CN102585150B - Preparation method of anionic aqueous polyurethane dispersoid for fabric coating and decoration - Google Patents
Preparation method of anionic aqueous polyurethane dispersoid for fabric coating and decoration Download PDFInfo
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- CN102585150B CN102585150B CN 201210022948 CN201210022948A CN102585150B CN 102585150 B CN102585150 B CN 102585150B CN 201210022948 CN201210022948 CN 201210022948 CN 201210022948 A CN201210022948 A CN 201210022948A CN 102585150 B CN102585150 B CN 102585150B
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- carboxylic acid
- diisocyanate
- chain extender
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- aqueous polyurethane
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- 239000004744 fabric Substances 0.000 title claims abstract description 26
- 238000002360 preparation method Methods 0.000 title claims abstract description 20
- 239000011248 coating agent Substances 0.000 title claims abstract description 10
- 238000000576 coating method Methods 0.000 title claims abstract description 10
- 125000000129 anionic group Chemical group 0.000 title claims abstract 7
- 229920002635 polyurethane Polymers 0.000 title claims description 30
- 239000004814 polyurethane Substances 0.000 title claims description 30
- 238000005034 decoration Methods 0.000 title 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims abstract description 52
- SIOXPEMLGUPBBT-UHFFFAOYSA-N picolinic acid Chemical group OC(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-N 0.000 claims abstract description 27
- 239000004970 Chain extender Substances 0.000 claims abstract description 19
- 239000002904 solvent Substances 0.000 claims abstract description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 18
- 150000004985 diamines Chemical class 0.000 claims abstract description 15
- 229920001730 Moisture cure polyurethane Polymers 0.000 claims abstract description 14
- 238000009775 high-speed stirring Methods 0.000 claims abstract description 14
- 229920005906 polyester polyol Polymers 0.000 claims abstract description 10
- 229920000570 polyether Polymers 0.000 claims abstract description 10
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 9
- 229920003009 polyurethane dispersion Polymers 0.000 claims abstract description 9
- 239000003054 catalyst Substances 0.000 claims abstract description 6
- 125000004427 diamine group Chemical group 0.000 claims abstract description 4
- 125000005442 diisocyanate group Chemical group 0.000 claims abstract 6
- 229920005862 polyol Polymers 0.000 claims abstract 5
- 150000003077 polyols Chemical class 0.000 claims abstract 5
- 238000006243 chemical reaction Methods 0.000 claims description 20
- 238000004945 emulsification Methods 0.000 claims description 12
- 150000002009 diols Chemical class 0.000 claims description 9
- -1 2-chloromethyl isonicotinic acid formazan Esters Chemical class 0.000 claims description 8
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 8
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- 239000000839 emulsion Substances 0.000 claims description 6
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical group [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
- 229920000515 polycarbonate Polymers 0.000 claims description 5
- 239000004417 polycarbonate Substances 0.000 claims description 5
- 239000007787 solid Substances 0.000 claims description 5
- 239000002994 raw material Substances 0.000 claims description 4
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 3
- KXBFLNPZHXDQLV-UHFFFAOYSA-N [cyclohexyl(diisocyanato)methyl]cyclohexane Chemical group C1CCCCC1C(N=C=O)(N=C=O)C1CCCCC1 KXBFLNPZHXDQLV-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
- 239000000203 mixture Substances 0.000 claims description 3
- 229920000728 polyester Polymers 0.000 claims description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 2
- 229920001610 polycaprolactone Polymers 0.000 claims description 2
- 239000004632 polycaprolactone Substances 0.000 claims description 2
- 238000006068 polycondensation reaction Methods 0.000 claims description 2
- 229920000909 polytetrahydrofuran Polymers 0.000 claims description 2
- 239000000675 fabric finishing Substances 0.000 claims 3
- 238000009962 finishing (textile) Methods 0.000 claims 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims 1
- 150000001735 carboxylic acids Chemical class 0.000 claims 1
- 229920001577 copolymer Polymers 0.000 claims 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims 1
- 229920000642 polymer Polymers 0.000 claims 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract description 4
- 238000004383 yellowing Methods 0.000 abstract description 2
- 238000001816 cooling Methods 0.000 abstract 1
- 238000002425 crystallisation Methods 0.000 abstract 1
- 230000008025 crystallization Effects 0.000 abstract 1
- 230000002950 deficient Effects 0.000 abstract 1
- 150000001450 anions Chemical class 0.000 description 25
- 239000003973 paint Substances 0.000 description 16
- 239000004922 lacquer Substances 0.000 description 12
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 10
- 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 description 10
- 230000006837 decompression Effects 0.000 description 10
- 238000009835 boiling Methods 0.000 description 8
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- BJZYYSAMLOBSDY-QMMMGPOBSA-N (2s)-2-butoxybutan-1-ol Chemical compound CCCCO[C@@H](CC)CO BJZYYSAMLOBSDY-QMMMGPOBSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 239000012975 dibutyltin dilaurate Substances 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- YNBADRVTZLEFNH-UHFFFAOYSA-N methyl nicotinate Chemical compound COC(=O)C1=CC=CN=C1 YNBADRVTZLEFNH-UHFFFAOYSA-N 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 239000007888 film coating Substances 0.000 description 1
- 238000009501 film coating Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 229960001238 methylnicotinate Drugs 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 125000005474 octanoate group Chemical group 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 150000004053 quinones Chemical class 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000007725 thermal activation Methods 0.000 description 1
Landscapes
- Polyurethanes Or Polyureas (AREA)
Abstract
一种织物涂饰用阴离子水性聚氨酯分散体的制备方法，按以下步骤进行操作：(a)将聚醚多元醇、聚酯多元醇和二异氰酸酯，在催化剂作用下，于70～90℃进行聚合反应2～4小时；(b)加入含吡啶羧酸结构的二胺亲水扩链剂和溶剂丙酮，在40～65℃下反应5～30min，制得聚氨酯预聚体；(c)降温至20～40℃，加入低分子量二胺扩链剂和水，在高速搅拌下乳化；(d)减压蒸出溶剂丙酮，即得到织物涂饰用阴离子水性聚氨酯分散体。由于使用了含吡啶羧酸结构的二胺作为亲水扩链剂，它既含有规整的吡啶环结构，可提高结晶性能和初始粘结强度，同时吡啶环是缺电子体系，不易被氧化而使颜色加深，使产品具有耐黄变的性能。A preparation method of anionic water-based polyurethane dispersion for fabric coating, which is operated according to the following steps: (a) polyether polyol, polyester polyol and diisocyanate are polymerized at 70-90°C under the action of a catalyst 2 ~ 4 hours; (b) adding diamine hydrophilic chain extender containing pyridine carboxylic acid structure and solvent acetone, reacting at 40 ~ 65 ° C for 5 ~ 30 minutes to prepare polyurethane prepolymer; (c) cooling to 20 ~ 40°C, add a low molecular weight diamine chain extender and water, and emulsify under high-speed stirring; (d) evaporate the solvent acetone under reduced pressure to obtain an anionic aqueous polyurethane dispersion for fabric coating. Since the diamine containing pyridine carboxylic acid structure is used as the hydrophilic chain extender, it not only contains a regular pyridine ring structure, but can improve the crystallization performance and initial bonding strength, and the pyridine ring is an electron-deficient system, which is not easy to be oxidized. The color deepens, making the product resistant to yellowing.
Description
Technical field
The present invention relates to a kind of preparation method of pyridine carboxylic acid type negatively charged ion fabric finish, a kind of fabric is covered with paint, lacquer, colour wash, etc. the preparation method with anion aqueous polyurethane disperse.
Background technology
Aqueous polyurethane has and advantage such as does not fire, smell is little, free from environmental pollution and operation processing is easy, is a kind of eco-friendly macromolecular material, is widely used in fields such as coating, tamanori, leather and fabric coating.In the fabric coating application facet, aqueous polyurethane mainly is used in the coating of fabrics such as Nylon Taffeta, real silk, cotton, canvas, polyester-cotton blend, makes fabric have advantages such as Waterproof Breathable, soft surface, high resilience, good hand feeling after the covering with paint.
As fabric coating use urethane, good flexibility and smooth property to be arranged behind the general requirement dry solidification, but require it to have stronger initial adhesion power simultaneously.In order to make soft film coating, the good hand feeling that obtains after the drying, the polyester of generally selecting the non-ordered structure of aliphatics is as soft section main raw material, but just reduced the initial adhesion power to fabric like this.Have bibliographical information can adopt the aromatic ring diamines as chainextender, crystal property is good, and coating is after the thermal activation bonding, and initial adhesion intensity improves.But the aromatic ring diamines easily causes the product xanthochromia, and this mainly is because phenyl ring is the electron rich conjugated structure, is oxidized to quinones easily and the color burn xanthochromia that causes.
Summary of the invention
The present invention is intended to propose a kind of fabric and covers with paint, lacquer, colour wash, etc. the preparation method who uses anion aqueous polyurethane disperse, and the polyurethane dispersions tack that makes is strong, good film-forming property, and anti-xanthochromia.
This fabric is covered with paint, lacquer, colour wash, etc. with the preparation method's of anion aqueous polyurethane disperse step as follows:
(a) with polyether glycol, the pure and mild vulcabond of polyester polyols, under catalyst action, carried out polyreaction 2～4 hours in 70～90 ℃;
(b) add diamines hydrophilic chain extender and the solvent acetone that contains the pyridine carboxylic acid structure, react 5～30min down at 40～65 ℃, make base polyurethane prepolymer for use as;
(c) be cooled to 20～40 ℃, add lower molecular weight diamine chain stretching agent and water, emulsification under high-speed stirring;
(d) decompression steams solvent acetone, namely obtains fabric covering with paint anion aqueous polyurethane disperse.
Wherein, the structure of the diamines hydrophilic chain extender that contains the pyridine carboxylic acid structure that (b) adds in the step is shown below:
In the formula, n=2,3,4
This fabric cover with paint, lacquer, colour wash, etc. with among the preparation method of anion aqueous polyurethane disperse owing to having used the diamines that contains the pyridine carboxylic acid structure as hydrophilic chain extender, it had both contained regular pyridine ring structure, can improve crystal property and initial adhesion intensity; Pyridine ring is the electron deficiency system at organic chemistry simultaneously, and it is difficult for oxidized and makes color burn, has the performance of anti-xanthochromia.
Embodiment
The preparation method that this fabric is covered with paint, lacquer, colour wash, etc. with anion aqueous polyurethane disperse operates according to the following steps:
(a) with polyether glycol, the pure and mild vulcabond of polyester polyols, under catalyst action, carried out polyreaction 2～4 hours in 70～90 ℃;
(b) add diamines hydrophilic chain extender and the solvent acetone that contains the pyridine carboxylic acid structure, react 5～30min down at 40～65 ℃, make base polyurethane prepolymer for use as;
(c) be cooled to 20～40 ℃, add lower molecular weight diamine chain stretching agent and water, emulsification under high-speed stirring;
(d) decompression steams solvent acetone, namely obtains fabric covering with paint anion aqueous polyurethane disperse.
Wherein, the structure of the diamines hydrophilic chain extender that contains the pyridine carboxylic acid structure that (b) adds in the step is shown below:
In the formula, n=2,3,4 is when n=2, and this chainextender is 2-((2-aminoethylamino) methyl) pyridine-4-sodium formiate; During n=3, this chainextender is 2-((2-amino propyl amino) methyl) pyridine-4-sodium formiate; During n=4, this chainextender is 2-((the amino butyl amino of 2-) methyl) pyridine-4-sodium formiate.
The used diamines hydrophilic chain extender that contains the pyridine carboxylic acid structure can be raw material with 2-chloromethyl iso methyl nicotinate among the preparation method of this fabric covering with paint with anion aqueous polyurethane disperse, with NH
2(CH
2) nNH
2Make with the NaOH reaction again after the reaction.Concrete reaction formula is as follows:
N=2,3,4 in the formula.
This fabric is covered with paint, lacquer, colour wash, etc. with among the preparation method of anion aqueous polyurethane disperse, and (a) polyether glycol described in the step can be polymkeric substance or the multipolymer of tetrahydrofuran (THF), oxyethane, propylene oxide, butylene oxide ring; Described polyester polyol can be polycarbonate diol, polycaprolactone glycol or the polyester diol that is got by di-carboxylic acid and dibasic alcohol polycondensation; Described vulcabond can be one or more the mixture in dicyclohexyl methane diisocyanate, isophorone diisocyanate, hexamethylene diisocyanate, the Methylcyclohexyl diisocyanate.
This fabric is covered with paint, lacquer, colour wash, etc. with among the preparation method of anion aqueous polyurethane disperse, and (a) polyether glycol described in the step can be 800～2500 polytetrahydrofuran dibasic alcohol for molecular weight; Described polyester polyol can be 1000～3000 polycarbonate diol for molecular weight.
This fabric is covered with paint, lacquer, colour wash, etc. with among the preparation method of anion aqueous polyurethane disperse, (a) vulcabond and the polyethers described in the step and polyester polyol react and make in the process of base polyurethane prepolymer for use as, the molar ratio of vulcabond and polyvalent alcohol can for: 1.1～1.6.
This fabric is covered with paint, lacquer, colour wash, etc. with among the preparation method of anion aqueous polyurethane disperse, and (a) catalyzer described in the step can be stannous octoate, and the amount of adding is 0.01～0.1% of prepolymer total mass.Also can be dibutyl tin dilaurate or two sad dibutyl tins.
This fabric is covered with paint, lacquer, colour wash, etc. with among the preparation method of anion aqueous polyurethane disperse, and (b) quality of the diamines hydrophilic chain extender that contains the pyridine carboxylic acid structure that adds in the step can be 0.5～3% of the solid amount in the emulsion; The quality of the solvent acetone that adds can be 50～100% of the solid amount in the emulsion.
This fabric is covered with paint, lacquer, colour wash, etc. with among the preparation method of anion aqueous polyurethane disperse, (c) the lower molecular weight diamines that adds in the step is quadrol, the mole number of add-on is in the raw material-the NCO total mole number deducts-the OH total mole number deducts in the pyridine carboxylic acid salt again-NH total mole number income value 40～110%, also be exactly: (mole number of quadrol)=((in the raw material-NCO total mole number)-(OH total mole number)-(in the pyridine carboxylic acid salt-NH total mole number)) * 40～110%; The quality of the water that adds is 45～55% of aqueous polyurethane emulsion total mass; The time of high-speed stirring emulsification is 0.5～1h.
Provide embodiments of the invention below, to specify a kind of preparation method of pyridine carboxylic acid type anion aqueous polyurethane disperse.But be not limited to this.
Embodiment 1
(be that number-average molecular weight is 2000 with PTMG dibasic alcohol 2000, be called for short PTMEG2000,42.9g down together), PTMG 1000 (be that number-average molecular weight is 1000, be called for short PTMEG1000, down together) 21.5g, polycarbonate diol 2000 (is that number-average molecular weight is 2000, be called for short PCD2000, down together) 14.4g, dicyclohexyl methane diisocyanate (is called for short H
12MDI, 35.3g down together), the inferior tin of octoate catalyst (being called for short T-9, down together) 0.05g is in the 500mL four-hole boiling flask, be heated to 70 ℃, reaction 2.5h is cooled to 60 ℃, adds 2-((2-aminoethylamino) methyl) pyridine-4-sodium formiate 3.3g and acetone 80.0g, reaction 25min makes base polyurethane prepolymer for use as.Be cooled to 40 ℃ then, add quadrol 2.2g, water 120.0g, emulsification 0.5h under high-speed stirring, last, decompression steams solvent acetone, namely gets pyridine carboxylic acid type anion aqueous polyurethane disperse WPU1.
Embodiment 2
With PTMEG200087.5g, PCD200014.4g, H
12MDI 28.2g, catalyzer T-90.06g in the 500mL four-hole boiling flask, is heated to 70 ℃, and reaction 3h is cooled to 60 ℃, adds 2-((2-aminoethylamino) methyl) pyridine-4-sodium formiate 3.3g and acetone 70.0g, and reaction 25min makes base polyurethane prepolymer for use as.Be cooled to 40 ℃ then, add quadrol 0.9g, water 120.0g, emulsification 0.5h under high-speed stirring, last, decompression steams solvent acetone, namely gets pyridine carboxylic acid type anion aqueous polyurethane disperse WPU2.
Embodiment 3
With PTMEG2000 80.0g, PCD2000 20.0g, H
12MDI 35.3g, catalyzer T-90.13g in the 500mL four-hole boiling flask, is heated to 75 ℃, and reaction 2h is cooled to 60 ℃, adds 2-((2-amino propyl amino) methyl) pyridine-4-sodium formiate 3.7g and acetone 80.0g, and reaction 25min makes base polyurethane prepolymer for use as.Be cooled to 35 ℃ then, add quadrol 2.2g, water 120.0g, emulsification 0.5h under high-speed stirring, last, decompression steams solvent acetone, namely gets pyridine carboxylic acid type anion aqueous polyurethane disperse WPU3.
Embodiment 4
With PTMEG2000 22.4g, PTMEG1000 33.8g, PCD2000 10.0g, H
12MDI 33.0g, catalyzer T-90.1g is in the 500mL four-hole boiling flask, be heated to 80 ℃, reaction 1.5h is cooled to 60 ℃, add 2-((the amino butyl amino of 2-) methyl) pyridine-4-sodium formiate 3.0g and acetone 70.0g, reaction 25min makes base polyurethane prepolymer for use as.Be cooled to 40 ℃ then, add quadrol 1.8g, water 120.0g, emulsification 0.5h under high-speed stirring, last, decompression steams solvent acetone, namely gets pyridine carboxylic acid type anion aqueous polyurethane disperse WPU4.
Embodiment 5
With PTMEG200025.0g, PTMEG100037.5g, PCD200020.3g, H
12MDI 30.7g, catalyzer T-9 0.09g is in the 500mL four-hole boiling flask, be heated to 75 ℃, reaction 2.0h is cooled to 60 ℃, add 2-((the amino butyl amino of 2-) methyl) pyridine-4-sodium formiate 2.8g and acetone 70.0g, reaction 30min makes base polyurethane prepolymer for use as.Be cooled to 40 ℃ then, add quadrol 1.2g, water 120.0g, emulsification 0.5h under high-speed stirring, last, decompression steams solvent acetone, namely gets pyridine carboxylic acid type anion aqueous polyurethane disperse WPU5.
Embodiment 6
With PTMEG2000 86.0g, PCD2000 14.4g, H
12MDI 28.5g, catalyzer dibutyl tin dilaurate 0.07g is in the 500mL four-hole boiling flask, be heated to 70 ℃, reaction 2.0h is cooled to 60 ℃, add 2-((2-amino propyl amino) methyl) pyridine-4-sodium formiate 3.8g and acetone 75.0g, reaction 30min makes base polyurethane prepolymer for use as.Be cooled to 40 ℃ then, add quadrol 0.9g, water 120.0g, emulsification 0.5h under high-speed stirring, last, decompression steams solvent acetone, namely gets pyridine carboxylic acid type anion aqueous polyurethane disperse WPU6.
Embodiment 7
With PTMEG2000 21.5g, PTMEG1000 32.3g, PCD2000 12.5g, isophorone diisocyanate 29.1g, catalyzer T-9 0.06g, in the 500mL four-hole boiling flask, be heated to 85 ℃, reaction 3.0h, be cooled to 60 ℃, add 2-((2-aminoethylamino) methyl) pyridine-4-sodium formiate 2.5g and acetone 70.0g, reaction 30min makes base polyurethane prepolymer for use as.Be cooled to 40 ℃ then, add quadrol 1.5g, water 120.0g, emulsification 0.5h under high-speed stirring, last, decompression steams solvent acetone, namely gets pyridine carboxylic acid type anion aqueous polyurethane disperse WPU7.
Embodiment 8
With PTMEG2000 45.0g, PTMEG1000 22.5g, PCD2000 10.1g, hexamethylene diisocyanate 22.0g, catalyzer T-9 0.08g, in the 500mL four-hole boiling flask, be heated to 75 ℃, reaction 2.5h, be cooled to 60 ℃, add 2-((2-aminoethylamino) methyl) pyridine-4-sodium formiate 3.2g and acetone 80.0g, reaction 30min makes base polyurethane prepolymer for use as.Be cooled to 40 ℃ then, add quadrol 1.8g, water 120.0g, emulsification 0.5h under high-speed stirring, last, decompression steams solvent acetone, namely gets pyridine carboxylic acid type anion aqueous polyurethane disperse WPU8.
Above-mentioned 8 embodiment gained aqueous polyurethane dispersion products are carried out performance test, and it the results are shown in Table 1.Wherein the mensuration of elongation at break and tensile strength is carried out with reference to GB/T528-1998, and draw speed is 200mm/min.The mensuration of T-stripping strength is carried out with reference to GB/T27912-1995, and its draw speed is 100mm/min, and base material is PVC.The mensuration of anti-yellowing property is that filming of preparing according to GB1727-1992 carried out (general yellow degree factor Y＞15%, think xanthochromia) with reference to GB2409-80 in irradiation under the ultraviolet lamp after 96 hours.Test result shows that gained pyridine carboxylic acid type anion aqueous polyurethane has stronger adhesive property and film-forming properties, and the solid content height, anti-xanthochromia.
The prepared aqueous polyurethane dispersion The performance test results of table 1 embodiment 1-8
Claims (3)
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| US20150203453A1 (en) * | 2012-10-02 | 2015-07-23 | Epitherapeutics Aps | Inhibitors of histone demethylases |
| WO2014131777A1 (en) | 2013-02-27 | 2014-09-04 | Epitherapeutics Aps | Inhibitors of histone demethylases |
| AR099890A1 (en) * | 2014-03-31 | 2016-08-24 | Epitherapeutics Aps | HISTONE DEMETILASE INHIBITORS |
| WO2016033169A1 (en) | 2014-08-27 | 2016-03-03 | Epitherapeutics Aps | Compounds and methods for inhibiting histone demethylases |
| CN104592882B (en) * | 2015-01-30 | 2017-07-04 | 雅图高新材料有限公司 | Automobile single-component water-based plain color paint and its preparation technology |
| CN110330618B (en) * | 2019-07-30 | 2021-05-18 | 嘉兴学院 | Aqueous polyurethane emulsion, its preparation method and application |
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| CN101328383A (en) * | 2008-07-17 | 2008-12-24 | 安徽大学 | Production method for water-based polyurethane coating binder for lining gloves |
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