CN116463106A - Phase-change temperature-regulating microcapsule for textile and preparation method thereof - Google Patents
Phase-change temperature-regulating microcapsule for textile and preparation method thereof Download PDFInfo
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- CN116463106A CN116463106A CN202310329905.2A CN202310329905A CN116463106A CN 116463106 A CN116463106 A CN 116463106A CN 202310329905 A CN202310329905 A CN 202310329905A CN 116463106 A CN116463106 A CN 116463106A
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- change temperature
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- 239000003094 microcapsule Substances 0.000 title claims abstract description 71
- 239000004753 textile Substances 0.000 title claims abstract description 34
- 238000002360 preparation method Methods 0.000 title claims abstract description 20
- 229920000642 polymer Polymers 0.000 claims abstract description 32
- 239000012782 phase change material Substances 0.000 claims abstract description 23
- 238000000034 method Methods 0.000 claims abstract description 6
- -1 polysiloxane Polymers 0.000 claims description 55
- 229920001296 polysiloxane Polymers 0.000 claims description 49
- 238000003756 stirring Methods 0.000 claims description 33
- 239000012188 paraffin wax Substances 0.000 claims description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 22
- 238000002156 mixing Methods 0.000 claims description 18
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 claims description 16
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 14
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 14
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 14
- 239000000839 emulsion Substances 0.000 claims description 14
- BLLFPKZTBLMEFG-UHFFFAOYSA-N 1-(4-hydroxyphenyl)pyrrole-2,5-dione Chemical compound C1=CC(O)=CC=C1N1C(=O)C=CC1=O BLLFPKZTBLMEFG-UHFFFAOYSA-N 0.000 claims description 12
- 238000006243 chemical reaction Methods 0.000 claims description 12
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 10
- 239000002994 raw material Substances 0.000 claims description 10
- 230000008859 change Effects 0.000 claims description 9
- 239000011248 coating agent Substances 0.000 claims description 9
- 238000000576 coating method Methods 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
- 239000011162 core material Substances 0.000 claims description 8
- 125000005442 diisocyanate group Chemical group 0.000 claims description 8
- 230000001804 emulsifying effect Effects 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 7
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
- 239000011343 solid material Substances 0.000 claims description 7
- 238000001291 vacuum drying Methods 0.000 claims description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 6
- 239000003995 emulsifying agent Substances 0.000 claims description 6
- 238000007792 addition Methods 0.000 claims description 5
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 4
- XXKOQQBKBHUATC-UHFFFAOYSA-N cyclohexylmethylcyclohexane Chemical compound C1CCCCC1CC1CCCCC1 XXKOQQBKBHUATC-UHFFFAOYSA-N 0.000 claims description 4
- 230000001105 regulatory effect Effects 0.000 claims description 4
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 4
- 239000012535 impurity Substances 0.000 claims description 3
- 229910052786 argon Inorganic materials 0.000 claims description 2
- 239000011261 inert gas Substances 0.000 claims description 2
- 239000000835 fiber Substances 0.000 abstract description 9
- 125000005439 maleimidyl group Chemical group C1(C=CC(N1*)=O)=O 0.000 abstract description 7
- 229910018557 Si O Chemical group 0.000 abstract description 3
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Chemical group [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 abstract description 3
- 230000008569 process Effects 0.000 abstract description 2
- 239000006087 Silane Coupling Agent Substances 0.000 abstract 1
- 238000004140 cleaning Methods 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 230000000052 comparative effect Effects 0.000 description 12
- 239000007788 liquid Substances 0.000 description 9
- 229920000742 Cotton Polymers 0.000 description 7
- 239000004744 fabric Substances 0.000 description 7
- 239000002775 capsule Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000000853 adhesive Substances 0.000 description 3
- 230000001070 adhesive effect Effects 0.000 description 3
- 230000033228 biological regulation Effects 0.000 description 2
- 239000002981 blocking agent Substances 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 238000000921 elemental analysis Methods 0.000 description 2
- 238000006459 hydrosilylation reaction Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000009413 insulation Methods 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 230000004580 weight loss Effects 0.000 description 2
- 208000001034 Frostbite Diseases 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000036760 body temperature Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004146 energy storage Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- 230000007180 physiological regulation Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K5/00—Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
- C09K5/02—Materials undergoing a change of physical state when used
- C09K5/06—Materials undergoing a change of physical state when used the change of state being from liquid to solid or vice versa
- C09K5/063—Materials absorbing or liberating heat during crystallisation; Heat storage materials
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/2805—Compounds having only one group containing active hydrogen
- C08G18/288—Compounds containing at least one heteroatom other than oxygen or nitrogen
- C08G18/289—Compounds containing at least one heteroatom other than oxygen or nitrogen containing silicon
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/61—Polysiloxanes
-
- 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
- C08G77/04—Polysiloxanes
- C08G77/12—Polysiloxanes containing silicon bound to hydrogen
-
- 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
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
- C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
- C08G77/388—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing nitrogen
-
- 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
- D06M13/02—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with hydrocarbons
-
- 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
- D06M23/00—Treatment of fibres, threads, yarns, fabrics or fibrous goods made from such materials, characterised by the process
- D06M23/12—Processes in which the treating agent is incorporated in microcapsules
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/14—Thermal energy storage
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Textile Engineering (AREA)
- Materials Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Thermal Sciences (AREA)
- Combustion & Propulsion (AREA)
- Silicon Polymers (AREA)
Abstract
The invention relates to the technical field of textiles and discloses a phase-change temperature-regulating microcapsule for textiles and a preparation method thereof. The phase-change temperature-regulating microcapsule has good heat resistance by preparing a shell polymer with a large number of rigid benzene rings, rigid maleimide rings and Si-O bonds, cannot oxidize at a higher ambient temperature to cause escape of phase-change materials, and then uses a silane coupling agent to end-cap the shell polymer, so that the binding force of the phase-change microcapsule and textile fibers is improved, and the phase-change microcapsule cannot fall off easily in the cleaning process.
Description
Technical Field
The invention relates to the technical field of textiles, in particular to a phase-change temperature-regulating microcapsule for textiles and a preparation method thereof.
Background
With global warming and abnormal climate manifestations in some areas, the living environment of people also changes greatly, wherein the change of the external environment temperature is the most direct manifestation. When the external temperature changes, the human body can keep the body temperature by using the physiological regulation mechanism of the human body, but when the environmental temperature changes beyond the regulation range of the body, the heat balance between the human body and the surrounding environment is maintained by means of external conditions, such as clothing, gloves, hats and other textiles, so that the conditions of discomfort, freezing and stiff or frostbite and the like caused by the body due to severe temperature change are eliminated. In order to make the textile have a temperature adjusting function, an auxiliary agent with the temperature adjusting function is added during the production of the textile, and the hot research subject in the textile field at present is achieved.
The phase change material is a substance which absorbs or releases heat from or to the environment by means of self-reversible phase change within a certain temperature range, and the phase change material microcapsule is prepared by coating the phase change material with certain polymer material compounds or inorganic compounds in a physical or chemical way to prepare solid particles with shell-core structures, and the phase change material microcapsule has wide application in the fields of heat energy and temperature control.
The development of the phase-change temperature-regulating microcapsule preparation technology provides a new direction for preparing textiles with a temperature-regulating function, and the Chinese patent application with the application number of CN202210953086.4 discloses a phase-change temperature-regulating fiber for protective clothing and a preparation method thereof, wherein polyethylene plastic powder and phase-change microcapsule powder are mixed, and through extrusion granulation and spinning processes, the phase-change temperature-regulating fiber with the enthalpy value of more than 70J/g and the heat transfer coefficient is formed, so that the rapid temperature control can be realized, and the phase-change temperature-regulating fiber can be further applied to the field of protective clothing. However, the phase-change temperature-regulating microcapsule has low wall thickness, and has weak comprehensive properties such as heat resistance stability, chemical stability and the like, and if the wall is decomposed in a high-temperature environment, the phase-change material can escape from the wall, so that the phase-change temperature-regulating microcapsule is disabled. In addition, the traditional phase-change temperature-regulating microcapsule has poor interface performance with fibers, low binding rate, is easy to fall off after textiles are washed for many times, and cannot guarantee the long-term temperature-regulating effect of the textiles. Based on the above, the phase-change temperature-regulating microcapsule provided by the invention has high thermal stability and strong bonding force with a fiber interface.
Disclosure of Invention
The invention aims to provide a phase-change temperature-regulating microcapsule for textile and a preparation method thereof, wherein hydroxyl-terminated modified polysiloxane is prepared, the hydroxyl-terminated modified polysiloxane is used as a raw material to prepare a shell polymer of the phase-change temperature-regulating microcapsule, and meanwhile, 3-aminopropyl triethoxysilane is used as a blocking agent to prepare the phase-change temperature-regulating microcapsule which has high thermal stability and strong bonding force with fibers.
The aim of the invention can be achieved by the following technical scheme:
a phase-change temperature-regulating microcapsule for textile, the phase-change temperature-regulating microcapsule is composed of a phase-change material and a shell polymer; the phase change material is paraffin; 15-30 parts of paraffin wax; the shell polymer comprises the following raw materials in parts by weight: 10-20 parts of diisocyanate, 20-30 parts of hydroxyl-terminated modified polysiloxane, 2-5 parts of 3-aminopropyl triethoxysilane and 0.1-0.5 part of dibutyltin dilaurate;
the hydroxyl-terminated modified polysiloxane is prepared by chemically connecting hydrogen-terminated polysiloxane with N- (4-hydroxyphenyl) maleimide.
Further, the diisocyanate is any one of toluene-2, 4-diisocyanate, diphenylmethane diisocyanate or 4, 4-diisocyanate dicyclohexylmethane.
Further, the preparation method of the hydroxyl-terminated modified polysiloxane specifically comprises the following steps:
mixing hydrogen end-capped polysiloxane, N- (4-hydroxyphenyl) maleimide and ethanol, stirring for 10-20min under the protection of inert gas, raising the temperature of the system to 70-75 ℃, dropwise adding a catalyst, reacting at constant temperature for 4-12h after the addition, and distilling under reduced pressure to remove impurities after the reaction is finished to obtain the hydroxyl-terminated modified polysiloxane.
Further, the hydrogen-terminated polysiloxane has a hydrogen content of 0.1% to 1%.
Further, the ratio of the hydrogen-terminated polysiloxane to the N- (4-hydroxyphenyl) maleimide is 10:1.5-4.
Further, the inert atmosphere is any one of nitrogen and argon.
Further, the catalyst is chloroplatinic acid, and the addition amount of the chloroplatinic acid is 0.1-0.3% of the total amount of hydrogen end-capped polysiloxane and N- (4-hydroxyphenyl) maleimide.
Through the technical scheme, under the catalysis of chloroplatinic acid, the terminal Si-H bond in the hydrogen end capped polysiloxane structure can be subjected to hydrosilylation reaction with an unsaturated alkenyl functional group in the N- (4-hydroxyphenyl) maleimide structure, so that a rigid aromatic ring, a maleimide ring and active phenolic hydroxyl are introduced into a polysiloxane molecular chain, and the hydroxyl end modified polysiloxane is prepared.
A method for preparing phase-change temperature-regulating microcapsules for textiles, which comprises the following steps:
step one: mixing diisocyanate, paraffin wax and cyclohexane to form an oil phase;
step two: mixing the emulsifier and pure water to form a water phase;
step three: adding the water phase system into the oil phase under stirring, setting the rotating speed to be 800-1000r/min, and stirring and emulsifying for 20-40min to obtain phase-change emulsion;
step four: pouring the phase-change emulsion into a reactor, stirring for 5-10min at room temperature, adding hydroxyl-terminated modified polysiloxane and dibutyl tin dilaurate, stirring for reacting for 12-24h, raising the system temperature to 50 ℃, continuously adding 3-aminopropyl triethoxysilane, reacting for 1-2h, centrifuging to separate solid materials after the reaction is finished, and vacuum drying to obtain the phase-change temperature-regulating microcapsule.
In the second step, the emulsifier is alkylphenol ethoxylate, and the dosage of the alkylphenol ethoxylate is 8-15% of that of the phase change material.
According to the technical scheme, after the phase change material is emulsified, liquid drops are formed, the dispersed phase exists in an emulsifying system, diisocyanate is attached to the surface of the emulsified liquid drops under the action of an emulsifying agent, hydroxyl-terminated modified polysiloxane is added to the surface of the emulsified liquid drops, in-situ chain extension polymerization is carried out on the surface of the emulsified liquid drops, along with the progress of the reaction, molecular chains are gradually expanded to form shell polymer capsule walls, 3-aminopropyl triethoxysilane is added to carry out end sealing, a peripheral siloxane-containing structure is formed, the capsule walls are of a polymer structure containing rigid aromatic rings, maleimide rings and a large number of Si-O bonds, and the interior of the phase change temperature regulating microcapsule is a paraffin core material.
The invention has the beneficial effects that:
(1) According to the invention, N- (4-hydroxyphenyl) maleimide is introduced into polysiloxane molecular chains by utilizing hydrosilylation reaction to prepare hydroxyl-terminated modified polysiloxane, the hydroxyl-terminated modified polysiloxane is taken as a main raw material of a shell polymer, and the prepared shell polymer structure contains a large number of rigid aromatic rings, rigid maleimide rings and Si-O structures, so that the heat stability of the shell polymer can be synergistically enhanced, and the problems of phase change material escape and phase change temperature regulation microcapsule failure caused by thermal decomposition of the shell polymer are effectively avoided.
(2) According to the invention, 3-aminopropyl triethoxysilane is used as a blocking agent of a polymer, a high-activity siloxane structure is introduced into the periphery of the phase-change temperature-regulating microcapsule, and the high-activity siloxane structure can react with hydroxyl groups on the surface of the fiber to generate chemical bonds, so that the phase-change temperature-regulating microcapsule is firmly connected in the fiber, the phenomenon that the phase-change temperature-regulating microcapsule falls off after the textile is washed for many times is effectively avoided, and the long-term temperature-regulating effect of the textile is ensured.
Of course, it is not necessary for any one product to practice the invention to achieve all of the advantages set forth above at the same time.
Drawings
In order to more clearly illustrate the technical solutions of the embodiments of the present invention, the drawings that are needed for the description of the embodiments will be briefly described below, and it is obvious that the drawings in the following description are only some embodiments of the present invention, and that other drawings may be obtained according to these drawings without inventive effort for a person skilled in the art.
FIG. 1 is a schematic diagram of the process flow of preparing the phase-change temperature-regulating microcapsule of the present invention.
Detailed Description
The following description of the embodiments of the present invention will be made clearly and completely with reference to the accompanying drawings, in which it is apparent that the embodiments described are only some embodiments of the present invention, but not all embodiments. All other embodiments, which can be made by those skilled in the art based on the embodiments of the invention without making any inventive effort, are intended to be within the scope of the invention.
The preparation flow of the phase-change temperature-regulating microcapsule prepared in the following embodiment is shown in the figure 1, the phase-change material paraffin wax and the emulsifier are mixed and emulsified to form emulsified liquid drops, diisocyanate is attached to the surfaces of the emulsified liquid drops, chain extension polymerization is carried out on the emulsified liquid drops and hydroxyl-terminated modified polysiloxane to form shell polymer capsule walls, the paraffin wax is coated in the shell polymer capsule walls, and the phase-change temperature-regulating microcapsule is prepared through end capping of 3-aminopropyl triethoxy silane.
Example 1
A phase-change temperature-regulating microcapsule for textile, the phase-change temperature-regulating microcapsule is composed of a phase-change material and a shell polymer; 15 parts of paraffin wax; the shell polymer comprises the following raw materials in parts by weight: 10 parts of toluene-2, 4-diisocyanate, 20 parts of hydroxyl-terminated modified polysiloxane, 2 parts of 3-aminopropyl triethoxysilane and 0.1 part of dibutyltin dilaurate;
the preparation method of the phase-change temperature-regulating microcapsule comprises the following steps:
step one: mixing toluene-2, 4-diisocyanate, paraffin and cyclohexane to form an oil phase;
step two: mixing 1.2 parts of alkylphenol ethoxylates and pure water to form a water phase;
step three: adding the water phase system into the oil phase under stirring, setting the rotating speed to 800r/min, and stirring and emulsifying for 20min to obtain phase-change emulsion;
step four: pouring the phase-change emulsion into a reactor, stirring for 5min at room temperature, adding hydroxyl-terminated modified polysiloxane and dibutyl tin dilaurate, stirring for reacting for 12h, raising the system temperature to 50 ℃, continuously adding 3-aminopropyl triethoxysilane, reacting for 1h, centrifugally separating solid materials after the reaction is finished, and vacuum drying to obtain the phase-change temperature-regulating microcapsule with the shell polymer coating the paraffin core material.
The preparation method of the hydroxyl-terminated modified polysiloxane comprises the following steps:
5mL of hydrogen-terminated polysiloxane, 1.5g of N- (4-hydroxyphenyl) maleimide and ethanol are mixed, stirring is carried out for 20min under the protection of nitrogen, the temperature of the system is increased to 75 ℃, 0.01g of chloroplatinic acid is added dropwise, the reaction is carried out for 9h at constant temperature, after the reaction is finished, reduced pressure distillation is carried out to remove impurities, so that the hydroxyl-terminated polysiloxane is obtained, the hydrogen content of the hydrogen-terminated polysiloxane is 1%, an elemental analysis (CHN) elemental analyzer is used for carrying out elemental analysis on the hydrogen-terminated polysiloxane, and the hydrogen-terminated polysiloxane structure contains 1.69% of nitrogen element, and after the N- (4-hydroxyphenyl) maleimide is supposed to react with the hydrogen-terminated polysiloxane, maleimide groups are introduced into the polysiloxane structure, and the nitrogen element is derived from the maleimide groups.
Example 2
A phase-change temperature-regulating microcapsule for textile, the phase-change temperature-regulating microcapsule is composed of a phase-change material and a shell polymer; the phase change material is paraffin wax 25 parts; the shell polymer comprises the following raw materials in parts by weight: 15 parts of diphenylmethane diisocyanate, 25 parts of hydroxyl-terminated modified polysiloxane, 3 parts of 3-aminopropyl triethoxysilane and 0.3 part of dibutyltin dilaurate;
the preparation method of the phase-change temperature-regulating microcapsule comprises the following steps:
step one: mixing diphenylmethane diisocyanate, paraffin and cyclohexane to form an oil phase;
step two: mixing 2.5 parts of alkylphenol ethoxylates and pure water to form a water phase;
step three: adding the water phase system into the oil phase under the stirring condition, and stirring and emulsifying to obtain a phase-change emulsion;
step four: pouring the phase-change emulsion into a reactor, stirring at room temperature for 10min, adding hydroxyl-terminated modified polysiloxane and dibutyltin dilaurate, stirring and reacting for 18h, raising the system temperature to 50 ℃, continuously adding 3-aminopropyl triethoxysilane, reacting for 2h, centrifugally separating solid materials after the reaction is finished, and vacuum drying to obtain the phase-change temperature-regulating microcapsule with the shell polymer coating the paraffin core material.
Wherein the preparation method of the hydroxyl-terminated modified polysiloxane is the same as that of example 1.
Example 3
A phase-change temperature-regulating microcapsule for textile, the phase-change temperature-regulating microcapsule is composed of a phase-change material and a shell polymer; the phase change material is paraffin wax 30 parts; the shell polymer comprises the following raw materials in parts by weight: 20 parts of 4, 4-diisocyanate dicyclohexylmethane, 30 parts of hydroxyl-terminated modified polysiloxane, 5 parts of 3-aminopropyl triethoxysilane and 0.5 part of dibutyltin dilaurate;
the preparation method of the phase-change temperature-regulating microcapsule comprises the following steps:
step one: mixing 4, 4-diisocyanate dicyclohexylmethane, paraffin and cyclohexane to form an oil phase;
step two: mixing 4.5 parts of alkylphenol ethoxylates and pure water to form a water phase;
step three: adding the water phase system into the oil phase under the stirring condition, and stirring and emulsifying to obtain a phase-change emulsion;
step four: pouring the phase-change emulsion into a reactor, stirring at room temperature for 10min, adding hydroxyl-terminated modified polysiloxane and dibutyl tin dilaurate, stirring and reacting for 24h, raising the system temperature to 50 ℃, continuously adding 3-aminopropyl triethoxysilane, reacting for 2h, centrifugally separating solid materials after the reaction is finished, and vacuum drying to obtain the phase-change temperature-regulating microcapsule with the shell polymer coating the paraffin core material.
Wherein the preparation method of the hydroxyl-terminated modified polysiloxane is the same as that of example 1.
Comparative example 1
A phase-change temperature-regulating microcapsule for textile, the phase-change temperature-regulating microcapsule is composed of a phase-change material and a shell polymer; the phase change material is paraffin wax 25 parts; the shell polymer comprises the following raw materials in parts by weight: 15 parts of diphenylmethane diisocyanate, 25 parts of hydroxyl-terminated polysiloxane, 3 parts of 3-aminopropyl triethoxysilane and 0.3 part of dibutyltin dilaurate;
the preparation method of the phase-change temperature-regulating microcapsule comprises the following steps:
step one: mixing diphenylmethane diisocyanate, paraffin and cyclohexane to form an oil phase;
step two: mixing 2.5 parts of alkylphenol ethoxylates and pure water to form a water phase;
step three: adding the water phase system into the oil phase under the stirring condition, and stirring and emulsifying to obtain a phase-change emulsion;
step four: pouring the phase-change emulsion into a reactor, stirring at room temperature for 10min, adding hydroxyl-terminated polysiloxane and dibutyl tin dilaurate, stirring and reacting for 18h, raising the system temperature to 50 ℃, continuously adding 3-aminopropyl triethoxysilane, reacting for 2h, centrifugally separating solid materials after the reaction is finished, and vacuum drying to obtain the phase-change temperature-regulating microcapsule with the shell polymer coating the paraffin core material.
Comparative example 2
A phase-change temperature-regulating microcapsule for textile, the phase-change temperature-regulating microcapsule is composed of a phase-change material and a shell polymer; the phase change material is paraffin wax 25 parts; the shell polymer comprises the following raw materials in parts by weight: 15 parts of diphenylmethane diisocyanate, 25 parts of hydroxyl-terminated modified polysiloxane and 0.3 part of dibutyltin dilaurate;
the preparation method of the phase-change temperature-regulating microcapsule comprises the following steps:
step one: mixing diphenylmethane diisocyanate, paraffin and cyclohexane to form an oil phase;
step two: mixing 2.5 parts of alkylphenol ethoxylates and pure water to form a water phase;
step three: adding the water phase system into the oil phase under the stirring condition, and stirring and emulsifying to obtain a phase-change emulsion;
step four: pouring the phase-change emulsion into a reactor, stirring at room temperature for 10min, adding hydroxyl-terminated modified polysiloxane and dibutyltin dilaurate, stirring and reacting for 18h, raising the temperature of the system to 50 ℃, centrifuging and separating solid materials after the reaction is finished, and vacuum drying to obtain the phase-change temperature-regulating microcapsule with the shell polymer coating the paraffin core material.
Wherein the preparation method of the hydroxyl-terminated modified polysiloxane is the same as that of example 1.
Performance detection
(1) 5mg of the phase-change temperature-regulating microcapsule samples prepared in the invention of example 1-example 3 and the phase-change temperature-regulating microcapsule samples prepared in the invention of comparative example 1-comparative example 2 are respectively weighed, placed in a crucible, and the phase-change enthalpy of the samples is tested by DSC differential scanning calorimetry with reference to the national standard GB/T19466-2004, and during the experiment, nitrogen continuously sweeps a sample chamber at a rate of 50ml/min, and the test results are shown in the following table:
| example 1 | Example 2 | Example 3 | Comparative example 1 | Comparative example 2 | |
| Enthalpy of phase change (J/g) | ＞80 | ＞80 | ＞80 | ＞80 | ＞80 |
As can be seen from the data in the table, the phase-change temperature-regulating microcapsules prepared in the examples 1-3 and the comparative examples 1-2 have high phase-change enthalpy, have good energy storage effect, and can be used for preparing temperature-regulating textiles.
(2) 5mg of the phase-change temperature-regulating microcapsule samples prepared in the invention examples 1-3 and the comparative examples 1-2 are respectively weighed, placed in a crucible, subjected to thermal weight loss analysis by adopting a TGA-1150Q type thermal weight loss analyzer, and under the protection of nitrogen, the temperature is raised to 600 ℃ from room temperature at a heating rate of 10 ℃ per minute during testing, the initial decomposition temperature of the samples is recorded, and the thermal stability of the samples is evaluated, wherein the test results are shown in the following table:
as can be seen from the above table data, the phase-change temperature-regulating microcapsules prepared in examples 1-3 and comparative example 2 of the present invention have higher initial decomposition temperature and good thermal stability, whereas the phase-change temperature-regulating microcapsules prepared in comparative example 1 use unmodified hydroxyl-terminated polysiloxane as raw material, and the structure does not contain rigid aromatic ring and rigid maleimide ring, so that the thermal stability is poor.
(3) Mixing the phase-change temperature-regulating microcapsules prepared in the embodiment 1 and the embodiment 3 and the comparative embodiment 1-2 with pure water respectively, adding alkylphenol ethoxylates and an aqueous solution of an adhesive JH-432 with the mass fraction of 20% under stirring, stirring and mixing uniformly to form a capsule coating liquid, cutting cotton cloth with the specification of 10cm multiplied by 10cm, immersing the cotton cloth in the capsule coating liquid for 2 hours, taking out and drying to form cotton cloth samples, referring to national standard GB/T11048-1989, testing the heat retention of each cotton cloth sample and the washing method in the appendix C4 of FZ/T73023-2006 after 100 times of washing, and testing the results in the following table;
note that: adhesive JH-432 is purchased from Shenzhen adhesive products Co.
As can be seen from the data in the table, the cotton cloth samples prepared from the phase-change temperature-regulating microcapsules of the examples 1-3 and the comparative example 1 have higher heat retention rate, and the heat retention rate is reduced slightly after 100 times of washing. After washing the cotton cloth sample prepared by the phase-change temperature-regulating microcapsule of comparative example 2 for 100 times, the thermal insulation rate is greatly reduced, presumably because the prepared phase-change temperature-regulating microcapsule is not blocked by an aminosilane coupling agent, has weak binding force with cotton fabrics, and is dropped after washing for many times, so that the thermal insulation rate is greatly reduced.
In the description of the present specification, a description referring to terms "one embodiment," "some embodiments," "examples," "specific examples," or "some examples," etc., means that a particular feature, structure, material, or characteristic described in connection with the embodiment or example is included in at least one embodiment or example of the present invention. In this specification, schematic representations of the above terms are not necessarily directed to the same embodiment or example. Furthermore, the particular features, structures, materials, or characteristics described may be combined in any suitable manner in any one or more embodiments or examples. Furthermore, the different embodiments or examples described in this specification and the features of the different embodiments or examples may be combined and combined by those skilled in the art without contradiction.
The foregoing is merely illustrative and explanatory of the principles of the invention, as various modifications and additions may be made to the specific embodiments described, or similar thereto, by those skilled in the art, without departing from the principles of the invention or beyond the scope of the appended claims.
Claims (9)
1. A phase-change temperature-regulating microcapsule for textile, characterized in that the phase-change temperature-regulating microcapsule consists of a phase-change material and a shell polymer; 15-30 parts of paraffin wax; the shell polymer comprises the following raw materials in parts by weight: 10-20 parts of diisocyanate, 20-30 parts of hydroxyl-terminated modified polysiloxane, 2-5 parts of 3-aminopropyl triethoxysilane and 0.1-0.5 part of dibutyltin dilaurate;
the hydroxyl-terminated modified polysiloxane is prepared by chemically connecting hydrogen-terminated polysiloxane with N- (4-hydroxyphenyl) maleimide.
2. A phase change temperature regulating microcapsule for textile products according to claim 1, characterized in that the diisocyanate is any one of toluene-2, 4-diisocyanate, diphenylmethane diisocyanate or 4, 4-diisocyanate dicyclohexylmethane.
3. The phase-change temperature-regulating microcapsule for textile according to claim 1, wherein the preparation method of the hydroxyl-terminated modified polysiloxane is specifically as follows:
mixing hydrogen end-capped polysiloxane, N- (4-hydroxyphenyl) maleimide and ethanol, stirring for 10-20min under the protection of inert gas, raising the temperature of the system to 70-75 ℃, dropwise adding a catalyst, reacting at constant temperature for 4-12h after the addition, and distilling under reduced pressure to remove impurities after the reaction is finished to obtain the hydroxyl-terminated modified polysiloxane.
4. A phase change temperature regulating microcapsule for textile products according to claim 3, characterized in that the hydrogen-terminated polysiloxane has a hydrogen content of 0.1% -1%.
5. A phase change temperature regulating microcapsule for textile products according to claim 3, characterized in that the ratio of hydrogen terminated polysiloxane to N- (4-hydroxyphenyl) maleimide is 10:1.5-4.
6. A phase-change temperature-regulating microcapsule for textile products according to claim 3, characterized in that said inert atmosphere is any one of nitrogen or argon.
7. A phase-change temperature-regulating microcapsule for textile according to claim 3, characterized in that the catalyst is chloroplatinic acid, the addition of chloroplatinic acid being 0.1-0.3% of the total amount of hydrogen-terminated polysiloxane and N- (4-hydroxyphenyl) maleimide.
8. A method for preparing a phase-change temperature-regulating microcapsule for textile according to claim 1, characterized in that the preparation method comprises the steps of:
step one: mixing diisocyanate, paraffin wax and cyclohexane to form an oil phase;
step two: mixing the emulsifier and pure water to form a water phase;
step three: adding the water phase system into the oil phase under stirring, setting the rotating speed to be 800-1000r/min, and stirring and emulsifying for 20-40min to obtain phase-change emulsion;
step four: pouring the phase-change emulsion into a reactor, stirring for 5-10min at room temperature, adding hydroxyl-terminated modified polysiloxane and dibutyl tin dilaurate, stirring for reacting for 12-24h, raising the system temperature to 50 ℃, continuously adding 3-aminopropyl triethoxysilane, reacting for 1-2h, centrifuging to separate solid materials after the reaction is finished, and vacuum drying to obtain the phase-change temperature-regulating microcapsule with the shell polymer coating the paraffin core material.
9. The method for preparing a phase-change temperature-regulating microcapsule for textile according to claim 7, wherein in the second step, the emulsifier is alkylphenol ethoxylate, and the amount of alkylphenol ethoxylate is 8-15% of the phase-change material.
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