CN102199344B - Thermochromic aqueous polyurethane emulsion for fabrics and preparation method thereof - Google Patents
Thermochromic aqueous polyurethane emulsion for fabrics and preparation method thereof Download PDFInfo
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- CN102199344B CN102199344B CN 201110088222 CN201110088222A CN102199344B CN 102199344 B CN102199344 B CN 102199344B CN 201110088222 CN201110088222 CN 201110088222 CN 201110088222 A CN201110088222 A CN 201110088222A CN 102199344 B CN102199344 B CN 102199344B
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- Prior art keywords
- aqueous polyurethane
- polyurethane emulsion
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- thermochromic aqueous
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- 239000000839 emulsion Substances 0.000 title claims abstract description 28
- 239000004814 polyurethane Substances 0.000 title claims abstract description 26
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 26
- 239000004744 fabric Substances 0.000 title claims abstract description 24
- 238000002360 preparation method Methods 0.000 title abstract description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 12
- 238000006243 chemical reaction Methods 0.000 claims abstract description 11
- 229920005862 polyol Polymers 0.000 claims abstract description 10
- 150000003077 polyols Chemical class 0.000 claims abstract description 10
- 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 8
- 239000004970 Chain extender Substances 0.000 claims abstract description 7
- 239000008367 deionised water Substances 0.000 claims abstract description 7
- 229910021641 deionized water Inorganic materials 0.000 claims abstract description 7
- 125000004427 diamine group Chemical group 0.000 claims abstract description 7
- 239000000178 monomer Substances 0.000 claims abstract description 7
- 230000003472 neutralizing effect Effects 0.000 claims abstract description 7
- 229920000642 polymer Polymers 0.000 claims abstract description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 7
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims abstract description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 15
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 11
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 239000012752 auxiliary agent Substances 0.000 claims description 5
- 229920000909 polytetrahydrofuran Polymers 0.000 claims description 5
- 150000003384 small molecules Chemical class 0.000 claims description 5
- 150000005846 sugar alcohols Polymers 0.000 claims description 5
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 4
- 239000013530 defoamer Substances 0.000 claims description 4
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 4
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 claims description 3
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 claims description 3
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 3
- NSOXQYCFHDMMGV-UHFFFAOYSA-N Tetrakis(2-hydroxypropyl)ethylenediamine Chemical compound CC(O)CN(CC(C)O)CCN(CC(C)O)CC(C)O NSOXQYCFHDMMGV-UHFFFAOYSA-N 0.000 claims description 3
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 3
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 3
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 claims description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 3
- 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 3
- 229920001610 polycaprolactone Polymers 0.000 claims description 3
- 239000004632 polycaprolactone Substances 0.000 claims description 3
- 239000004417 polycarbonate Substances 0.000 claims description 3
- 229920000515 polycarbonate Polymers 0.000 claims description 3
- 229920000570 polyether Polymers 0.000 claims description 3
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 2
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 claims description 2
- 239000002994 raw material Substances 0.000 abstract description 2
- 239000005056 polyisocyanate Substances 0.000 abstract 2
- 229920001228 polyisocyanate Polymers 0.000 abstract 2
- 239000000463 material Substances 0.000 description 8
- 238000002845 discoloration Methods 0.000 description 5
- 238000004945 emulsification Methods 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000006386 neutralization reaction Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000003094 microcapsule Substances 0.000 description 2
- 239000005416 organic matter Substances 0.000 description 2
- 230000002441 reversible effect Effects 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 239000012296 anti-solvent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- FWQHNLCNFPYBCA-UHFFFAOYSA-N fluoran Chemical compound C12=CC=CC=C2OC2=CC=CC=C2C11OC(=O)C2=CC=CC=C21 FWQHNLCNFPYBCA-UHFFFAOYSA-N 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
Landscapes
- Polyurethanes Or Polyureas (AREA)
Abstract
The invention discloses thermochromic aqueous polyurethane emulsion for fabrics and a preparation method thereof. The emulsion is prepared from the following raw materials in parts by weight: 100 parts of polyol polymer, 30-80 parts of polyisocyanate monomer, 3-10 parts of micromolecular polyol, 8-15 parts of dimethylol propionic acid, 5-12 parts of spiropyrane derivatives, 3-10 parts of neutralizing agent, 12-20 parts of N-methylpyrrolidone or acetone, 320-520 parts of deionized water, 2-12 parts of diamine chain extender, 2-10 parts of Pb2CrO5 and 1-6 parts of auxiliary. The preparation method comprises the following steps of: reacting the polyisocyanate monomer with the polyol polymer to generate a prepolymer, adding the micromolecular polyol, the dimethylol propionic acid and the spiropyrane derivatives for chain extension, adding the N-methylpyrrolidone or acetone and the neutralizing agent which are dispersed in the deionized waer after reaction, adding the diamine chain extender for chain extension, and finally adding the Pb2CrO5 and the auxiliary to obtain the emulsion.
Description
Technical field
The invention belongs to the textile printing and dyeing Material Field, relate in particular to a kind of thermochromic aqueous polyurethane emulsion for fabrics and preparation method thereof.
Background technology
Along with the appearance of the stricter environmental regulation in various countries and the enhancing of people's environmental consciousness, the aqueous polyurethane emulsion of low levels or zero content volatile organic matter (VOC) will be rapidly developed.
At present, aspect the fabric heat discoloration, main method has two kinds: the one, and the heat-sensitive variable colour microcapsule, after exactly thermochromic dye being processed into to microcapsule, be printed on fabric; The 2nd, reversible heat discoloration powder, be exactly that host compound (Material of Fluoran heat-sensitive variable colour fuel) and other organism is composite, and heating makes them change color, recovers original color after cooling, and this variable color is reversible, can be repeatedly.These changing color of textile materials contain mostly to human body and the harmful material of environment, and adopt outer mode of adding to add, and easily move.
Summary of the invention
The purpose of this invention is to provide a kind of thermochromic aqueous polyurethane emulsion for fabrics and preparation method thereof.
A kind of thermochromic aqueous polyurethane emulsion for fabrics of the present invention, raw material by following weight parts is made, and comprises 100 parts of polyhydric alcohol polymers, 30-80 part polyisocynate monomer, 3-10 part small molecules polyvalent alcohol, 8-15 part dimethylol propionic acid, 5-12 part spiropyran derivatives, 3-10 part neutralizing agent, 12-20 part N-Methyl pyrrolidone or acetone, 320-520 part deionized water, 2-12 part diamine chain extenders, 2-10 part Pb
2crO
5with 1-6 part auxiliary agent.
Described polyhydric alcohol polymer refers to a kind of or any several mixtures in them in polyether glycol, polycaprolactone polyol, polycarbonate polyol, polytetrahydrofuran polyvalent alcohol.
Described polyisocynate monomer refers to a kind of or any several mixtures in them in tolylene diisocyanate (TDI), diphenylmethanediisocyanate (MDI), isophorone diisocyanate (IPDI).
Described small molecules polyvalent alcohol refers to a kind of or any several mixtures in them in BDO, ethylene glycol, glycerol, TriMethylolPropane(TMP).
Described diamine chain extenders refers to quadrol or hydrazine hydrate or isophorone diamine.
Described neutralizing agent refers to triethylamine or diethanolamine or tripropyl amine.
Described auxiliary agent refers to flow agent or defoamer.
The preparation method of described thermochromic aqueous polyurethane emulsion for fabrics is successively: by polyisocynate monomer and polyhydric alcohol polymer reaction prepolymer, add the small molecules polyvalent alcohol, dimethylol propionic acid and spiropyran derivatives are carried out chain extension, add N-Methyl pyrrolidone or acetone, neutralizing agent, after reaction, be distributed in deionized water, add diamine chain extenders to carry out chain extension, then add Pb
2crO
5and auxiliary agent, obtain stable thermochromic aqueous polyurethane emulsion for fabrics.
The beneficial effect that technical solution of the present invention realizes:
A kind of thermochromic aqueous polyurethane emulsion for fabrics disclosed by the invention, receive organic off-color material spiropyran derivatives on the aqueous polyurethane molecule, adopts organic off-color material spiropyran derivatives and inorganic off-color material Pb
2crO
5the technique matched, make stable thermochromic aqueous polyurethane emulsion for fabrics.Because organic off-color material spiropyran derivatives is received on the aqueous polyurethane molecule, transport property reduces, and has stable heat discoloration characteristic.These emulsion characteristics are that particle diameter is little, even, and discoloration is stable, good.Emulsion film has excellent mechanical mechanics property, and hydrolysis, anti-solvent, have good sticking power.Technique is simple, easy to operate.Because product belongs to aqueous polyurethane emulsion, (VOC) is low for volatile organic matter, environmentally friendly, and the good feature of environmental protection is arranged.
Embodiment
Below describe technical scheme of the present invention in detail.
Embodiment 1
First by 60g polytetrahydrofuran polyvalent alcohol (PTMG-2000), 20g polycaprolactone polyol (PCL-220N) and 20g polyether glycol (N220) add in the reactor of belt stirrer in 120 ℃ of vacuum hydro-extractions 1 hour, then add the 80g isophorone diisocyanate, in 85 ℃～90 ℃ reactions 1.5 hours, add the 10g TriMethylolPropane(TMP), 15g dimethylol propionic acid and 5g spiropyran derivatives, continue reaction 2 hours, add the 20gN-methyl-2-pyrrolidone, then be down to room temperature, add the neutralization of 11g triethylamine, after adding the emulsification of 520g deionized water, add the 12g isophorone diamine, 5gPb
2crO
5, 1g defoamer, 1g flow agent, dispersed with stirring obtains thermochromic aqueous polyurethane emulsion for fabrics in 30 minutes.
Embodiment 2
First 100g polytetrahydrofuran polyvalent alcohol (PTMG-2000) is added in the reactor of belt stirrer in 120 ℃ of vacuum hydro-extractions 1 hour, then add the 30g tolylene diisocyanate, in 85 ℃～90 ℃ reactions 1.5 hours, add 3g ethylene glycol, 8g dimethylol propionic acid and 12g spiropyran derivatives, continue reaction 2 hours, add the 12gN-methyl-2-pyrrolidone, then be down to room temperature, add 6g triethylamine neutralization, after adding the emulsification of 320g deionized water, add 2g quadrol, 2gPb
2crO
5, 1g defoamer, 2g flow agent, dispersed with stirring obtains thermochromic aqueous polyurethane emulsion for fabrics in 30 minutes.
Embodiment 3
First 80g polytetrahydrofuran polyvalent alcohol (PTMG-2000), 20g polycarbonate polyol (PCD-980R) are added in the reactor of belt stirrer in 120 ℃ of vacuum hydro-extractions 1 hour, then add the 60g diphenylmethanediisocyanate, in 85 ℃～90 ℃ reactions 1.5 hours, add 5g1,4-butyleneglycol, 10g dimethylol propionic acid and 10g spiropyran derivatives, continue reaction 2 hours, add 16g acetone, then be down to room temperature, add 8g diethanolamine neutralization, after adding the emulsification of 415g deionized water, add 3g hydrazine hydrate, 10gPb
2crO
5, 2 parts of defoamers, 3g flow agent, dispersed with stirring obtains thermochromic aqueous polyurethane emulsion for fabrics in 30 minutes.
The aqueous polyurethane emulsion that embodiment 1,2 or 3 is made, for fabric coating, has the heat discoloration effect.
The kind by corresponding polyvalent alcohol in above-described embodiment bracket.
Claims (7)
1. a thermochromic aqueous polyurethane emulsion for fabrics, feature is to make as follows: by 100 weight part polyhydric alcohol polymers and 30-80 weight part polyisocynate monomer reaction prepolymer, add 3-10 weight part small molecules polyvalent alcohol, 8-15 weight part dimethylol propionic acid and 5-12 weight part spiropyran derivatives are carried out chain extension, add 3-10 weight part neutralizing agent, 12-20 weight part N-Methyl pyrrolidone or acetone, be distributed to the 320-520 parts by weight of deionized water after reaction, add 2-12 weight part diamine chain extenders to carry out chain extension, then add 2-10 weight part Pb
2crO
5with 1-6 weight part auxiliary agent, obtain stable thermochromic aqueous polyurethane emulsion for fabrics.
2. thermochromic aqueous polyurethane emulsion for fabrics according to claim 1, is characterized in that described polyhydric alcohol polymer refers to a kind of or any several mixtures in them in polyether glycol, polycaprolactone polyol, polycarbonate polyol, polytetrahydrofuran polyvalent alcohol.
3. thermochromic aqueous polyurethane emulsion for fabrics according to claim 1, is characterized in that described polyisocynate monomer refers to a kind of or any several mixtures in them in tolylene diisocyanate, diphenylmethanediisocyanate, isophorone diisocyanate.
4. thermochromic aqueous polyurethane emulsion for fabrics according to claim 1, is characterized in that described small molecules polyvalent alcohol refers to a kind of or any several mixtures in them in BDO, ethylene glycol, glycerol, TriMethylolPropane(TMP).
5. thermochromic aqueous polyurethane emulsion for fabrics according to claim 1, is characterized in that described diamine chain extenders refers to quadrol or hydrazine hydrate or isophorone diamine.
6. thermochromic aqueous polyurethane emulsion for fabrics according to claim 1, is characterized in that described neutralizing agent refers to triethylamine or diethanolamine or tripropyl amine.
7. thermochromic aqueous polyurethane emulsion for fabrics according to claim 1, is characterized in that described auxiliary agent refers to flow agent or defoamer.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201110088222 CN102199344B (en) | 2011-04-07 | 2011-04-07 | Thermochromic aqueous polyurethane emulsion for fabrics and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201110088222 CN102199344B (en) | 2011-04-07 | 2011-04-07 | Thermochromic aqueous polyurethane emulsion for fabrics and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102199344A CN102199344A (en) | 2011-09-28 |
| CN102199344B true CN102199344B (en) | 2013-12-18 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 201110088222 Active CN102199344B (en) | 2011-04-07 | 2011-04-07 | Thermochromic aqueous polyurethane emulsion for fabrics and preparation method thereof |
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| Country | Link |
|---|---|
| CN (1) | CN102199344B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106634533B (en) * | 2016-12-26 | 2019-04-16 | 北京东方雨虹防水技术股份有限公司 | A kind of thermochromism polyurethane water-proof paint |
| CN112126322A (en) * | 2020-08-27 | 2020-12-25 | 苏州宏琦材料科技有限公司 | Preparation method of responsive structural color optical variable anti-counterfeiting coating |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1251116A (en) * | 1997-02-21 | 2000-04-19 | Pp工业俄亥俄公司 | Photochromic polyurethane coating and articles having such coating |
| WO2001057106A1 (en) * | 2000-02-04 | 2001-08-09 | Ppg Industries Ohio, Inc. | Photochromic coated articles |
| CN1615351A (en) * | 2001-12-21 | 2005-05-11 | 光学转变公司 | Photochromic polymer compositions and articles thereof |
| WO2007131145A1 (en) * | 2006-05-05 | 2007-11-15 | Ppg Industries Ohio, Inc. | Compositions and articles prepared from thioether functional oligomeric polythiols |
-
2011
- 2011-04-07 CN CN 201110088222 patent/CN102199344B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1251116A (en) * | 1997-02-21 | 2000-04-19 | Pp工业俄亥俄公司 | Photochromic polyurethane coating and articles having such coating |
| WO2001057106A1 (en) * | 2000-02-04 | 2001-08-09 | Ppg Industries Ohio, Inc. | Photochromic coated articles |
| CN1615351A (en) * | 2001-12-21 | 2005-05-11 | 光学转变公司 | Photochromic polymer compositions and articles thereof |
| WO2007131145A1 (en) * | 2006-05-05 | 2007-11-15 | Ppg Industries Ohio, Inc. | Compositions and articles prepared from thioether functional oligomeric polythiols |
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| Publication number | Publication date |
|---|---|
| CN102199344A (en) | 2011-09-28 |
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Address after: 314001 west side of bujiao highway, Daqiao Town, Nanhu District, Jiaxing City, Zhejiang Province Patentee after: Zhejiang Luoxing Chemical Co.,Ltd. Address before: 314001 west side of bujiao highway, Daqiao Town, Nanhu District, Jiaxing City, Zhejiang Province Patentee before: ZHEJIANG LUOXING INDUSTRIAL Co.,Ltd. |
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Denomination of invention: A temperature sensitive and color changing waterborne polyurethane lotion for fabric and its preparation method Effective date of registration: 20221107 Granted publication date: 20131218 Pledgee: Zhejiang Hecheng Rural Commercial Bank Co.,Ltd. Pledgor: Zhejiang Luoxing Chemical Co.,Ltd. Registration number: Y2022990000792 |
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Granted publication date: 20131218 Pledgee: Zhejiang Hecheng Rural Commercial Bank Co.,Ltd. Pledgor: Zhejiang Luoxing Chemical Co.,Ltd. Registration number: Y2022990000792 |