CN116180450A - Wet rubbing fastness improver with high energy efficiency and soft hand feeling and preparation method thereof - Google Patents
Wet rubbing fastness improver with high energy efficiency and soft hand feeling and preparation method thereof Download PDFInfo
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- CN116180450A CN116180450A CN202211628574.4A CN202211628574A CN116180450A CN 116180450 A CN116180450 A CN 116180450A CN 202211628574 A CN202211628574 A CN 202211628574A CN 116180450 A CN116180450 A CN 116180450A
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- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
- D06M15/568—Reaction products of isocyanates with polyethers
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- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
- C08G18/667—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6681—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/32 or C08G18/3271 and/or polyamines of C08G18/38
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- C08G18/6688—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/32 or C08G18/3271 and/or polyamines of C08G18/38 with compounds of group C08G18/3271
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- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
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- C08G18/791—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups
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- C08G18/794—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups formed by oligomerisation of aromatic isocyanates or isothiocyanates
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- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
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Abstract
The invention discloses an energy-efficient soft-feel wet rubbing fastness improver and a preparation method thereof, wherein the improver comprises the following raw materials in parts by mass: 40-100 parts of polyether, 10-30 parts of tristyrylphenol polyoxyethylene ether 16EO, 40-100 parts of solvent, 60-120 parts of isocyanate polymer, 0.5-4 parts of active hydride containing tertiary amino, 40-80 parts of hydroxyl silicone oil, 600-800 parts of deionized water, 0.5-3 parts of diamine type chain extender and 0.5-5 parts of acid. The wet rubbing fastness improver can effectively improve the wet rubbing fastness of the fabric and improve the hand feeling softness of the fabric, has better effect on improving the wet rubbing fastness of the fabric than the conventional wet rubbing fastness improver under the condition of the same dosage, and gives the fabric excellent hand feeling; the wet rubbing fastness improver disclosed by the invention is better in raw material safety than the traditional wet rubbing fastness improver, is low in toxicity, and is an ideal fabric dyeing and printing auxiliary agent.
Description
Technical Field
The invention relates to an energy-efficient soft-handfeel wet rubbing fastness improver and a preparation method thereof, and belongs to the technical field of textile printing and dyeing auxiliary agents.
Background
The reactive dye has complete color spectrum, good permeability, low dyeing cost, short dyeing time, convenient use and bright color, and is the first-choice dye for dyeing cellulose fabrics. Although the reactive dye can form covalent bonds with the fibers, the color fastness of the dyed cotton and the blended fabric thereof is not satisfactory, especially the washing fastness and the wet rubbing fastness, and the wet rubbing fastness improver is often required to be added to fix the dyed fabric. In recent years, aqueous polyurethane is increasingly used in textile industry, and the specific gravity is increasingly large. The aqueous polyurethane can be used in the aspects of waterproofing agents, wool shrink-proof finishing agents, fabric wash-and-wear finishing agents, synthetic fiber hydrophilizing agents, antistatic agents, anti-pilling agents, wet rubbing fastness improving agents and the like.
At present, researches on wet rubbing fastness improving agents for cotton fabrics dyed by reactive dyes mainly comprise aqueous polyurethane, such as a durable wet rubbing fastness improving agent and a preparation method thereof (application number CN 201110272757.2), wherein the durable wet rubbing fastness improving agent comprises polyisocyanate compounds, polyether polyol compounds, small molecule chain extenders, blocking agents and neutralizing acids, and the contents of the components are as follows in parts by mass: 10-40 parts of polyisocyanate compound; 50-90 parts of polyether polyol compound; 0.5-10 parts of small molecule chain extender; 0.5-10 parts of sealing agent; 0.5-5 parts of neutralizing acid. The cationic reactive aqueous polyurethane is actually produced, but the wet rubbing fastness of the product synthesized by the patent is limited in improvement in the use process, the hand feeling is hard after the fabric is treated, the hand feeling is greatly affected, and the additional softener is needed to be added for assistance.
Therefore, wet crockfastness improvers of the silicone-modified polyurethanes type have been developed on the market. An environment-friendly polyether organosilicon modified polyurethane and a preparation method thereof (application number CN201710181730. X) are disclosed, wherein the polyurethane comprises 5-10 parts of polyether organosilicon, 10-50 parts of chain extender, 10-50 parts of polyalcohol, 20-60 parts of isocyanate compound, 10-20 parts of diacrylanic pentaerythritol, 5-15 parts of 4-allyl-1, 2-dimethoxy benzene and 2-10 parts of 1-allyl-3-methoxy-4-hydroxy benzene; wherein the chain extender is 1, 4-butanediol and a chain extender containing quaternary ammonium salt; the chain extender containing the quaternary ammonium salt is obtained by copolymerizing pentaerythritol and a quaternary ammonium salt monomer, and the quaternary ammonium salt monomer comprises one or more of acryloyloxyethyl alkyl quaternary ammonium salt and allylalkyl quaternary ammonium salt.
The organic silicon is introduced into the polyurethane, so that the fabric has good soft hand feeling, but the stability problems of roller sticking, demulsification, silicon spot of the fabric and the like easily occur in the treatment process, and the improvement effect on wet rubbing fastness is not obvious; and most of the current wet rubbing fastness improving agents use TDI as a synthetic raw material, so that the TDI has strong toxicity and the residual TDI has great harm to human bodies.
Disclosure of Invention
Aiming at the problems in the prior art, the invention provides the wet rubbing fastness improver with high energy efficiency and soft hand feeling and the preparation method thereof, and the wet rubbing fastness improver is soft in hand feeling, obvious in improving effect, good in stability and small in harm to human bodies.
In order to achieve the aim, the wet rubbing fastness improver with high energy efficiency and soft hand feeling comprises the following raw materials in parts by mass: 40-100 parts of polyether, 10-30 parts of tristyrylphenol polyoxyethylene ether 16EO, 40-100 parts of solvent, 60-120 parts of isocyanate, 0.5-4 parts of active hydride containing tertiary amino, 40-80 parts of hydroxyl silicone oil, 600-800 parts of deionized water, 0.5-3 parts of diamine type chain extender and 0.5-5 parts of acid.
As an improvement, at least one of PEG1000, PEG2000 and PTMEG2000 is used as the polyether.
As an improvement, one of the polyethers is tristyrylphenol polyoxyethylene ether 16EO.
As an improvement, the solvent adopts at least one of dimethylformamide, tetrahydrofuran, N-methyl-2-pyrrolidone, toluene, propylene glycol monomethyl ether acetate, butanone and acetone.
As a modification, the isocyanate polymer adopts at least one of a polymer DESMODUR L75 of TDI, a polymer DESMODURN100 of HDI and a polymer DESMODURN3300 of HDI.
As an improvement, the active hydride containing tertiary amino group adopts at least one of N, N-dimethylethanolamine, N-methyldiethanolamine, N-dimethylethylenediamine and triethanolamine.
As an improvement, the hydroxyl silicone oil adopts at least one of double-end hydroxyl silicone oil with the molecular weight of 1000-10000.
As an improvement, the diamine type chain extender adopts at least one of ethylenediamine, o-phenylenediamine, hydrazine hydrate and isophorone diamine.
As an improvement, the acid is at least one of acetic acid, tartaric acid and citric acid.
In addition, the invention also provides a preparation method of the wet rubbing fastness improver with high energy efficiency and soft hand feeling, which comprises the following steps:
s1, adding formula amount of polyether and tristyrene phenol polyoxyethylene ether into a reactor for dehydration treatment;
s2, cooling the reactor to 50-60 ℃, and adding a solvent;
s3, adding an isocyanate polymer, reacting at a constant temperature for 0.5-1h, then heating to 70-90 ℃, and reacting at a constant temperature for 1-4h to obtain a polyurethane prepolymer;
s4, adding active hydride containing tertiary amino, and reacting for 1-2 hours at the constant temperature of 70-90 ℃;
s5, adding hydroxyl silicone oil to perform chain extension, and performing constant-temperature reaction for 1-2h at 70-90 ℃;
s6, cooling to 60 ℃, adding deionized water for emulsification uniformly, and cooling to room temperature;
s7, adding a diamine chain extender, and performing chain extension reaction for 15min-1h at 20-40 ℃;
s8, adding acid for neutralization;
s9, heating, distilling and desolventizing to obtain the wet rubbing fastness improver with the content of 20-25%.
The mechanism of the invention is as follows:
the invention adopts isocyanate polymer, preferably TDI trimer (DESMODUR L75), which is formed by TDI self-polymerization, has the property of TDI, has three benzene rings on the structure, has better smoothness and wear resistance than TDI, and can greatly improve the wear resistance of polyurethane film. The invention adopts the tristyrylphenol polyoxyethylene ether 16EO, the structure of the tristyryl phenol polyoxyethylene ether 16EO contains three benzene rings, and the three benzene rings are positioned on the same plane, so that the film forming property and smoothness of the fabric can be improved, and the friction resistance effect is improved; meanwhile, the compound has the performance of a surfactant, and can improve the stability of the wet rubbing fastness improver after reacting with isocyanate polymer. The invention adopts active hydride containing tertiary amino, contains amino, ensures that polyurethane is cationic after the amino is protonated, can ensure that a polyurethane film and a fabric are better combined, improves the stability of the polyurethane, and simultaneously ensures that the amino can endow the fabric with certain soft hand feeling; the double-end hydroxyl silicone oil is added, so that the fabric has good soft hand feeling, and the problem that the hand feeling of the fabric is hard and rough after the conventional wet rubbing fastness improver is used is solved.
Compared with the prior art, the wet rubbing fastness improver can effectively improve the wet rubbing fastness of the fabric and improve the hand feeling softness of the fabric, has better effect on improving the wet rubbing fastness of the fabric than the conventional wet rubbing fastness improver under the condition of the same dosage, and gives the fabric excellent hand feeling; the wet rubbing fastness improver disclosed by the invention is better in raw material safety than the traditional wet rubbing fastness improver, is low in toxicity, and is an ideal fabric dyeing and printing auxiliary agent.
Detailed Description
The present invention will be described in further detail below in order to make the objects, technical solutions and advantages of the present invention more apparent. It should be understood that the detailed description and specific examples, while indicating the invention, are intended for purposes of illustration only and are not intended to limit the scope of the invention. Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs, and the terms used herein in this description of the invention are for the purpose of describing particular embodiments only and are not intended to be limiting of the invention.
Example 1
The preparation method of the wet rubbing fastness improver with high energy efficiency and soft hand feeling comprises the following steps:
s1, adding 60.0g of PEG1000 (polyethylene glycol 1000) and 16.2g of tristyrylphenol polyoxyethylene ether 16EO (agricultural emulsion 600#F sold by the market model, zhejiang Royal horse) into a reactor, heating to 110 ℃ and vacuum for 1.5h, and dehydrating;
s2, after the vacuum dehydration in the step S1 is finished, breaking vacuum, replacing nitrogen, cooling the reactor to 55 ℃, adding 76.2g of butanone, and uniformly stirring;
s3, slowly dropwise adding 90g Desmodur L75 (commercially available Desmodur L75 German Kogyo, chinese name: aromatic polyisocyanate based on toluene diisocyanate), uniformly stirring, reacting at 55 ℃ for 0.5h under heat preservation, slowly heating to 75 ℃, and reacting at heat preservation for 2h to obtain a polyurethane prepolymer;
s4, adding 1.5g of N-methyldiethanolamine, and reacting for 1h at a constant temperature of 75 ℃;
s5, slowly adding 60g of hydroxyl silicone oil with molecular weight of 3000, and reacting at 75 ℃ for 1.5h under heat preservation;
s6, cooling to 60 ℃, adding 728.1g of deionized water under rapid stirring, and cooling to 30 ℃ with ice water;
s7, adding 1.5g of ethylenediamine, and performing chain extension reaction for 1h at 30 ℃;
s8, adding 1.5g of acetic acid for neutralization;
s9, heating and distilling to remove the solvent, filtering the product, and diluting to 20% of solid content to obtain the uniform and stable wet rubbing fastness improver.
Example 2
The preparation method of the wet rubbing fastness improver with high energy efficiency and soft hand feeling comprises the following steps:
s1, adding 40g of PEG1000, 10g of polytetrahydrofuran ether PTMEG2000 and 20g of tristyrylphenol polyoxyethylene ether 16EO into a reactor, heating to 115 ℃ and vacuum for 1.5 hours, and dehydrating;
s2, after the vacuum dehydration in the step S1 is finished, breaking vacuum, replacing with nitrogen, cooling to 55 ℃, adding 70g of butanone, and uniformly stirring;
s3, slowly dripping 90g of Desmodur L75, uniformly stirring, reacting at 55 ℃ for 0.5h in a heat-preserving way, slowly heating to 75 ℃, and reacting at the heat-preserving way for 2h to obtain a polyurethane prepolymer;
s4, adding 1.5g of N-methyldiethanolamine, and reacting at 75 ℃ for 1h in a heat-preserving way;
s5, slowly adding 50g of 2000-molecular-weight hydroxyl silicone oil, and reacting at 75 ℃ for 1.5h under heat preservation;
s6, cooling to 60 ℃, adding 669.5g of deionized water under rapid stirring, and cooling to 30 ℃ with ice water;
s7, dropwise adding 1.5g of ethylenediamine, and reacting for 1h at the room temperature of 30 ℃;
s8, adding 1.5g of acetic acid for neutralization;
s9, removing the solvent through heating and distilling, filtering the product, and diluting to 20% of solid content to obtain the uniform and stable wet rubbing fastness improver.
Example 3
The preparation method of the wet rubbing fastness improver with high energy efficiency and soft hand feeling comprises the following steps:
s1, adding 25g of PEG1000, 25g of PEG2000 and 20g of tristyrylphenol polyoxyethylene ether 16EO into a reactor, heating to 120 ℃ and vacuum for 1.5 hours, and dehydrating;
s2, after the vacuum dehydration in the step S1 is finished, breaking vacuum, replacing with nitrogen, cooling to 55 ℃, adding 70g of butanone, and uniformly stirring;
s3, slowly dripping 90g of Desmodur L75, uniformly stirring, reacting at 60 ℃ for 0.5h, slowly heating to 80 ℃, and reacting at 2h to obtain a polyurethane prepolymer;
s4, adding 1.5g of N-methyldiethanolamine, and reacting at 80 ℃ for 1h in a heat-preserving way;
s5, slowly adding 60g of 2000-molecular-weight hydroxyl silicone oil, and reacting at 80 ℃ for 1.5h under heat preservation;
s6, cooling to 60 ℃, adding 709.54g of deionized water under rapid stirring, and cooling to 30 ℃ with ice water;
s7, dropwise adding 1.5g of ethylenediamine, and reacting for 0.5h at room temperature;
s8, adding 1.5g of acetic acid for neutralization;
s9, removing the solvent by distillation, filtering the product, and diluting to 20% of solid content to obtain the uniform and stable wet rubbing fastness improver.
Comparative example 1
Step 1, adding 38g PEG1000 and 38g PEG2000 into a reactor, heating to 115 ℃ and vacuum for 1.5 hours, and dehydrating;
step 2, after the vacuum is finished, breaking the vacuum, replacing nitrogen, cooling to 55 ℃, adding 76g of butanone, and uniformly stirring;
step 3, slowly dripping 20g of TDI, uniformly stirring, reacting at 60 ℃ for 0.5h in a heat-preserving manner, slowly heating to 75 ℃, and reacting at the heat-preserving manner for 2h to obtain a polyurethane prepolymer;
step 4, adding 1.5g of N-methyldiethanolamine, and reacting at 75 ℃ for 1h;
step 5, cooling to 60 ℃, adding 320g of deionized water under rapid stirring, and cooling to 30 ℃ with ice water;
step 6, dropwise adding 1.5g of ethylenediamine, and reacting for 1h at room temperature;
step 7, adding 1.5g of acetic acid for neutralization;
and 8, removing the solvent by distillation, filtering the product, and diluting to 20% of solid content to obtain the uniform and stable wet rubbing fastness improver.
Fabric treatment
The dyeing process comprises the following steps: dyeing (8% (owf)) dye solution, 80g/L sodium chloride, 30g/L sodium carbonate, bath ratio of 1:20- & gt soaping (2 g/L, soaping agent) bath ratio of 1:40, 95 ℃ for 15min- & gt water washing- & gt drying after-finishing process: dyeing cloth, padding (20 g/L,50g/L wet rubbing fastness improver, 30 ℃, one padding, liquid padding rate: 80%), shaping and drying at 170 ℃ for 2.5min, comparing wet rubbing fastness grade after cooling, and comparing hand feeling.
Performance tests were performed on the finished fabric according to HG/T5498-2018, with the test results shown in table 1 below.
Table 1 properties of finished fabrics
| Performance effects/samples | Example 1 | Example 2 | Example 3 | Comparative example 1 |
| Wet friction effect of 20g/L wet friction fastness improver | 4.5 | 5 | 5 | 3 |
| Softness of feel rating for 20g/L fabrics | 4.5 | 5 | 5 | 2 |
| Wet friction effect of 50g/L wet friction fastness improver | 5 | 5 | 5 | 3 |
| Softness of hand rating of 50g/L fabric | 4.5 | 5 | 5 | 2 |
Analysis of Table 1 shows that the wet rubbing fastness improver can effectively improve the wet rubbing fastness of the fabric and improve the softness of the hand feel of the fabric, has better effect on improving the wet rubbing fastness of the fabric than the conventional wet rubbing fastness improver under the condition of the same dosage, and gives the fabric excellent hand feel; the wet rubbing fastness improver disclosed by the invention is better in raw material safety than the traditional wet rubbing fastness improver, is low in toxicity, and is an ideal fabric dyeing and printing auxiliary agent.
The foregoing is merely a preferred embodiment of the invention, and it should be noted that modifications and adaptations to those skilled in the art may be made without departing from the principles of the present invention, which are intended to be comprehended within the scope of the present invention.
Claims (10)
1. The wet rubbing fastness improver with high energy efficiency and soft hand feeling is characterized by comprising the following raw materials in parts by mass: 40-100 parts of polyether, 10-30 parts of tristyrylphenol polyoxyethylene ether 16EO, 40-100 parts of solvent, 60-120 parts of isocyanate polymer, 0.5-4 parts of active hydride containing tertiary amino, 40-80 parts of hydroxyl silicone oil, 600-800 parts of deionized water, 0.5-3 parts of diamine type chain extender and 0.5-5 parts of acid.
2. The wet crockfastness enhancing agent of claim 1, wherein said polyether is at least one of PEG1000, PEG2000, PTMEG 2000.
3. The wet crockfastness improver with high energy efficiency and soft hand feel according to claim 1, wherein one of the polyethers uses tristyrylphenol polyoxyethylene ether 16EO.
4. The wet rubbing fastness improver with high energy efficiency and soft hand feeling according to claim 1, wherein the solvent adopts at least one of dimethylformamide, tetrahydrofuran, N-methyl-2-pyrrolidone, toluene, propylene glycol monomethyl ether acetate, butanone and acetone.
5. The wet crock fastness enhancing agent of claim 1, wherein the isocyanate polymer is at least one of TDI polymer DESMODUR L75, HDI polymer DESMODUR N100, and HDI polymer DESMODUR N3300.
6. The wet rubbing fastness improver with high energy efficiency and soft hand feeling according to claim 1, wherein the active hydride containing tertiary amino group adopts at least one of N, N-dimethylethanolamine, N-methyldiethanolamine, N-dimethylethylenediamine and triethanolamine.
7. The wet rubbing fastness improver with high energy efficiency and soft hand feeling according to claim 1, wherein at least one of double-end hydroxyl silicone oil with molecular weight of 1000-10000 is adopted as the hydroxyl silicone oil.
8. The wet rubbing fastness improver with high energy efficiency and soft hand feeling according to claim 1, wherein the diamine type chain extender adopts at least one of ethylenediamine, o-phenylenediamine, hydrazine hydrate and isophorone diamine.
9. An energy efficient soft feel wet crockfastness enhancing agent according to claim 1, wherein said acid is at least one of acetic acid, tartaric acid, citric acid.
10. A method of preparing the high energy efficiency soft feel wet crockfastness enhancing agent as claimed in any one of claims 1 to 9, comprising the steps of:
s1, adding formula amount of polyether and tristyrene phenol polyoxyethylene ether into a reactor for dehydration treatment;
s2, cooling the reactor to 50-60 ℃, and adding a solvent;
s3, adding an isocyanate polymer, reacting at a constant temperature for 0.5-1h, then heating to 70-90 ℃, and reacting at a constant temperature for 1-4h to obtain a polyurethane prepolymer;
s4, adding active hydride containing tertiary amino, and reacting for 1-2 hours at the constant temperature of 70-90 ℃;
s5, adding hydroxyl silicone oil to perform chain extension, and performing constant-temperature reaction for 1-2h at 70-90 ℃;
s6, cooling to 60 ℃, adding deionized water for emulsification uniformly, and cooling to room temperature;
s7, adding a diamine chain extender, and performing chain extension reaction for 15min-1h at 20-40 ℃;
s8, adding acid for neutralization;
s9, heating, distilling and desolventizing to obtain the wet rubbing fastness improver with the content of 20-25%.
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| CN202211628574.4A CN116180450A (en) | 2022-12-17 | 2022-12-17 | Wet rubbing fastness improver with high energy efficiency and soft hand feeling and preparation method thereof |
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| CN202211628574.4A CN116180450A (en) | 2022-12-17 | 2022-12-17 | Wet rubbing fastness improver with high energy efficiency and soft hand feeling and preparation method thereof |
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