupling agent or titanate coupling agent, such as γ-aminopropyl triethoxysilane, γ-glycidyl ether oxygen propyl trimethoxy silicane, 4-amino-benzene sulphonyl two (the 12 benzene sulfonyl) isopropyl titanate etc. that contain amino or epoxy group(ing).
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Cited By (7)
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| CN106758421A (en) * | 2017-01-18 | 2017-05-31 | 江南大学 | A kind of method of the imitative tie dyeing style treatment of utilization polyurethane-base high molecular dye |
| CN108531088A (en) * | 2018-04-25 | 2018-09-14 | 姜凤艳 | A kind of water-fast environment-friendly type polyurethane adhesive agent |
| CN109996826A (en) * | 2016-09-05 | 2019-07-09 | 默兹奔特利股份公司 | Purposes of the carbonate-modified prepolymer of organic group as the reactant for being used to prepare the alkoxysilane polymer without isocyanates and without isothiocyanates |
| CN110358039A (en) * | 2019-08-28 | 2019-10-22 | 盐城工学院 | It is a kind of from preparation method of coloured polyurethanes and products thereof and to be applied based on amphoteric ion |
| CN113383031A (en) * | 2019-02-08 | 2021-09-10 | 巴斯夫欧洲公司 | Preparation of cured polymers containing urethane groups and silicon atoms |
| CN114773828A (en) * | 2022-05-06 | 2022-07-22 | 盛鼎高新材料有限公司 | Corrosion-resistant polyurethane elastomer and preparation method thereof |
| CN115260827A (en) * | 2022-04-15 | 2022-11-01 | 中国科学院理化技术研究所 | Colorant suitable for water-based ink, preparation method thereof and water-based ink containing colorant |
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Cited By (11)
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| CN109996826A (en) * | 2016-09-05 | 2019-07-09 | 默兹奔特利股份公司 | Purposes of the carbonate-modified prepolymer of organic group as the reactant for being used to prepare the alkoxysilane polymer without isocyanates and without isothiocyanates |
| CN106758421A (en) * | 2017-01-18 | 2017-05-31 | 江南大学 | A kind of method of the imitative tie dyeing style treatment of utilization polyurethane-base high molecular dye |
| CN108531088A (en) * | 2018-04-25 | 2018-09-14 | 姜凤艳 | A kind of water-fast environment-friendly type polyurethane adhesive agent |
| CN113383031A (en) * | 2019-02-08 | 2021-09-10 | 巴斯夫欧洲公司 | Preparation of cured polymers containing urethane groups and silicon atoms |
| CN113423797A (en) * | 2019-02-08 | 2021-09-21 | 巴斯夫欧洲公司 | One-component sealant or adhesive composition |
| CN113423797B (en) * | 2019-02-08 | 2023-09-01 | 巴斯夫欧洲公司 | One-component sealant or adhesive composition |
| CN113383031B (en) * | 2019-02-08 | 2023-09-12 | 巴斯夫欧洲公司 | Preparation of cured polymers containing urethane groups and silicon atoms |
| CN110358039A (en) * | 2019-08-28 | 2019-10-22 | 盐城工学院 | It is a kind of from preparation method of coloured polyurethanes and products thereof and to be applied based on amphoteric ion |
| CN115260827A (en) * | 2022-04-15 | 2022-11-01 | 中国科学院理化技术研究所 | Colorant suitable for water-based ink, preparation method thereof and water-based ink containing colorant |
| CN115260827B (en) * | 2022-04-15 | 2023-05-12 | 中国科学院理化技术研究所 | Colorant suitable for water-based ink, preparation method of colorant and water-based ink containing colorant |
| CN114773828A (en) * | 2022-05-06 | 2022-07-22 | 盛鼎高新材料有限公司 | Corrosion-resistant polyurethane elastomer and preparation method thereof |
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