CN117700757A - Cool sense polysiloxane material, preparation method and application - Google Patents
Cool sense polysiloxane material, preparation method and application Download PDFInfo
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- CN117700757A CN117700757A CN202311736233.3A CN202311736233A CN117700757A CN 117700757 A CN117700757 A CN 117700757A CN 202311736233 A CN202311736233 A CN 202311736233A CN 117700757 A CN117700757 A CN 117700757A
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- 229920001296 polysiloxane Polymers 0.000 title claims abstract description 62
- -1 polysiloxane Polymers 0.000 title claims abstract description 58
- 239000000463 material Substances 0.000 title claims abstract description 47
- 238000002360 preparation method Methods 0.000 title claims abstract description 27
- 238000006243 chemical reaction Methods 0.000 claims abstract description 41
- 229920000056 polyoxyethylene ether Polymers 0.000 claims abstract description 30
- 229940051841 polyoxyethylene ether Drugs 0.000 claims abstract description 28
- 229920002545 silicone oil Polymers 0.000 claims abstract description 28
- 229920002635 polyurethane Polymers 0.000 claims abstract description 23
- 239000004814 polyurethane Substances 0.000 claims abstract description 23
- 239000004593 Epoxy Substances 0.000 claims abstract description 22
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 18
- 229920000570 polyether Polymers 0.000 claims abstract description 18
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims abstract description 17
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 claims abstract description 17
- 229920001730 Moisture cure polyurethane Polymers 0.000 claims abstract description 13
- 239000002904 solvent Substances 0.000 claims abstract description 13
- 229940105325 3-dimethylaminopropylamine Drugs 0.000 claims abstract description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 9
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000001257 hydrogen Substances 0.000 claims abstract description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 7
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims abstract description 6
- 239000003054 catalyst Substances 0.000 claims abstract description 6
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims abstract description 6
- 238000006555 catalytic reaction Methods 0.000 claims abstract description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 42
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 22
- 229920001223 polyethylene glycol Polymers 0.000 claims description 21
- 239000003795 chemical substances by application Substances 0.000 claims description 19
- 239000002202 Polyethylene glycol Substances 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 18
- 239000002131 composite material Substances 0.000 claims description 15
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 12
- 239000003995 emulsifying agent Substances 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 3
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims description 2
- 239000002994 raw material Substances 0.000 claims description 2
- 239000004744 fabric Substances 0.000 abstract description 50
- 230000000052 comparative effect Effects 0.000 description 13
- 230000000694 effects Effects 0.000 description 13
- 210000004243 sweat Anatomy 0.000 description 10
- 238000012360 testing method Methods 0.000 description 10
- 238000005452 bending Methods 0.000 description 9
- 238000011156 evaluation Methods 0.000 description 9
- 239000004753 textile Substances 0.000 description 8
- 230000002195 synergetic effect Effects 0.000 description 7
- 239000000243 solution Substances 0.000 description 6
- 238000010521 absorption reaction Methods 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- HEBKCHPVOIAQTA-NGQZWQHPSA-N d-xylitol Chemical compound OC[C@H](O)C(O)[C@H](O)CO HEBKCHPVOIAQTA-NGQZWQHPSA-N 0.000 description 3
- 230000007246 mechanism Effects 0.000 description 3
- 238000011056 performance test Methods 0.000 description 3
- OKIZCWYLBDKLSU-UHFFFAOYSA-M N,N,N-Trimethylmethanaminium chloride Chemical compound [Cl-].C[N+](C)(C)C OKIZCWYLBDKLSU-UHFFFAOYSA-M 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 230000036541 health Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000011534 incubation Methods 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- 150000002513 isocyanates Chemical class 0.000 description 2
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- 238000010792 warming Methods 0.000 description 2
- 239000012224 working solution Substances 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000000675 fabric finishing Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 238000009962 finishing (textile) Methods 0.000 description 1
- 238000006459 hydrosilylation reaction Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 238000009940 knitting Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000012782 phase change material Substances 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 229920001289 polyvinyl ether Polymers 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Classifications
-
- 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
- C08G77/458—Block-or graft-polymers containing polysiloxane sequences containing polyurethane 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
- D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
-
- 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
-
- 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
Landscapes
- 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)
- Silicon Polymers (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
The application discloses a cool sense polysiloxane material, a preparation method and application thereof, wherein the preparation method of the cool sense polysiloxane material comprises the steps of reacting pentanol with hexamethylene diisocyanate to obtain polyurethane prepolymer, and then adding 3-dimethylaminopropylamine into a reaction system to react with the polyurethane prepolymer to obtain amino-terminated polyurethane; adding hydrogen-containing silicone oil, hydroxyl end-capped allyl polyoxyethylene ether and epoxy end-capped polyoxyethylene ether into a solvent, and reacting under the catalysis of a catalyst to obtain epoxy polyether silicone oil; adding epoxy polyether silicone oil and amino-terminated polyurethane into a reaction container, adding an accelerator and a solvent into the reaction container, and removing the solvent after the reaction is completed to obtain the cool polysiloxane material. The cool feeling polysiloxane material can enable the fabric to bring cool experience to people.
Description
Technical Field
The application relates to the field of high polymer materials, in particular to a cool sense polysiloxane material, a preparation method and application.
Background
Carbon emissions are currently considered one of the main causes of global warming. With global warming, summer high-temperature weather is more and more, requirements on refrigerating systems such as air conditioners are more and more increased, electric power generating capacity is greatly increased, and carbon emission is also sharply increased.
The continuous high-temperature weather in summer is easy to cause discomfort to human body and even cause serious damage to health. As a material in direct contact with the skin, the wearability of the textile directly affects the comfort of the human body. If the textile fabric is worn, the outside high temperature can be effectively isolated or the body surface temperature can be reduced, so that the comfort of a human body can be effectively improved, and the damage of the high temperature to the health of the human body can be avoided. Meanwhile, the dependence on refrigerating systems such as an air conditioner and the like can be reduced, the power demand is reduced, and further the carbon emission in summer can be effectively reduced.
The cool feeling of the textile is realized mainly by two methods, namely, the cool feeling fabric is woven by using special materials, however, the method has high cost and high price, is not beneficial to being widely used in life, and secondly, the cool feeling capsule and the phase change material are used as coating materials to coat the textile, so that the cool feeling performance of the textile is endowed, but the textile obtained by the method has poor wearing comfort and is not easy to be accepted by masses. In view of the above, it is necessary to develop a finishing softener that imparts a cool feel to fabrics and improves the wear properties of the fabrics.
Disclosure of Invention
The purpose of the application is to give the fabric a cool feeling when worn, and improve the comfort of the fabric.
In order to achieve the above purpose, the technical scheme adopted in the application is as follows: a cool sense polysiloxane material has a structural general formula:
wherein R isR 1 Is- (CH) 2 ) 6 -a step; x, y, b, c and d are integers, and x is more than or equal to 17 and less than or equal to 22, y is more than or equal to 8 and less than or equal to 13, b is more than or equal to 400 and less than or equal to 410, c is more than or equal to 4 and less than or equal to 6, and d is more than or equal to 5 and less than or equal to 7.
A method for preparing a cool feeling polysiloxane material, which comprises the following steps: s1: reacting pentanol with hexamethylene diisocyanate to obtain polyurethane prepolymer, and adding 3-dimethylaminopropylamine into a reaction system to react with the polyurethane prepolymer to obtain amino-terminated polyurethane; s2: adding hydrogen-containing silicone oil, hydroxyl end-capped allyl polyoxyethylene ether and epoxy end-capped polyoxyethylene ether into a solvent, and reacting under the catalysis of a catalyst to obtain epoxy polyether silicone oil; s3: and adding the epoxy polyether silicone oil and the amino-terminated polyurethane into a reaction container, adding an accelerator and a solvent into the reaction container, and removing the solvent after the reaction is completed to obtain the cool polysiloxane material.
As another preferred aspect, the polyurethane prepolymer has the structural formula:
the structural formula of the amino-terminated polyurethane is as follows:
the structural general formula of the epoxy polyether silicone oil is as follows:
wherein x, y, a, b, c and d are integers, and x is more than or equal to 17 and less than or equal to 22, y is more than or equal to 8 and less than or equal to 13, a is more than or equal to 9 and less than or equal to 13, b is more than or equal to 400 and less than or equal to 410, c is more than or equal to 4 and less than or equal to 6, and d is more than or equal to 5 and less than or equal to 7; the cool sense polysiloxane material has the structural general formula:
wherein R isR 1 Is- (CH) 2 ) 6 -; x, y, b, c and d are integers, and x is more than or equal to 17 and less than or equal to 22, y is more than or equal to 8 and less than or equal to 13, b is more than or equal to 400 and less than or equal to 410, c is more than or equal to 4 and less than or equal to 6, and d is more than or equal to 5 and less than or equal to 7.
As another preferable example, the hydrogen-containing silicone oil has a number average molecular weight of 25000 to 35000.
As another preferable example, the hydroxyl-terminated allyl polyoxyethylene ether has a number average molecular weight of 800 to 1000, and the epoxy-terminated allyl polyoxyethylene ether has a number average molecular weight of 400 to 600.
As another preferable aspect, the step S3 specifically includes: 4400-5000 parts by mass of epoxy polyether silicone oil and 346-484 parts by mass of amino-terminated polyurethane are added into a reaction device, 60-84 parts by mass of accelerator and 2926-3380 parts by mass of solution are added and mixed uniformly, the temperature is increased to 75-80 ℃, the temperature is kept for 12-16 hours, and then the solution is separated under the condition of vacuum negative pressure of-0.09-0.1 MPa, so that the cool feeling polysiloxane material is obtained.
As another preferred, the accelerator is acetic acid and the solution is isopropanol.
The cool polysiloxane composite soft finishing agent comprises the following raw materials in parts by mass: 80 to 150 parts of cool feeling polysiloxane material as claimed in claim 1, or the cool feeling polysiloxane material prepared by the preparation method as claimed in any one of claims 2 to 7, 10 to 20 parts of emulsifying agent, 20 to 50 parts of glycerol, 5 to 15 parts of polyethylene glycol, 50 to 150 parts of water and 1 to 10 parts of acetic acid.
As another preference, the emulsifier is one or more of the isomeric trideceth-polyoxyethylene ethers TO-3, TO-5, TO-6, TO-7 and TO-8.
Further preferably, the polyethylene glycol is a mixture of one or more polyethylene glycols having a number average molecular weight of 400, 600, 1000.
Compared with the prior art, the beneficial effect of this application lies in:
(1) The cool sense polysiloxane material of the application introduces a polyurethane structure, can give a certain draping sense to the fabric, and can effectively avoid uncomfortable feeling caused by adhesion of the fabric on the surface of a human body due to sweat;
(2) The cool polysiloxane material introduces the synergistic effect of the organic silicon chain segment and the amino, so that the excellent soft and smooth effect can be given to the fabric, and the wearing comfort of the fabric is improved;
(3) The pentanol structure is introduced into the cool sense polysiloxane material structure, so that the hydrophilic property is effectively improved, meanwhile, the pentanol structure can be compounded with glycerol and polyethylene glycol, the contact cool sense coefficient of the fabric is obviously improved, and the fabric is endowed with cool experience.
Detailed Description
The present application will be further described with reference to the specific embodiments, and it should be noted that, on the premise of no conflict, new embodiments may be formed by any combination of the embodiments or technical features described below.
The terms "comprises" and "comprising," along with any variations thereof, in the description and claims of the present application are intended to cover a non-exclusive inclusion, such that a process, method, system, article, or apparatus that comprises a list of steps or elements is not necessarily limited to those steps or elements that are expressly listed or inherent to such process, method, article, or apparatus.
The application provides a polysiloxane material with cool feeling, which has the following structural general formula:
wherein R isR 1 Is- (CH) 2 ) 6 -; x, y, b, c and d are integers, and x is more than or equal to 17 and less than or equal to 22, y is more than or equal to 8 and less than or equal to 13, b is more than or equal to 400 and less than or equal to 410, c is more than or equal to 4 and less than or equal to 6, and d is more than or equal to 5 and less than or equal to 7.
The pentanol structure is introduced into the cool sense polysiloxane material structure, the pentanol structure has an excellent moisture absorption function, after the fabric finishing agent is prepared, sweat on the body surface can be quickly absorbed and removed, the body surface temperature of a human body is greatly reduced, the cool sense effect is brought to the human body, and the comfort level of the human body in a hot environment is effectively improved.
The polyoxyethylene ether is introduced into the cool sense polysiloxane material structure, so that the hydrophilic performance of the fabric is effectively improved, the polyoxyethylene ether and the pentitol have synergistic effect, the moisture absorption and sweat release effects of the fabric are further improved, the rapid volatilization of human sweat is accelerated, the body surface temperature of a human body is rapidly reduced, and the cool effect felt by a wearer is achieved.
The cool sense polysiloxane material of the application introduces a polyurethane structure, can give a certain draping sense to the fabric, and can effectively avoid uncomfortable sense caused by the fact that the fabric is adhered to the surface of a human body due to sweat.
The cool polysiloxane material has the advantages that the synergistic effect of the organic silicon chain segment and the amino is introduced, so that the excellent soft and smooth effect can be given to the fabric, and the wearing comfort of the fabric is improved.
The cool feeling polysiloxane material disclosed by the application introduces the synergistic effect of the 3-dimethylaminopropylamine and the pentanol, so that the contact cool feeling coefficient and the wearing comfort of the fabric are improved.
The application also provides a preparation method of the cool sense polysiloxane material, which comprises the following steps:
s1: reacting pentanol with hexamethylene diisocyanate to obtain polyurethane prepolymer, and adding 3-dimethylaminopropylamine into a reaction system to react with the polyurethane prepolymer to obtain amino-terminated polyurethane;
s2: adding hydrogen-containing silicone oil, hydroxyl end-capped allyl polyoxyethylene ether and epoxy end-capped polyoxyethylene ether into a solvent, and reacting under the catalysis of a catalyst to obtain epoxy polyether silicone oil;
s3: adding epoxy polyether silicone oil and amino-terminated polyurethane into a reaction container, adding an accelerator and a solvent into the reaction container, and removing the solvent after the reaction is completed to obtain the cool polysiloxane material.
Wherein, the structural formula of the polyurethane prepolymer is:
the structural formula of the amino-terminated polyurethane is as follows:
the reaction occurring in step S1 is:
the reaction occurring in step S2 is:
wherein x, y, a, b, c and d are integers, and x is more than or equal to 17 and less than or equal to 22, y is more than or equal to 8 and less than or equal to 13, a is more than or equal to 9 and less than or equal to 13, b is more than or equal to 400 and less than or equal to 410, c is more than or equal to 4 and less than or equal to 6, and d is more than or equal to 5 and less than or equal to 7.
The structural formula of the epoxy polyether silicone oil is as follows:
wherein x, y, a, b, c and d are integers, and x is more than or equal to 17 and less than or equal to 22, y is more than or equal to 8 and less than or equal to 13, and a is more than or equal to 9 and less than or equal to 913，400≤b≤410，4≤c≤6，5≤d≤7。
The reaction occurring in step S3 is:
wherein R isR 1 Is- (CH) 2 ) 6 -; x, y, b, c and d are integers, and x is more than or equal to 17 and less than or equal to 22, y is more than or equal to 8 and less than or equal to 13, b is more than or equal to 400 and less than or equal to 410, c is more than or equal to 4 and less than or equal to 6, and d is more than or equal to 5 and less than or equal to 7.
In some embodiments, the step S1 is specifically: 120-170 parts by mass of pentwurtzite is added into a dry reaction device, inert gas is filled into a reaction kettle, 300-400 parts by mass of hexamethylene diisocyanate is dripped into the reaction kettle, the temperature is increased to 50-60 ℃, and after the dripping is completed, the reaction device is kept for 2-3 hours, so as to obtain the polyurethane prepolymer. The temperature of the reaction system is reduced to 40-50 ℃, 200-300 parts by mass of 3-dimethylaminopropylamine is added into the reaction device, and the temperature is kept for 3-4 hours, so that the amino-terminated polyurethane is obtained.
In some embodiments, the step S2 is specifically: 2000-4000 parts by mass of hydrogen-containing silicone oil is added into a dry reaction device, 320-600 parts by mass of hydroxyl-terminated allyl polyoxyethylene ether and 200-420 parts by mass of epoxy-terminated polyoxyethylene ether are added into the reaction device, 880-1000 parts by mass of solvent and 2-3 parts by mass of 5% Kanster catalyst are added into the reaction device, inert gas is filled into the reaction device and fully stirred, then the reaction temperature is raised to 70-80 ℃, and the temperature is kept for 6-8 hours, so that the epoxy polyether silicone oil is obtained.
In some embodiments, the step S3 is specifically: 4400-5000 parts by mass of epoxy polyether silicone oil and 346-484 parts by mass of amino-terminated polyurethane are added into a reaction device, 60-84 parts by mass of accelerator and 2926-3380 parts by mass of solution are added and mixed uniformly, the temperature is increased to 75-80 ℃, the temperature is kept for 12-16 hours, and then the solution is separated under the condition of vacuum negative pressure of-0.09-0.1 MPa, so that the cool polysiloxane material is obtained.
In some embodiments, the promoter in step S3 is acetic acid and the solution is isopropanol.
In some embodiments, the molecular weight of the hydrogen-containing silicone oil in step S2 is 25000 to 35000.
In some embodiments, the hydroxyl-terminated allyl polyoxyethylene ether in step S2 has a number average molecular weight of 800 to 1000 and the epoxy-terminated allyl polyoxyethylene ether has a number average molecular weight of 400 to 600.
The application utilizes the reaction of isocyanate and hydroxyl to introduce pentanol into a polyurethane structure, and utilizes the affinity of the hydroxyl to water to improve the affinity of the cool polysiloxane material to water.
The application utilizes the reaction mechanism of isocyanate and amino, and uses amino to block polyurethane to obtain the amino-blocked polyurethane material. Polyether chain segments and epoxy groups are introduced into the organic silicon structure by utilizing a hydrosilylation mechanism, and polyurethane can be introduced into the organic silicon structure by utilizing an epoxy curing mechanism to prepare the cool polysiloxane material.
The cool polysiloxane material of the application utilizes the synergistic effect of the organosilicon chain segment and the amino group to endow the fabric with excellent wearing comfort performance.
The pentanol structure is introduced into the cool sense polysiloxane material structure, so that the cool sense polysiloxane material structure can be compounded with glycerol and polyethylene glycol while the affinity is effectively improved, the contact cool sense coefficient of the fabric is remarkably improved, and the cool sense experience of the fabric is endowed.
The application provides a preparation method of a cool sense polysiloxane composite soft finishing agent, which comprises the following steps: 80 to 150 parts of cool polysiloxane material prepared by the method, 10 to 20 parts of emulsifying agent, 20 to 50 parts of glycerol, 5 to 15 parts of polyethylene glycol, 50 to 150 parts of water and 1 to 10 parts of acetic acid are compounded and emulsified to form the cool polysiloxane composite soft finishing agent.
In some embodiments, the emulsifier is a combination of one or more of the isomeric trideceth ethers TO-3, TO-5, TO-6, TO-7, and TO-8.
In some embodiments, the polyethylene glycol is a mixture of one or more polyethylene glycols having a number average molecular weight of 400, 600, 1000.
The cool sense polysiloxane composite soft finishing agent has the advantages that glycerol and polyethylene glycol are introduced, the synergistic effect of the cool sense polysiloxane composite soft finishing agent and the cool sense polysiloxane material can be effectively achieved, the moisture absorption, sweat release and hydrophilic performance of the finished fabric are improved, sweat on the surface of a human body can be further absorbed, heat is taken away, the temperature can be effectively reduced, and the comfort performance of the human body on a hot day is improved.
The cool polysiloxane composite soft finishing agent can endow fabrics with excellent hydrophilic and adsorption perspiration performances, has excellent soft and smooth performances and is not easy to adhere to skin, sweat on the body surface of a human body can be timely dispersed into the air, the body surface temperature of the human body is rapidly reduced, and the cool touch effect is achieved.
The cool-feeling polysiloxane composite soft finishing agent has the advantages of simple process, easy control of reaction process and suitability for industrial production.
Example 1
S1: adding 152 parts of pentwurtzite into a dry reaction kettle, filling nitrogen, dropwise adding 336 parts of hexamethylene diisocyanate into the reaction kettle, heating to 55 ℃, preserving heat for 3 hours after dropwise adding is finished to obtain polyurethane prepolymer, reducing the temperature of a reaction system by 40 ℃, adding 204 parts of 3-dimethylaminopropylamine, and preserving heat for 4 hours to obtain amino-terminated polyurethane;
s2: adding 3000 parts of hydrogen-containing silicone oil into a dry reaction kettle, adding 320 parts of hydroxyl-terminated allyl polyoxyethylene ether with the average molecular weight of 800 and 200 parts of epoxy-terminated polyoxyethylene ether with the average molecular weight of 400, adding 880 parts of isopropanol, fully stirring, charging nitrogen, adding 2 parts of a 5% Kanster catalyst, heating to 70 ℃, and preserving heat for 6 hours to obtain epoxy polyether silicone oil;
s3: 4400 parts of epoxy polyether silicone oil and 346 parts of amino-terminated polyurethane are added into a reaction kettle, 60 parts of acetic acid is added as an accelerator, 2926 parts of isopropanol is added, the temperature is raised to 78 ℃, the temperature is kept for 12 hours, and 2900 parts of isopropanol is separated under the condition of vacuum negative pressure of-0.09 to-0.1, so that the cool-feeling polysiloxane material is obtained.
S4: taking 100 parts of cool polysiloxane material, 15 parts of TO-5, 30 parts of glycerol, 10 parts of polyethylene glycol with average molecular weight of 600, 120 parts of water and 1 part of acetic acid, and carrying out compound emulsification TO obtain the cool polysiloxane compound soft finishing agent.
Example 2
The amount of the hydroxyl-terminated allyl polyoxyethylene ether used in the step S2 was adjusted to 480 parts, and the other preparation steps were the same as those of example 1.
Example 3
In the step S2, hydroxyl end-capped allyl polyoxyethylene ether with the number average molecular weight of 1000 is selected, and other preparation steps are identical to those of the example 1.
Example 4
The amount of the hydroxyl-terminated allyl polyoxyethylene ether used in the step S2 was adjusted to 600 parts, and the other preparation steps were the same as those of example 3.
Example 5
In the step S2, epoxy-terminated polyoxyethylene ether with the number average molecular weight of 600 is selected, and other preparation steps are identical to those of the example 2.
Example 6
The amount of the epoxy-terminated polyoxyethylene ether in the step S2 was adjusted to 320 parts, and the other preparation steps were the same as those of example 2.
Example 7
The heat-retaining time in step S3 was adjusted to 16 hours, and the other preparation steps were identical to those of example 6.
Example 8
In the S4 step, the amount of TO-5 was adjusted TO 20 parts, and the other preparation steps were the same as those of example 6.
Example 9
In step S4, 15 parts of TO-7 was used, and the other preparation steps were the same as those of example 6.
Example 10
In the step S4, the amount of glycerol used was adjusted to 60 parts, and the other preparation steps were the same as those in example 6.
Example 11
In the step S4, the amount of glycerol used was adjusted to 45 parts, and the other preparation steps were the same as those in example 6.
Example 12
In the step S4, the amount of polyethylene glycol used was adjusted to 20 parts, and the other preparation steps were the same as those in example 6.
Example 13
In the step S4, polyethylene glycol with the number average molecular weight of 1000 is selected, and other preparation steps are identical to those of the preparation step of the example 6.
Comparative example 1
In the S1 step, polyethylene glycol was used instead of pentetanol, and the other preparation steps were the same as those in example 6.
Comparative example 2
No glycerol was added in step S4, and the other preparation steps were identical to those of example 6.
Comparative example 3
No polyethylene glycol was added in step S4, and the other preparation steps were identical to those of example 6.
Comparative example 4
Commercially available cool silicone oil finishing agents are purchased.
Comparative example 5
In the step S1, propylene glycol was used instead of 3-dimethylaminopropylamine, in the step S3, tetramethylammonium chloride was used as an accelerator, and the amount of tetramethylammonium chloride added was 0.4% of the total mass of the reactants, and the other preparation steps were identical to those of example 6.
Evaluation of Performance
Padding the fabric with working solution, wherein the working solution is 40g/L of cool polysiloxane composite soft finishing agent obtained by a thinning process, the padding rate is 70%, then the fabric enters a pre-baking stage, the baking temperature is 170 ℃, the baking time is 15-45 s, and finally, the moisture regaining is carried out for 1 hour, and the prepared product enters an evaluation test; the fabric used was cotton fabric.
(1) Hand feel evaluation test: and evaluating the comprehensive handfeel by a touch method, adopting a 1-5-score evaluation method, evaluating the worst 1-score and the best 5-score by 10 persons simultaneously, and taking an average value.
(2) Softness evaluation test: determination of the bending length of textiles according to GB/T18318: the strip-shaped sample is taken and placed on a platform, the ruler is pressed on the sample, and the long axis of the sample is parallel to the length direction of the ruler. The ruler and the long axis direction of the sample move on the platform at the same time, so that the part of the sample extending out of the platform is suspended and bent under the dead weight. When the downward bent tip of the specimen touches a slope at 41.5℃from the horizontal, 1/2 of the specimen extension length is the bent length. The flexural rigidity of the test specimen was calculated from the bending length and the mass per unit area.
Sample: 25mm x 25mm warp and weft knitting are carried out on 6 pieces each, each piece of sample is measured for 4 times, and an average value is obtained;
flexural rigidity calculation: g=mc 3 10 -2
Wherein: g-flexural rigidity per unit width, mN.cm; m-mass per unit area of sample, g/m 2 The method comprises the steps of carrying out a first treatment on the surface of the C-average bending length of the specimen, cm.
(3) Hydrophilicity evaluation test: and (3) dripping one drop of water from a height of 2cm from the cloth cover by using a standard dropper with the volume of 25 drops/mL, testing the time for finishing water absorption of the fabric under static conditions, dripping more than 3 times at different positions, and taking an average value.
(4) And (3) testing a contact cooling coefficient: according to GB/T35263-2017 (detection and evaluation of textile contact instant cool feeling performance), the larger the numerical value is, the better the cool feeling effect is.
The results of the fabric evaluation tests after the treatments of each example and each comparative example are recorded in table 1 below.
Table 1 results of evaluation test of properties of fabrics treated in examples and comparative examples
The performance test results of examples 1 to 4 were analyzed, and by adjusting the amount and molecular weight of the hydroxyl-terminated allyl polyoxyethylene ether, the amount of the hydroxyl-terminated allyl polyoxyethylene ether was increased, the number average molecular weight was increased, which helped to improve the hydrophilicity and the contact cooling feeling coefficient of the fabric, but the hand feeling of the fabric was decreased and the bending rigidity was increased.
In example 5, the epoxy-terminated polyvinyl ether with a larger number average molecular weight is selected compared with example 2, so that the contact cool feeling coefficient of the fabric is further improved, the hydrophilic performance, the moisture absorption and the sweat release performances of the fabric are also improved, and the hand feeling and the bending rigidity are negatively influenced.
Compared with the example 2, the example 6 increases the usage amount of the epoxy-terminated polyoxyethylene ether, increases the quantity of amino groups introduced into the product structure, can effectively improve the hand feeling of the fabric, reduces the bending stiffness of the fabric, and can keep the good hand feeling and the contact cool feeling coefficient of the fabric.
Example 7 changed the incubation time, example 9 adjusted the type of emulsifier, and the incubation time or the choice of emulsifier type had less effect on the product structure.
Example 8 changes the amount of emulsifier used in the cool feel silicone composite soft finish, which has a negative impact on the hand and bending stiffness of the fabric, but less on the cool feel coefficient of contact with the fabric.
The use amount of glycerol in the cool polysiloxane compound soft finishing agent is increased in the examples 11, 10 and 6, and the use amount of glycerol is increased, so that the cool polysiloxane compound soft finishing agent has negative effects on the hand feeling and the bending stiffness of the fabric, and the contact cool coefficient of the fabric can be improved.
The amount of polyethylene glycol and the number average molecular weight were adjusted in examples 13, 12 and 6, respectively, and the performance test results of table 1 show that the larger the amount of polyethylene glycol or the number average molecular weight, the higher the negative effects on the hand and bending stiffness, but the improvement of the contact cooling feeling coefficient of the fabric.
Compared with the example 6, the cold-feeling polysiloxane material of the comparative example 1 does not incorporate a pentitol structure, so that the hand feeling and the contact cold-feeling coefficient of the fabric treated by the finally prepared cold-feeling polysiloxane compound soft finishing agent are obviously reduced, and the optimal cold-feeling fabric effect cannot be achieved.
Analysis of comparative example 3, comparative example 2, comparative example 1 and example 6, and the performance test results of table 1 show that the pentetanol structure and glycerol and polyethylene glycol are compounded to cooperate, and have a great effect on improving the contact cool feeling coefficient of the fabric.
Whereas comparative example 4 treated fabrics with a commercially available silicone oil finish, the cool feel silicone composite soft finish made herein provides significant advantages.
The test results of comparative example 5 and example 6 show that the synergistic effect of 3-dimethylaminopropylamine and pentitol together improves the comfort properties of the fabric.
To sum up the analysis, the cool sense polysiloxane composite soft finishing agent has better hydrophilicity, and simultaneously, the product structure and the synergy of glycerol and polyethylene glycol can quickly absorb and remove sweat on the surface of a human body, so that the cool sense polysiloxane composite soft finishing agent has the effect of reducing the surface temperature of the human body, and can improve the comfort level when worn in hot summer.
The foregoing has outlined the basic principles, main features and advantages of the present application. It will be appreciated by persons skilled in the art that the present application is not limited to the embodiments described above, and that the embodiments and descriptions described herein are merely illustrative of the principles of the present application, and that various changes and modifications may be made therein without departing from the spirit and scope of the application, which is defined by the appended claims. The scope of protection of the present application is defined by the appended claims and equivalents thereof.
Claims (10)
1. A cool feeling polysiloxane material, which is characterized in that the general structural formula is:
wherein R isR 1 To achieve%CH 2 ) 6 -a step; x, y, b, c and d are integers, and x is more than or equal to 17 and less than or equal to 22, y is more than or equal to 8 and less than or equal to 13, b is more than or equal to 400 and less than or equal to 410, c is more than or equal to 4 and less than or equal to 6, and d is more than or equal to 5 and less than or equal to 7.
2. A method for preparing a cool feeling polysiloxane material, which is characterized by comprising the following steps:
s1: reacting pentanol with hexamethylene diisocyanate to obtain polyurethane prepolymer, and adding 3-dimethylaminopropylamine into a reaction system to react with the polyurethane prepolymer to obtain amino-terminated polyurethane;
s2: adding hydrogen-containing silicone oil, hydroxyl end-capped allyl polyoxyethylene ether and epoxy end-capped polyoxyethylene ether into a solvent, and reacting under the catalysis of a catalyst to obtain epoxy polyether silicone oil;
s3: and adding the epoxy polyether silicone oil and the amino-terminated polyurethane into a reaction container, adding an accelerator and a solvent into the reaction container, and removing the solvent after the reaction is completed to obtain the cool polysiloxane material.
3. The method of claim 2, wherein the polyurethane prepolymer has the structural formula:
the structural formula of the amino-terminated polyurethane is as follows:
the structural general formula of the epoxy polyether silicone oil is as follows:
wherein x, y, a, b, c and d are integers, and x is more than or equal to 17 and less than or equal to 22, y is more than or equal to 8 and less than or equal to 13, a is more than or equal to 9 and less than or equal to 13, b is more than or equal to 400 and less than or equal to 410, c is more than or equal to 4 and less than or equal to 6, and 5 is more than or equal to 5d≤7；
The cool sense polysiloxane material has the structural general formula:
wherein R isR 1 Is- (CH) 2 ) 6 -a step; x, y, b, c and d are integers, and x is more than or equal to 17 and less than or equal to 22, y is more than or equal to 8 and less than or equal to 13, b is more than or equal to 400 and less than or equal to 410, c is more than or equal to 4 and less than or equal to 6, and d is more than or equal to 5 and less than or equal to 7.
4. The method of claim 2, wherein the hydrogen-containing silicone oil has a number average molecular weight of 25000 to 35000.
5. The method according to claim 2, wherein the hydroxyl-terminated allyl polyoxyethylene ether has a number average molecular weight of 800 to 1000 and the epoxy-terminated allyl polyoxyethylene ether has a number average molecular weight of 400 to 600.
6. The preparation method according to claim 2, wherein the step S3 specifically comprises: 4400-5000 parts by mass of epoxy polyether silicone oil and 346-484 parts by mass of amino-terminated polyurethane are added into a reaction device, 60-84 parts by mass of accelerator and 2926-3380 parts by mass of solution are added and mixed uniformly, the temperature is increased to 75-80 ℃, the temperature is kept for 12-16 hours, and then the solution is separated under the condition of vacuum negative pressure of-0.09-0.1 MPa, so that the cool feeling polysiloxane material is obtained.
7. The method of claim 6, wherein the promoter is acetic acid and the solution is isopropanol.
8. The cool polysiloxane composite soft finishing agent is characterized by comprising the following raw materials in parts by mass: 80 to 150 parts of cool feeling polysiloxane material as claimed in claim 1, or the cool feeling polysiloxane material prepared by the preparation method as claimed in any one of claims 2 to 7, 10 to 20 parts of emulsifying agent, 20 to 50 parts of glycerol, 5 to 15 parts of polyethylene glycol, 50 to 150 parts of water and 1 to 10 parts of acetic acid.
9. The cool feeling silicone composite soft finishing agent according TO claim 8, wherein the emulsifier is one or more of isomeric trideceth-polyoxyethylene ethers TO-3, TO-5, TO-6, TO-7 and TO-8.
10. The cool feeling silicone composite soft finishing agent according to claim 8, wherein the polyethylene glycol is a mixture of one or more of polyethylene glycols having a number average molecular weight of 400, 600, 1000.
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