CN108486899B - Fabric softening finishing agent and preparation method thereof - Google Patents
Fabric softening finishing agent and preparation method thereof Download PDFInfo
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- CN108486899B CN108486899B CN201810363311.2A CN201810363311A CN108486899B CN 108486899 B CN108486899 B CN 108486899B CN 201810363311 A CN201810363311 A CN 201810363311A CN 108486899 B CN108486899 B CN 108486899B
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- finishing agent
- fabric softening
- softening finishing
- silicone oil
- fabric
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- 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
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
- D06M15/647—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing polyether sequences
-
- 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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/46—Block-or graft-polymers containing polysiloxane sequences containing polyether sequences
-
- 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
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
- D06M15/65—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing epoxy groups
-
- 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
- D06M2200/25—Resistance to light or sun, i.e. protection of the textile itself as well as UV shielding materials or treatment compositions therefor; Anti-yellowing treatments
-
- 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
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
The invention discloses a fabric softening finishing agent and a preparation method thereof, and the preparation method comprises the following steps: dissolving 3- [3- (2-H-benzotriazole-2-yl) -4-hydroxy-5-tert-butylphenyl ] -propionic acid-polyethylene glycol 300 ester in an organic solvent to form a solution, adding epoxy silicone oil and a catalyst, reacting under stirring at 70-80 ℃ in a nitrogen or inert gas atmosphere for 8-10 hours, and removing the organic solvent by rotary evaporation to obtain the fabric softening finishing agent. The fabric softening finishing agent disclosed by the invention has the characteristics of good hydrophilicity, firmer combination in a chemical bond form when the fabric softening finishing agent is used with fabric, better washing resistance, better softening effect, no yellowing, good smoothness and good antistatic property.
Description
Technical Field
The invention relates to the technical field of textile printing and dyeing, in particular to a fabric softening finishing agent and a preparation method thereof.
Background
With the rapid development of social economy and improvement of living standard of people in China, new requirements are made on wearing clothes, and the fabric is not only required to be moisture-absorbing, breathable and comfortable to wear, but also required to be soft, smooth and elegant. Softening finishes are in this situation. Softeners are a class of chemicals that change the static and dynamic coefficients of friction of the fibers. When the static friction coefficient is changed, the hand feeling is smooth and easy to move on the fiber or fabric; when the coefficient of dynamic friction is changed, the fine structures between the fibers tend to move relative to each other, that is, the fibers or the fabric tend to be deformed. The combined feeling of the two is soft, and the performance of the two directly determines the softness and the wearing comfort of the fabric.
At present, the most common softening finishing agent is amino silicone oil softening agent, and because amino can interact with hydroxyl, carboxyl and the like on the surface of fabric, siloxane can be attached to the surface of the fabric directionally, so that excellent hand feeling can be generated, the friction coefficient between fabric fibers is reduced, and a good softening finishing effect is achieved. However, there are some problems in use, amino silicone oil often does not have self-dispersing property, and after the amino silicone oil emulsion is prepared, oil floating or roll sticking phenomenon is easy to occur in storage and use. Meanwhile, the hydrophilicity of the fabric treated by the common amino silicone oil emulsion is reduced, so that the wearing comfort of the treated fabric is influenced. In addition, the fabric may be yellowed by high temperature or ultraviolet light irradiation.
Therefore, the development of new fabric softening finishing agents with excellent performance is a hot topic of research in the industry at present.
Disclosure of Invention
In order to overcome the defects in the prior art, the invention provides a fabric softening finishing agent and a preparation method thereof, wherein the preparation method is simple and easy to implement, has easily obtained raw materials, low price and low requirements on reaction conditions and equipment, and is suitable for industrial production; the fabric softener prepared by the preparation method overcomes the defects that the common amino silicone oil in the prior art is expensive, the finished fabric presents hydrophobicity, the fabric is yellowed after high-temperature or ultraviolet irradiation, and the emulsion is easy to have the phenomenon of oil floating or roller sticking, and has the characteristics of good hydrophilicity, firmer combination with the fabric in a chemical bond form during the action, better washing resistance, better softening effect, no yellowing, good smoothness and good antistatic property.
In order to achieve the aim, the invention adopts the technical scheme that the preparation method of the fabric softening finishing agent comprises the following steps: dissolving 3- [3- (2-H-benzotriazole-2-yl) -4-hydroxy-5-tert-butylphenyl ] -propionic acid-polyethylene glycol 300 ester in an organic solvent to form a solution, adding epoxy silicone oil and a catalyst, reacting under stirring at 70-80 ℃ in a nitrogen or inert gas atmosphere for 8-10 hours, and removing the organic solvent by rotary evaporation to obtain the fabric softening finishing agent.
Preferably, the mass ratio of the 3- [3- (2-H-benzotriazole-2-yl) -4-hydroxy-5-tert-butylphenyl ] -propionic acid-polyethylene glycol 300 ester, the organic solvent, the epoxy silicone oil and the catalyst is 1 (8-12) to (3-4) to (0.2-0.5).
Preferably, the catalyst is selected from one or more of benzyl dimethylamine, benzyl triethyl ammonium chloride, potassium carbonate and potassium hydroxide.
Preferably, the organic solvent is one or more selected from methyl isobutyl ketone, xylene, dimethyl sulfoxide, N-dimethylformamide and N-methylpyrrolidone.
Preferably, the epoxy silicone oil is selected from one or more of terminal epoxy silicone oil and side chain epoxy silicone oil.
Preferably, the inert gas is selected from one or more of helium, neon and argon.
A fabric softening finishing agent is prepared by adopting the preparation method of the fabric softening finishing agent.
Adopt the produced beneficial effect of above-mentioned technical scheme to lie in:
1) the fabric softening finishing agent provided by the invention has the advantages of simple and feasible preparation method, easily available raw materials, low price, low requirements on reaction conditions and equipment, and suitability for industrial production.
2) The fabric softening finishing agent provided by the invention overcomes the defects that the common amino silicone oil in the prior art is expensive, the finished fabric can present hydrophobicity, the fabric can be yellowed after high-temperature or ultraviolet irradiation, and the emulsion is easy to have the phenomenon of oil floating or roller sticking, and has the characteristics of good hydrophilicity, firmer combination with the fabric in a chemical bond form during the action, better washing resistance, better softening effect, no yellowing, good smoothness and good antistatic property.
3) The fabric softening finishing agent provided by the invention has the advantages of amino silicone oil, epoxy silicone oil and polyether, has self-emulsifying capacity, avoids the phenomenon of floating oil or roller sticking, and has good softness and smoothness of textile fabrics treated by the agent.
Detailed Description
In order to make the technical solutions of the present invention better understood and make the above features, objects, and advantages of the present invention more comprehensible, the present invention is further described with reference to the following examples. The examples are intended to illustrate the invention only and are not intended to limit the scope of the invention.
The epoxy silicone oils used in the following examples of the present invention were obtained from Ayuta silicone oil Co., Ltd, Anhui spring, and other raw materials from Shanghai spring Xin import and export trade Co., Ltd, wherein 3- [3- (2-H-benzotriazol-2-yl) -4-hydroxy-5-t-butylphenyl ] -propionic acid-polyethylene glycol 300 ester is a commercially known substance.
Example 1
A preparation method of a fabric softening finishing agent comprises the following steps: dissolving 10g of 3- [3- (2-H-benzotriazole-2-yl) -4-hydroxy-5-tert-butylphenyl ] -propionic acid-polyethylene glycol 300 in 80g of methyl isobutyl ketone to form a solution, adding 30g of epoxy silicone oil and 2g of benzyl dimethylamine thereto, reacting under stirring at 70 ℃ in a nitrogen atmosphere for 8 hours, and then removing the organic solvent by rotary evaporation to obtain the fabric softening finishing agent.
A fabric softening finishing agent is prepared by adopting the preparation method of the fabric softening finishing agent.
Example 2
A preparation method of a fabric softening finishing agent comprises the following steps: dissolving 10g of 3- [3- (2-H-benzotriazole-2-yl) -4-hydroxy-5-tert-butylphenyl ] -propionic acid-polyethylene glycol 300 in 90g of xylene to form a solution, adding 33g of side chain epoxy silicone oil and 3g of benzyltriethylammonium chloride thereto, reacting under stirring at 73 ℃ in a helium atmosphere for 8.5 hours, and then performing rotary evaporation to remove the organic solvent to obtain the fabric softening finishing agent.
A fabric softening finishing agent is prepared by adopting the preparation method of the fabric softening finishing agent.
Example 3
A preparation method of a fabric softening finishing agent comprises the following steps: dissolving 10g of 3- [3- (2-H-benzotriazole-2-yl) -4-hydroxy-5-tert-butylphenyl ] -propionic acid-polyethylene glycol 300 in 100g of N, N-dimethylformamide to form a solution, adding 35g of epoxy silicone oil and 3.5g of potassium carbonate thereto, reacting under stirring at 75 ℃ in a neon atmosphere for 9 hours, and then removing the organic solvent by rotary evaporation to obtain the fabric softening finishing agent.
A fabric softening finishing agent is prepared by adopting the preparation method of the fabric softening finishing agent.
Example 4
A preparation method of a fabric softening finishing agent comprises the following steps: dissolving 10g of 3- [3- (2-H-benzotriazole-2-yl) -4-hydroxy-5-tert-butylphenyl ] -propionic acid-polyethylene glycol 300 in 110g of an organic solvent to form a solution, adding 37g of epoxy silicone oil and 4.5g of a catalyst, stirring and reacting for 8-10 hours at 70-80 ℃ in an argon atmosphere, and then performing rotary evaporation to remove the organic solvent to obtain a fabric softening finishing agent; the catalyst is a mixture formed by mixing benzyl dimethylamine, benzyl triethyl ammonium chloride and potassium carbonate according to the mass ratio of 2:3: 4; the organic solvent is a mixture formed by mixing methyl isobutyl ketone, xylene and dimethyl sulfoxide according to a mass ratio of 1:2: 3; the epoxy silicone oil is a mixture formed by mixing epoxy-terminated silicone oil and side chain epoxy silicone oil according to a mass ratio of 3: 4.
A fabric softening finishing agent is prepared by adopting the preparation method of the fabric softening finishing agent.
Example 5
A preparation method of a fabric softening finishing agent comprises the following steps: dissolving 10g of 3- [3- (2-H-benzotriazole-2-yl) -4-hydroxy-5-tert-butylphenyl ] -propionic acid-polyethylene glycol 300 in 120g of N-methylpyrrolidone to form a solution, adding 40g of side chain epoxy silicone oil and 5g of potassium hydroxide thereto, reacting under stirring at 80 ℃ in a nitrogen atmosphere for 10 hours, and then removing the organic solvent by rotary evaporation to obtain the fabric softening finishing agent.
A fabric softening finishing agent is prepared by adopting the preparation method of the fabric softening finishing agent.
Comparative example 1
The present example provides a fabric softening finishing agent, and the formula and the preparation method refer to example 1 of the Chinese patent CN 101805996B.
Comparative example 2
Commercially available ordinary amino silicone oils.
The fabric softening finishes obtained in examples 1 to 5 and comparative examples 1 to 2 were tested by preparing the above hydrophilic silicone oil as a 20% aqueous solution, using a comparative cloth sample of pure white knitted cotton cloth in an amount of 10g L, dipping and pricking, and drying at 100 ℃, and evaluating the method of hand feeling, mainly from the aspects of softness and smoothness, by blind touch of various experts, with the best grade 5 and the worst grade 1, and the hydrophilicity of the fabric was defined by measuring the time taken for a drop of water to be completely absorbed by the fabric in seconds(s), and the test results are shown in Table 1.
TABLE 1
As can be seen from the table above, the fabric softening finishing agent disclosed by the invention has better hydrophilicity and better hand feeling.
The foregoing shows and describes the general principles, essential features, and advantages of the invention. It will be understood by those skilled in the art that the present invention is not limited to the embodiments described above, which are merely illustrative of the principles of the invention, but that various changes and modifications may be made without departing from the spirit and scope of the invention, which fall within the scope of the invention as claimed. The scope of the invention is defined by the appended claims and equivalents thereof.
Claims (5)
1. A preparation method of a fabric softening finishing agent is characterized by comprising the following steps: dissolving 3- [3- (2-H-benzotriazole-2-yl) -4-hydroxy-5-tert-butylphenyl ] -propionic acid-polyethylene glycol 300 ester in an organic solvent to form a solution, adding epoxy silicone oil and a catalyst, reacting under stirring at 70-80 ℃ in a nitrogen or inert gas atmosphere for 8-10 hours, and then removing the organic solvent by rotary evaporation to obtain a fabric softening finishing agent;
the mass ratio of the 3- [3- (2-H-benzotriazole-2-yl) -4-hydroxy-5-tert-butylphenyl ] -propionic acid-polyethylene glycol 300 ester, the organic solvent, the epoxy silicone oil and the catalyst is 1 (8-12) to (3-4) to (0.2-0.5).
2. The method for preparing a fabric softening finishing agent according to claim 1, wherein the catalyst is one or more selected from benzyl dimethylamine, benzyl triethyl ammonium chloride, potassium carbonate and potassium hydroxide.
3. The method for preparing a fabric softening finishing agent according to claim 1, wherein the organic solvent is one or more selected from methyl isobutyl ketone, xylene, dimethyl sulfoxide, N-dimethylformamide and N-methylpyrrolidone.
4. The method for preparing the fabric softening finishing agent according to claim 1, wherein the epoxy silicone oil is one or more selected from terminal epoxy silicone oil and side chain epoxy silicone oil.
5. The method for preparing a fabric softening finishing agent according to claim 1, wherein the inert gas is one or more selected from helium, neon and argon.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810363311.2A CN108486899B (en) | 2018-04-21 | 2018-04-21 | Fabric softening finishing agent and preparation method thereof |
| CN202010490232.5A CN111648136A (en) | 2018-04-21 | 2018-04-21 | Fabric soft hydrophilic finishing agent |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810363311.2A CN108486899B (en) | 2018-04-21 | 2018-04-21 | Fabric softening finishing agent and preparation method thereof |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202010490232.5A Division CN111648136A (en) | 2018-04-21 | 2018-04-21 | Fabric soft hydrophilic finishing agent |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN108486899A CN108486899A (en) | 2018-09-04 |
| CN108486899B true CN108486899B (en) | 2020-08-07 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN202010490232.5A Withdrawn CN111648136A (en) | 2018-04-21 | 2018-04-21 | Fabric soft hydrophilic finishing agent |
| CN201810363311.2A Active CN108486899B (en) | 2018-04-21 | 2018-04-21 | Fabric softening finishing agent and preparation method thereof |
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| Application Number | Title | Priority Date | Filing Date |
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| CN202010490232.5A Withdrawn CN111648136A (en) | 2018-04-21 | 2018-04-21 | Fabric soft hydrophilic finishing agent |
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Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109837759B (en) * | 2019-02-25 | 2021-12-03 | 朱建余 | Antibacterial flame-retardant finishing agent for denim fabric and preparation method thereof |
| CN110924174A (en) * | 2019-12-09 | 2020-03-27 | 张礼国 | Fabric softener and preparation method thereof |
| CN116479653B (en) * | 2023-04-10 | 2023-12-29 | 浙江加佳领带服装有限公司 | Softening treatment process for clothing fabric |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1259973A (en) * | 1997-06-10 | 2000-07-12 | 拜尔公司 | UV-stabilizers for siloxane systems |
| CN1280151A (en) * | 1999-07-07 | 2001-01-17 | 大日精化工业株式会社 | Polymer-link functional agent |
| JP2001214121A (en) * | 2000-02-04 | 2001-08-07 | Shin Etsu Chem Co Ltd | Coating composition, coating method, and coated article |
| CN101081900A (en) * | 2005-06-01 | 2007-12-05 | 信越化学工业株式会社 | Ultraviolet-absorbing group-containing organopolysiloxane, method for producing the same, and treatment agent compounded with the same |
| CN102031692A (en) * | 2010-11-16 | 2011-04-27 | 南通大学 | Multifunctional organic silicon finishing agent and preparation method thereof |
| CN106883417A (en) * | 2017-03-28 | 2017-06-23 | 传化智联股份有限公司 | A kind of preparation method of organosilicon ternary block polymer |
| CN107287904A (en) * | 2017-06-26 | 2017-10-24 | 苏州威尔德工贸有限公司 | A kind of yellowing-proof finish method of real silk fabric |
| CN107345369A (en) * | 2017-06-26 | 2017-11-14 | 苏州威尔德工贸有限公司 | A kind of silk fabric uvioresistant coloring agent |
-
2018
- 2018-04-21 CN CN202010490232.5A patent/CN111648136A/en not_active Withdrawn
- 2018-04-21 CN CN201810363311.2A patent/CN108486899B/en active Active
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1259973A (en) * | 1997-06-10 | 2000-07-12 | 拜尔公司 | UV-stabilizers for siloxane systems |
| CN1280151A (en) * | 1999-07-07 | 2001-01-17 | 大日精化工业株式会社 | Polymer-link functional agent |
| JP2001214121A (en) * | 2000-02-04 | 2001-08-07 | Shin Etsu Chem Co Ltd | Coating composition, coating method, and coated article |
| CN101081900A (en) * | 2005-06-01 | 2007-12-05 | 信越化学工业株式会社 | Ultraviolet-absorbing group-containing organopolysiloxane, method for producing the same, and treatment agent compounded with the same |
| CN102031692A (en) * | 2010-11-16 | 2011-04-27 | 南通大学 | Multifunctional organic silicon finishing agent and preparation method thereof |
| CN106883417A (en) * | 2017-03-28 | 2017-06-23 | 传化智联股份有限公司 | A kind of preparation method of organosilicon ternary block polymer |
| CN107287904A (en) * | 2017-06-26 | 2017-10-24 | 苏州威尔德工贸有限公司 | A kind of yellowing-proof finish method of real silk fabric |
| CN107345369A (en) * | 2017-06-26 | 2017-11-14 | 苏州威尔德工贸有限公司 | A kind of silk fabric uvioresistant coloring agent |
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| CN111648136A (en) | 2020-09-11 |
| CN108486899A (en) | 2018-09-04 |
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