CN117090050A - Cold water instant soft film softener and preparation method thereof - Google Patents
Cold water instant soft film softener and preparation method thereof Download PDFInfo
- Publication number
- CN117090050A CN117090050A CN202311057370.4A CN202311057370A CN117090050A CN 117090050 A CN117090050 A CN 117090050A CN 202311057370 A CN202311057370 A CN 202311057370A CN 117090050 A CN117090050 A CN 117090050A
- Authority
- CN
- China
- Prior art keywords
- cold water
- glycidyl ether
- hydroxystearic acid
- film softener
- ethylenediamine
- 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.)
- Pending
Links
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 45
- 238000002360 preparation method Methods 0.000 title abstract description 24
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 claims abstract description 36
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims abstract description 24
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract description 19
- 229940114072 12-hydroxystearic acid Drugs 0.000 claims abstract description 18
- GFIWSSUBVYLTRF-UHFFFAOYSA-N 2-[2-(2-hydroxyethylamino)ethylamino]ethanol Chemical compound OCCNCCNCCO GFIWSSUBVYLTRF-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000002202 Polyethylene glycol Substances 0.000 claims abstract description 16
- DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 claims abstract description 16
- 229940008406 diethyl sulfate Drugs 0.000 claims abstract description 16
- 229920001223 polyethylene glycol Polymers 0.000 claims abstract description 16
- 238000011282 treatment Methods 0.000 claims abstract description 11
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 18
- 238000006243 chemical reaction Methods 0.000 claims description 16
- 239000000047 product Substances 0.000 claims description 14
- ALDZNWBBPCZXGH-UHFFFAOYSA-N 12-hydroxyoctadecanamide Chemical compound CCCCCCC(O)CCCCCCCCCCC(N)=O ALDZNWBBPCZXGH-UHFFFAOYSA-N 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 12
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 10
- 239000004753 textile Substances 0.000 claims description 9
- 239000003054 catalyst Substances 0.000 claims description 7
- 238000010438 heat treatment Methods 0.000 claims description 7
- 238000007599 discharging Methods 0.000 claims description 6
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 claims description 6
- 239000007795 chemical reaction product Substances 0.000 claims description 5
- 238000001816 cooling Methods 0.000 claims description 5
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 5
- 238000004321 preservation Methods 0.000 claims description 5
- 230000001105 regulatory effect Effects 0.000 claims description 5
- 238000003756 stirring Methods 0.000 claims description 5
- 238000004090 dissolution Methods 0.000 claims description 4
- 239000004744 fabric Substances 0.000 abstract description 26
- 238000004519 manufacturing process Methods 0.000 abstract description 12
- 238000005265 energy consumption Methods 0.000 abstract description 7
- 239000002994 raw material Substances 0.000 abstract description 4
- 238000004383 yellowing Methods 0.000 abstract description 4
- 239000003344 environmental pollutant Substances 0.000 abstract description 3
- 238000009776 industrial production Methods 0.000 abstract description 3
- 231100000719 pollutant Toxicity 0.000 abstract description 3
- 239000010408 film Substances 0.000 description 42
- 239000000835 fiber Substances 0.000 description 12
- 230000000694 effects Effects 0.000 description 8
- 125000002091 cationic group Chemical group 0.000 description 6
- 238000004043 dyeing Methods 0.000 description 5
- 230000008569 process Effects 0.000 description 5
- 239000000463 material Substances 0.000 description 4
- 239000004902 Softening Agent Substances 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 238000010028 chemical finishing Methods 0.000 description 2
- 239000002979 fabric softener Substances 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 229940068918 polyethylene glycol 400 Drugs 0.000 description 2
- 229940057847 polyethylene glycol 600 Drugs 0.000 description 2
- 238000007639 printing Methods 0.000 description 2
- 150000003242 quaternary ammonium salts Chemical group 0.000 description 2
- 238000005956 quaternization reaction Methods 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- LHIJANUOQQMGNT-UHFFFAOYSA-N aminoethylethanolamine Chemical compound NCCNCCO LHIJANUOQQMGNT-UHFFFAOYSA-N 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004134 energy conservation Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000007730 finishing process Methods 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 125000002636 imidazolinyl group Chemical group 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000010002 mechanical finishing Methods 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 229940085675 polyethylene glycol 800 Drugs 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 230000008439 repair process Effects 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
- 239000012224 working solution Substances 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/24—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfuric acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/333—Polymers modified by chemical after-treatment with organic compounds containing nitrogen
- C08G65/33396—Polymers modified by chemical after-treatment with organic compounds containing nitrogen having oxygen in addition to nitrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/334—Polymers modified by chemical after-treatment with organic compounds containing sulfur
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
- D06M13/248—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing sulfur
- D06M13/262—Sulfated compounds thiosulfates
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- 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
- D06M15/53—Polyethers
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/02—Natural fibres, other than mineral fibres
- D06M2101/04—Vegetal fibres
- D06M2101/06—Vegetal fibres cellulosic
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/50—Modified hand or grip properties; Softening compositions
Abstract
The application discloses a cold water instant soft film softener and a preparation method thereof. The cold water instant film softener has the structural general formula:
Description
Technical Field
The application relates to the technical field of textile hand feeling finishing agents, in particular to a cold water instant soft sheet softener and a preparation method thereof.
Background
During the pretreatment of dyeing and finishing in textile industry, natural wax-like and grease substances on the surface of the fibers can be removed, so that the smoothness between the fibers is reduced and the friction is increased; chemical fibers and natural fibers can damage the fibers during the various processes from weaving to finishing, textile machinery and chemical additives (e.g., during dyeing and finishing, high heat treatment processes such as refining and bleaching). These treatments/processes eventually lead to a coarser, harder hand and reduced wear properties of the formed fabric.
In order to repair damaged fibers, the fabric has soft and smooth hand feel style characteristics, the quality of finished products of the fabric is improved, and a chemical finishing method is often adopted besides a mechanical finishing method (the fabric is rubbed for a plurality of times in a tension state) to adjust the displacement of interweaving points of the fabric so as to improve the soft hand feel of the fabric. Wherein the auxiliary agent is used for improving the softness, antistatic property, rewet property and the like of the fiber, which is an important chemical finishing method.
Fabric softeners are a class of dyeing and finishing aids that provide soft, comfortable hand feel to fabrics by reducing the coefficient of friction between fibers or between fibers and the human body. After the softening agent forms a film on the surface of the fiber, the surface tension of the fiber is reduced, so that the fiber is easy to stretch for a long time, and the fabric becomes fluffy and plump as a result, and soft hand feeling is generated. Thus, fabric softeners are an important textile aid.
At present, the softening agents commonly used in the printing and dyeing industry mainly comprise: silicone emulsion softeners, film softeners, wax emulsion softeners, and the like. Compared with the high price of the organosilicon emulsion, the film is used in a large amount in the printing and dyeing finishing process due to the low price. The film mainly has two major types of cations and non-ions, generally stearic acid and organic amine (diethylenetriamine, hydroxyethyl ethylenediamine and the like) react, and the film is dehydrated and condensed into amide or dehydrated and condensed into amide, then further dehydrated and cyclized to obtain an imidazoline structure, and finally the product is obtained through quaternization and acidification reactions.
At present, most of film softeners need to be melted for a long time under the high-temperature condition, so that the production cost is increased, the production efficiency is influenced, and the energy conservation and emission reduction are not facilitated. Therefore, the cold water instant soft film softener with simple preparation process, fluffy and soft hand feeling and simple and rapid material melting and the preparation method thereof are in urgent need. The film can be rapidly dispersed and dissolved in water environment at normal temperature, can endow textiles with various special functions and styles, such as softness, crease resistance, shrink resistance, water resistance, antibiosis, antistatic and the like, can save energy sources and reduce processing cost, and has an indispensable important effect on improving the quality and added value of the textiles.
Disclosure of Invention
The application aims to provide a cold water instant soft film softener and a preparation method thereof, so that the preparation process of the soft film softener is simplified on the premise of not affecting the use effect of the softener, the energy consumption and the cost in the production process are reduced, and the quick material melting in the cold water is realized.
In order to achieve the aim, the application provides a cold water instant soft film softener and a preparation method thereof. The cold water instant film softener has the structural general formula:
preferably, the cold water instant soft film softener is prepared from N, N' -bis (2-hydroxyethyl) ethylenediamine, 12-hydroxystearic acid, methoxy polyethylene glycol glycidyl ether and diethyl sulfate; n, N' -bis (2-hydroxyethyl) ethylenediamine: 12-hydroxystearic acid: methoxy polyethylene glycol glycidyl ether: the mol ratio of the diethyl sulfate is 1 (1.0-1.5): 1.0-1.5.
Preferably, N' -bis (2-hydroxyethyl) ethylenediamine: 12-hydroxystearic acid: methoxy polyethylene glycol glycidyl ether: the mol ratio of the diethyl sulfate is 1 (1.05-1.15): 1.05-1.15.
Preferably, N' -bis (2-hydroxyethyl) ethylenediamine: 12-hydroxystearic acid: methoxy polyethylene glycol glycidyl ether: the molar ratio of diethyl sulfate is 1:1.05:1.05:1.15.
Preferably, the methoxy polyethylene glycol glycidyl ether is one or more of methoxy polyethylene glycol 400 glycidyl ether, methoxy polyethylene glycol 600 glycidyl ether and methoxy polyethylene glycol 800 glycidyl ether.
The preparation method of the cold water instant soft film softener comprises the following steps:
s1, adding 12-hydroxystearic acid and a catalyst into N, N' -bis (2-hydroxyethyl) ethylenediamine, uniformly stirring, and reacting for 2-4 hours at a certain temperature and under a vacuum degree to obtain mono 12-hydroxystearic acid amide;
s2, cooling the reaction system to 65-75 ℃, and carrying out heat preservation reaction on the mono 12-hydroxystearic acid amide obtained in the step S1 and methoxy polyethylene glycol glycidyl ether for 5-7 h;
s3, heating the reaction system to 80-90 ℃, adding diethyl sulfate into the product obtained in the step S2, and preserving heat for 3-5 hours;
s4, regulating the pH value of the reaction product to 6-8 by using acetic acid, discharging and slicing to obtain the cold water instant soft film softener.
Preferably, the catalyst in the step S1 is phosphorous acid; the certain temperature is 130-150 ℃, and the certain vacuum degree is-0.1 to-0.08 MPa.
Preferably, the catalyst in the step S1 is added in an amount of 0.5 to 1.5 percent of the total mass of the N, N' -bis (2-hydroxyethyl) ethylenediamine and the 12-hydroxystearic acid.
The application of the cold water instant soft film softener in fabric treatment.
The application introduces a large amount of hydrophilic groups, namely hydroxyl groups, and a water-soluble unit structure of polyethylene glycol into the product structure, so that the effect of rapid dispersion and dissolution in the water can be realized, and the purposes of reducing the energy consumption of the product, improving the production efficiency, saving energy and reducing emission are achieved. Meanwhile, the preparation method provided by the application does not contain APEO and other environment-friendly forbidden components, and the obtained film softener is a quaternary ammonium salt type cationic film, so that good soft and fluffy hand feeling can be provided, the texture of textiles is improved, and the added value of fabric products is increased.
The application provides a cold water instant soft film softener and a preparation method thereof, and the specific technical effects are as follows:
1. the soft film softener prepared by the preparation method provided by the application does not need to be subjected to long-time material melting under the high-temperature condition, can be rapidly dispersed and dissolved in a normal-temperature water environment, is thoroughly dissolved, has no residues, can greatly improve the treatment rate of the fabric, and reduces the energy consumption and the treatment cost;
2. the fabric treated by the soft film softener prepared by the preparation method is soft and fluffy, has little influence on the color light of the fabric, has no yellowing phenomenon, and can greatly improve the texture and added value of the fabric;
3. the preparation process provided by the application is simple, high in controllability and low in requirement on production equipment; the production process has no pollutant emission, and is safe and environment-friendly; the used raw materials are cheap and easy to obtain, and the cost is low; is suitable for industrial production.
The technical scheme of the application is further described in detail through examples.
Detailed Description
At present, most of soft film softeners need to be melted for a long time under the high temperature condition, and have the characteristics of high energy consumption, complex preparation process, low production efficiency and the like. N, N '-bis (2-hydroxyethyl) ethylenediamine, 12-hydroxystearic acid, methoxy polyethylene glycol glycidyl ether and diethyl sulfate are used as raw materials, phosphorous acid is used as a catalyst in the nitrogen atmosphere, and the N, N' -bis (2-hydroxyethyl) ethylenediamine and 12-hydroxystearic acid are amidated to form mono 12-hydroxystearic acid amide under the condition of 130-150 ℃, and then the temperature is reduced to the condition of 65-75 ℃, so that the methoxy polyethylene glycol glycidyl ether and 12-hydroxystearic acid monoamide are subjected to ring-opening addition reaction; finally, heating to 80-90 ℃, adding diethyl sulfate for quaternization, finally, adjusting the pH to 6-8 by using a small amount of acetic acid, discharging and slicing to obtain the product of the cold water instant soft film softener, wherein the structural formula is as follows:
the application introduces a large amount of hydrophilic groups, namely hydroxyl groups, and a water-soluble unit structure of polyethylene glycol into the product structure, so that the effect of rapid dispersion and dissolution in the water can be realized, and the purposes of reducing the energy consumption of the product, improving the production efficiency, saving energy and reducing emission are achieved. Meanwhile, the preparation method provided by the application does not contain APEO and other environment-friendly forbidden components, and the obtained film softener is a quaternary ammonium salt type cationic film, so that good soft and fluffy hand feeling can be provided, the texture of textiles is improved, and the added value of fabric products is increased.
The technical scheme of the application is further described below by examples.
In order to make the objects, technical solutions and advantages of the present application more clear, thorough and complete, the technical solutions in the embodiments of the present application will be clearly and completely described below through the embodiments. The following detailed description is of embodiments, and is intended to provide further details of the application. Unless defined otherwise, all technical terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this application belongs.
The reagents and instrumentation used in the examples were all commercially available.
Example 1
The preparation method of the cold water instant soft film softener comprises the following steps:
s1, adding 315.5g of 12-hydroxystearic acid and 2.3g of phosphorous acid into 150.0g of N, N' -bis (2-hydroxyethyl) ethylenediamine, uniformly stirring, and reacting for 4 hours at 130 ℃ under the vacuum degree of-0.08 MPa to obtain mono 12-hydroxystearic acid amide;
s2, cooling the reaction system to 65 ℃, and carrying out heat preservation reaction on the mono 12-hydroxystearic acid amide obtained in the step S1 and 473.0g methoxy polyethylene glycol 400 glycidyl ether for 7h;
s3, heating the reaction system to 80 ℃, adding 177.0g of diethyl sulfate into the product obtained in the step S2, and preserving heat for 5 hours;
s4, regulating the pH value of the reaction product to 6 by using acetic acid, discharging and slicing to obtain the cold water instant soft film softener.
Example two
The preparation method of the cold water instant soft film softener comprises the following steps:
s1, adding 330.5g of 12-hydroxystearic acid and 4.8g of phosphorous acid into 150.0g of N, N' -bis (2-hydroxyethyl) ethylenediamine, uniformly stirring, and reacting for 3 hours at 140 ℃ under the vacuum degree of-0.09 MPa to obtain mono 12-hydroxystearic acid amide;
s2, cooling the reaction system to 70 ℃, and carrying out heat preservation reaction on the mono 12-hydroxystearic acid amide obtained in the step S1 and 715.0g of methoxy polyethylene glycol 600 glycidyl ether for 6 hours;
s3, heating the reaction system to 85 ℃, adding 169.6g of diethyl sulfate into the product obtained in the step S2, and preserving heat for 4 hours;
s4, regulating the pH value of the reaction product to 7 by using acetic acid, discharging and slicing to obtain the cold water instant soft film softener.
Example III
The preparation method of the cold water instant soft film softener comprises the following steps:
s1, adding 345.5g of 12-hydroxystearic acid and 7.4g of phosphorous acid into 150.0g of N, N' -bis (2-hydroxyethyl) ethylenediamine, uniformly stirring, and reacting for 2 hours at 150 ℃ under the vacuum degree of-0.1 MPa to obtain mono 12-hydroxystearic acid amide;
s2, cooling the reaction system to 75 ℃, and carrying out heat preservation reaction on the mono 12-hydroxystearic acid amide obtained in the step S1 and 977.5g of methoxypolyethylene glycol 800 glycidyl ether for 5 hours;
s3, heating the reaction system to 90 ℃, adding 161.9g of diethyl sulfate into the product obtained in the step S2, and preserving heat for 3 hours;
s4, regulating the pH value of the reaction product to 8 by using acetic acid, discharging and slicing to obtain the cold water instant soft film softener.
Effect example 1
Samples of examples one, two and three and commercial cationic film S50050g were added to 450mL of water (diluted 1:9) and stirred for 10min at a fixed speed of 100r/min with a stirrer of the same specification, and then filtered with a 120-mesh filter screen to compare the water solubility of the dispersions, the results are shown in Table 1.
Effect example two
50g of the thin film with the thickness of 1:9 in the first effect example is respectively taken and added into 1L of water to be used as working solution, and padding process treatment is respectively carried out on all-cotton and white woven fabrics with the same material with the thickness of 15 multiplied by 20 cm: two-dip two-roll (with liquid rate of 65%), drying, shaping (160 ℃ multiplied by 60 s), conditioning for 3 hours, and comparing the hand feeling and whiteness of the finished fabric, wherein the results are shown in Table 1.
The commercial cationic film S500 was prepared by the method described in the instructions and then subjected to padding treatment by the same padding process as described above, and the test results are shown in Table 1.
The hand feeling is evaluated according to an average value of 5 persons, wherein 5 is the highest score, and 1 is the lowest score. The higher the score, the softer, fluffy the hand, the lower the score, and the relatively worse the hand.
The whiteness value is measured by a whiteness meter, and the measurement results of ten points in different areas are selected and averaged. The higher the whiteness value is, the smaller the yellowing and the color change value are, and the smaller the influence of the softening agent on the color light of the dyed fabric is. The results are shown in Table 1.
TABLE 1
| Film sheet | Filtering the result | Hand feel | Whiteness degree |
| Example 1 | No residue | 4.7 | 98.5 |
| Example two | No residue | 4.9 | 98.2 |
| Example III | No residue | 5 | 98.8 |
| S500 cation film | More lumps of | 4.5 | 98.3 |
Analysis of results
As can be seen from the data in Table 1, the hand feeling and whiteness of the cold water instant soft films prepared in the first and third examples of the application are slightly better than those of the commercially available S500 cationic soft film, wherein the hand feeling and whiteness of the fabric treated by the soft film prepared in the third example are the best, the hand feeling score is full, and the whiteness value is 98.8. The films prepared in examples one to three were significantly better than the commercial S500 cationic films in both the dispersibility in cold water and dissolution rate.
Therefore, the soft film softener prepared by the preparation method provided by the application can be rapidly dispersed and dissolved in a normal-temperature water environment, is thoroughly dissolved, has no residues, can greatly improve the treatment rate of the fabric, and reduces the energy consumption and the treatment cost; the treated fabric is soft and fluffy, has little influence on the color light of the fabric, has no yellowing phenomenon, and can greatly improve the texture and added value of the fabric; the preparation process is simple, the controllability is high, and the requirement on production equipment is low; the production process has no pollutant emission, and is safe and environment-friendly; the used raw materials are cheap and easy to obtain, and the cost is low; is suitable for industrial production.
Finally, it should be noted that: the above embodiments are only for illustrating the technical solution of the present application and not for limiting it, and although the present application has been described in detail with reference to the preferred embodiments, it will be understood by those skilled in the art that: the technical scheme of the application can be modified or replaced by the same, and the modified technical scheme cannot deviate from the spirit and scope of the technical scheme of the application.
Claims (9)
1. A cold water instant film softener is characterized in that: the cold water instant film softener has the structural general formula:
2. a cold water fast dissolving film softener according to claim 1, characterized in that: is prepared from N, N' -bis (2-hydroxyethyl) ethylenediamine, 12-hydroxystearic acid, methoxy polyethylene glycol glycidyl ether and diethyl sulfate; n, N' -bis (2-hydroxyethyl) ethylenediamine: 12-hydroxystearic acid: methoxy polyethylene glycol glycidyl ether: the mol ratio of the diethyl sulfate is 1 (1.0-1.5): 1.0-1.5.
3. A cold water fast dissolving film softener according to claim 1, characterized in that: n, N' -bis (2-hydroxyethyl) ethylenediamine: 12-hydroxystearic acid: methoxy polyethylene glycol glycidyl ether: the mol ratio of the diethyl sulfate is 1 (1.05-1.15): 1.05-1.15.
4. A cold water fast dissolving film softener according to claim 1, characterized in that: n, N' -bis (2-hydroxyethyl) ethylenediamine: 12-hydroxystearic acid: methoxy polyethylene glycol glycidyl ether: the molar ratio of diethyl sulfate is 1:1.05:1.05:1.15.
5. The soft film softener for cold water instant dissolution according to claim 1, wherein the methoxypolyethylene glycol glycidyl ether is one or more of methoxypolyethylene glycol 400 glycidyl ether, methoxypolyethylene glycol 600 glycidyl ether, methoxypolyethylene glycol 800 glycidyl ether.
6. A method for preparing the cold water instant film softener according to any one of claims 1 to 5, characterized by comprising the following steps:
s1, adding 12-hydroxystearic acid and a catalyst into N, N' -bis (2-hydroxyethyl) ethylenediamine, uniformly stirring, and reacting for 2-4 hours at a certain temperature and under a vacuum degree to obtain mono 12-hydroxystearic acid amide;
s2, cooling the reaction system to 65-75 ℃, and carrying out heat preservation reaction on the mono 12-hydroxystearic acid amide obtained in the step S1 and methoxy polyethylene glycol glycidyl ether for 5-7 h;
s3, heating the reaction system to 80-90 ℃, adding diethyl sulfate into the product obtained in the step S2, and preserving heat for 3-5 hours;
s4, regulating the pH value of the reaction product to 6-8 by using acetic acid, discharging and slicing to obtain the cold water instant soft film softener.
7. The method for preparing the cold water instant soft film softener according to claim 6, which is characterized in that: the catalyst in the step S1 is phosphorous acid; the certain temperature is 130-150 ℃, and the certain vacuum degree is-0.1 to-0.08 MPa.
8. The method for preparing the cold water instant soft film softener according to claim 6, which is characterized in that: the addition amount of the catalyst in the step S1 is 0.5-1.5% of the total mass of the N, N' -bis (2-hydroxyethyl) ethylenediamine and the 12-hydroxystearic acid.
9. Use of a cold water fast dissolving film softener according to any one of claims 1 to 5 in textile treatment.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311057370.4A CN117090050A (en) | 2023-08-22 | 2023-08-22 | Cold water instant soft film softener and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311057370.4A CN117090050A (en) | 2023-08-22 | 2023-08-22 | Cold water instant soft film softener and preparation method thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN117090050A true CN117090050A (en) | 2023-11-21 |
Family
ID=88783125
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202311057370.4A Pending CN117090050A (en) | 2023-08-22 | 2023-08-22 | Cold water instant soft film softener and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN117090050A (en) |
-
2023
- 2023-08-22 CN CN202311057370.4A patent/CN117090050A/en active Pending
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN110685173A (en) | Dyeing process for polyester fabric | |
| CN109629237B (en) | Hydrophilic cool silicone oil and preparation method thereof | |
| CN110820352B (en) | High-safety non-yellowing smooth and elastic soft finishing agent and preparation method thereof | |
| CN105155260B (en) | A kind of solid softening agent and preparation method thereof | |
| CN106223061A (en) | The CDP fabrics/terylene/chinlon/spandex fabric dyeing method | |
| CN105970689A (en) | Dacron/chinlon/cation dyeable dacron/spandex fabric dyeing method | |
| CN110656500B (en) | Non-silicon type hydrophilic softening agent and preparation method and application thereof | |
| CN115198520A (en) | Bio-based softening agent and preparation method and application thereof | |
| CN110629554A (en) | Preparation of cotton hydrophilic softening agent used in high-temperature cylinder | |
| CN105421097A (en) | Dyeing and finishing processing method of acetate fiber/polyester fiber blended fabric | |
| CN115745816A (en) | Gemini ester quaternary ammonium salt surfactant and preparation method thereof | |
| CN117090050A (en) | Cold water instant soft film softener and preparation method thereof | |
| CN107245539A (en) | A kind of persistent form fur feel improver and its preparation method and application | |
| CN113832710B (en) | Crease-resistant fabric and preparation method thereof | |
| JPH07166473A (en) | Improvement of wet slippage of fiber material and wet lubricant for it | |
| CN113481624B (en) | Polyester yarn and production process thereof | |
| CN107057030B (en) | Cationic polyurethane, preparation method thereof, fabric pretreatment liquid and application thereof | |
| CN116043558A (en) | Bio-based soft cool-feeling antibacterial finishing agent and preparation method and application thereof | |
| CN114836998A (en) | Processing technology of diacetate staple fiber blended knitted fabric | |
| CN111549535A (en) | Softening agent with high stability, low color change and phenol yellow resistance and preparation method thereof | |
| CN112342666A (en) | Production process of golden velvet sports warm-keeping fabric | |
| CN111021095A (en) | Dyeing process of crystal linen fabric | |
| CN110172830B (en) | Hydrophilic silicone oil finishing agent and preparation process thereof | |
| CN115787308B (en) | Softening agent suitable for N/R Roman cloth, preparation method and finishing method thereof | |
| CN114134667A (en) | Processing method of short-process polyester spandex and tencel knitted color stripe fabric |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination |