CN116496746A - 一种基于废旧pet醇解产物的抗菌聚氨酯胶黏剂的制备方法 - Google Patents
一种基于废旧pet醇解产物的抗菌聚氨酯胶黏剂的制备方法 Download PDFInfo
- Publication number
- CN116496746A CN116496746A CN202310443471.9A CN202310443471A CN116496746A CN 116496746 A CN116496746 A CN 116496746A CN 202310443471 A CN202310443471 A CN 202310443471A CN 116496746 A CN116496746 A CN 116496746A
- Authority
- CN
- China
- Prior art keywords
- weight
- parts
- waste pet
- polyurethane adhesive
- alcoholysis
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 74
- 239000000853 adhesive Substances 0.000 title claims abstract description 65
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 54
- 239000004814 polyurethane Substances 0.000 title claims abstract description 54
- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 47
- 238000006136 alcoholysis reaction Methods 0.000 title claims abstract description 39
- 239000002699 waste material Substances 0.000 title claims abstract description 33
- 238000002360 preparation method Methods 0.000 title claims abstract description 13
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 24
- 239000006185 dispersion Substances 0.000 claims abstract description 23
- 238000000034 method Methods 0.000 claims abstract description 19
- 239000003054 catalyst Substances 0.000 claims abstract description 17
- 238000006243 chemical reaction Methods 0.000 claims abstract description 17
- SLGGJMDAZSEJNG-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethanol;terephthalic acid Chemical compound OCCOCCO.OC(=O)C1=CC=C(C(O)=O)C=C1 SLGGJMDAZSEJNG-UHFFFAOYSA-N 0.000 claims abstract description 15
- 238000001816 cooling Methods 0.000 claims abstract description 14
- 239000007788 liquid Substances 0.000 claims abstract description 14
- 229920001730 Moisture cure polyurethane Polymers 0.000 claims abstract description 11
- 238000002156 mixing Methods 0.000 claims abstract description 11
- 239000004970 Chain extender Substances 0.000 claims abstract description 8
- 239000012948 isocyanate Substances 0.000 claims abstract description 7
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 7
- 229920005906 polyester polyol Polymers 0.000 claims abstract description 7
- 239000003085 diluting agent Substances 0.000 claims abstract description 6
- 125000005442 diisocyanate group Chemical group 0.000 claims abstract description 5
- 229920001661 Chitosan Polymers 0.000 claims description 42
- 229920000139 polyethylene terephthalate Polymers 0.000 claims description 39
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical group OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 20
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 claims description 20
- 239000000463 material Substances 0.000 claims description 18
- 239000007864 aqueous solution Substances 0.000 claims description 16
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 14
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 14
- 238000005406 washing Methods 0.000 claims description 11
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 10
- 239000003638 chemical reducing agent Substances 0.000 claims description 10
- 229910001961 silver nitrate Inorganic materials 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- QPKOBORKPHRBPS-UHFFFAOYSA-N bis(2-hydroxyethyl) terephthalate Chemical compound OCCOC(=O)C1=CC=C(C(=O)OCCO)C=C1 QPKOBORKPHRBPS-UHFFFAOYSA-N 0.000 claims description 9
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 8
- 238000001035 drying Methods 0.000 claims description 7
- 239000013638 trimer Substances 0.000 claims description 7
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 6
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 6
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 6
- 239000003960 organic solvent Substances 0.000 claims description 6
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 5
- 239000002211 L-ascorbic acid Substances 0.000 claims description 5
- 235000000069 L-ascorbic acid Nutrition 0.000 claims description 5
- 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 5
- 229960005070 ascorbic acid Drugs 0.000 claims description 5
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 5
- 238000001914 filtration Methods 0.000 claims description 5
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 5
- 238000009777 vacuum freeze-drying Methods 0.000 claims description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 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
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 3
- 235000010290 biphenyl Nutrition 0.000 claims description 3
- 239000004305 biphenyl Substances 0.000 claims description 3
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims description 3
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 3
- 229920001223 polyethylene glycol Polymers 0.000 claims description 3
- 230000035484 reaction time Effects 0.000 claims description 3
- 238000001291 vacuum drying Methods 0.000 claims description 3
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 claims description 2
- 239000012298 atmosphere Substances 0.000 claims description 2
- 239000013078 crystal Substances 0.000 claims description 2
- FZWBABZIGXEXES-UHFFFAOYSA-N ethane-1,2-diol;hexanedioic acid Chemical compound OCCO.OC(=O)CCCCC(O)=O FZWBABZIGXEXES-UHFFFAOYSA-N 0.000 claims description 2
- MEBJLVMIIRFIJS-UHFFFAOYSA-N hexanedioic acid;propane-1,2-diol Chemical compound CC(O)CO.OC(=O)CCCCC(O)=O MEBJLVMIIRFIJS-UHFFFAOYSA-N 0.000 claims description 2
- UEGPKNKPLBYCNK-UHFFFAOYSA-L magnesium acetate Chemical compound [Mg+2].CC([O-])=O.CC([O-])=O UEGPKNKPLBYCNK-UHFFFAOYSA-L 0.000 claims description 2
- 239000011654 magnesium acetate Substances 0.000 claims description 2
- 229940069446 magnesium acetate Drugs 0.000 claims description 2
- 235000011285 magnesium acetate Nutrition 0.000 claims description 2
- 230000001681 protective effect Effects 0.000 claims description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 2
- 239000001509 sodium citrate Substances 0.000 claims description 2
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 claims description 2
- 239000004246 zinc acetate Substances 0.000 claims description 2
- 238000004064 recycling Methods 0.000 abstract description 5
- 239000005020 polyethylene terephthalate Substances 0.000 description 28
- 230000000052 comparative effect Effects 0.000 description 16
- 238000011084 recovery Methods 0.000 description 12
- 239000000203 mixture Substances 0.000 description 11
- 238000012360 testing method Methods 0.000 description 9
- 239000000126 substance Substances 0.000 description 8
- 239000008367 deionised water Substances 0.000 description 6
- 229910021641 deionized water Inorganic materials 0.000 description 6
- 241000588724 Escherichia coli Species 0.000 description 4
- 241000191967 Staphylococcus aureus Species 0.000 description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- 238000011161 development Methods 0.000 description 4
- 230000018109 developmental process Effects 0.000 description 4
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 4
- 238000009210 therapy by ultrasound Methods 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000012299 nitrogen atmosphere Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- -1 Polyethylene terephthalate Polymers 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000002313 adhesive film Substances 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 239000003242 anti bacterial agent Substances 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002715 modification method Methods 0.000 description 2
- 238000004806 packaging method and process Methods 0.000 description 2
- 230000008929 regeneration Effects 0.000 description 2
- 238000011069 regeneration method Methods 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 229920000616 Poly(1,4-butylene adipate) Polymers 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004826 Synthetic adhesive Substances 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000001172 regenerating effect Effects 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 230000002194 synthesizing effect Effects 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
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/06—Polyurethanes from polyesters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/03—Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
-
- 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
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3206—Polyhydroxy compounds aliphatic
-
- 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
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3221—Polyhydroxy compounds hydroxylated esters of carboxylic acids other than higher fatty acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- 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
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3271—Hydroxyamines
- C08G18/3278—Hydroxyamines containing at least three hydroxy groups
- C08G18/3281—Hydroxyamines containing at least three hydroxy groups containing three hydroxy groups
-
- 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
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4236—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups
- C08G18/4238—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups derived from dicarboxylic acids and dialcohols
-
- 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
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6633—Compounds of group C08G18/42
- C08G18/6637—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/664—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
- C08G18/6644—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203 having at least three hydroxy groups
-
- 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
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6633—Compounds of group C08G18/42
- C08G18/6637—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6648—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3225 or C08G18/3271 and/or polyamines of C08G18/38
- C08G18/6655—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3225 or C08G18/3271 and/or polyamines of C08G18/38 with compounds of group C08G18/3271
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/04—Non-macromolecular additives inorganic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/08—Macromolecular additives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/02—Elements
- C08K3/08—Metals
- C08K2003/0806—Silver
-
- 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
- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
- Y02W30/00—Technologies for solid waste management
- Y02W30/50—Reuse, recycling or recovery technologies
- Y02W30/62—Plastics recycling; Rubber recycling
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Inorganic Chemistry (AREA)
- Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
Abstract
本发明属于废旧PET回收利用的技术领域，公开了一种基于废旧PET醇解产物的抗菌聚氨酯胶黏剂的制备方法。方法：将15‑30重量份二异氰酸酯、30‑80重量份聚酯多元醇、1‑5重量份废旧PET醇解产物对苯二甲酸二乙二醇酯和0.3‑0.7重量份催化剂混合，80‑100℃反应1‑2h，降温至60‑80℃，加入5‑15重量份扩链剂，反应，反应过程中加入稀释剂，获得端羟基的聚氨酯预聚体；降温至40‑55℃，加入5‑15重量份封闭型异氰酸酯固化剂和40‑80重量份CS@Ag分散液混匀，获得抗菌聚氨酯胶黏剂。本发明的方法简单，实现了废旧PET回收再利用；且本发明的方法提高了聚氨酯胶黏剂的抗菌性能和粘结性能。
Description
技术领域
本发明属于废旧PET回收利用的技术领域，涉及一种抗菌聚氨酯胶黏剂的制备方法，特别涉及一种利用废旧PET的醇解产物制备抗菌聚氨酯胶黏剂的制备方法。
背景技术
随着工业化发展，塑料已成为不可缺少的重要材料之一，被广泛应用于包装、建筑、运输和电子工业等各种工业部门。聚对苯二甲酸乙二醇酯(PET)具有优异的化学和物理性能，应用十分广泛，其生产量大。然而随着PET的大量使用，石油资源耗费巨大，且PET化学性质稳定，自然环境下很难降解，这对自然资源和环境生态问题产生极大的影响，所以废旧PET回收再利用具有十分重大的意义。
废旧PET的回收主要分为物理回收和化学回收。物理回收投资成本低，实施操作简便，回收量大，技术已相对成熟，但杂质难以去除，再生产品降级。化学回收是通过解聚剂将PET分子链解聚成单体或低聚物，例如对苯二甲酸(TPA)、对苯二甲酸二甲酯(DMT)、对苯二甲酸二乙二醇酯(BHET)、乙二醇(EG)等，再将这些解聚产物经提纯后重新用作化工原料，合成出环氧树脂、聚酯树脂、聚氨酯等高附加值的产品。化学回收能够通过闭环和升级回收来实现真正意义上的再生循环。乙二醇醇解法是目前工业化最常用的PET化学回收途径之一，所获得的废旧PET醇解产物的两端含有活泼的伯羟基，可以应用于聚氨酯材料的合成以实现再生循环。
聚氨酯性能优越，应用广泛，聚氨酯胶黏剂更是作为八大合成胶黏剂中的重要品种之一，具有粘结性能好、耐低温等特点，产品种类繁多，在建筑、制造、包装等领域中发挥重大作用。随着聚氨酯胶黏剂的逐步发展，具备良好的粘结性能和抗菌性能的聚氨酯胶黏剂有着更为广泛的应用前景。目前聚氨酯的抗菌改性主要是通过物理改性、化学改性或复合改性的方法，将带有抗菌基团的抗菌剂引入到聚氨酯材料来实现。通过抗菌剂的加入，能够有效提高聚氨酯的抗菌效果，然而抗菌聚氨酯胶黏剂不仅需要具有良好的抗菌能力，还需要维持良好的粘结效果以满足胶黏剂最基本的使用要求。但是目前同时针对聚氨酯胶黏剂的抗菌和粘结效果的研究相对较少，这意味着在抗菌聚氨酯胶黏剂方面存在着极大的研究空间。
发明内容
本发明旨在提供一种基于废旧PET醇解产物的抗菌聚氨酯胶黏剂的制备方法。本发明利用醇解法化学回收废旧PET，并将醇解产物对苯二甲酸二乙二醇酯应用到抗菌聚氨酯胶黏剂的合成中，并利用壳聚糖杂化材料提高了聚氨酯胶黏剂的抗菌性能。本发明实现了废旧PET的高值化回收再利用，满足了聚氨酯胶黏剂同时具备良好的抗菌和粘结性能的要求，具有良好的发展前景。
本发明的目的通过以下技术方案实现：
一种基于废旧PET醇解产物的抗菌聚氨酯胶黏剂的制备方法，包括以下步骤：
1)废旧PET的醇解：在保护性氛围下，废旧PET和醇解剂在催化剂的作用下于170-200℃反应3-5h，后续处理，获得醇解产物对苯二甲酸二乙二醇酯BHET；所述醇解剂为乙二醇；
2)CS@Ag分散液的制备：将壳聚糖(CS)分散于水中，获得壳聚糖分散液；将壳聚糖分散液与硝酸银的水溶液混匀，加入还原剂反应，洗涤，干燥，获得CS@Ag杂化材料；所述还原剂为L-抗环血酸，以水溶液的形式使用；所述干燥为真空冷冻干燥；将CS@Ag杂化材料分散在有机溶剂中，获得CS@Ag分散液；所述反应的时间为0.5-1h；
3)抗菌聚氨酯胶黏剂的制备：将15-30重量份的二异氰酸酯、30-80重量份聚酯多元醇、1-5重量份醇解产物对苯二甲酸二乙二醇酯和0.3-0.7重量份催化剂混合，在80-100℃下反应1-2h，然后降温至60-80℃，加入5-15重量份扩链剂，反应2-3h，获得端羟基的聚氨酯预聚体，反应过程中加入4-8重量份稀释剂降低粘度；降温至40-55℃，将端羟基的聚氨酯预聚体、5-15重量份封闭型异氰酸酯固化剂和40-80重量份CS@Ag分散液混合均匀，获得抗菌聚氨酯胶黏剂。
所述CS@Ag分散液中CS@Ag10-30重量份，有机溶剂30-50重量份。
所述聚酯多元醇为聚己二酸-1，4-丁二醇、聚己二酸-1，6-己二醇、聚己二酸乙二醇酯、聚己二酸丙二醇酯中的一种以上；
所述聚酯多元醇的分子量为1000～3000；
所述二异氰酸酯为异佛尔酮二异氰酸酯、六亚甲基二异氰酸酯、二苯基二异氰酸酯、甲苯二异氰酸酯中的一种以上。
步骤1)中废旧PET和醇解剂的质量比为1：(4-7)；所述催化剂的用量为废旧PET质量的5-7％；
步骤1)中所述催化剂包括醋酸锌、醋酸镁、碳酸钠中的一种以上；
步骤1)中所述后续处理是指反应完后过滤，冷却结晶，采用水洗涤晶体，真空干燥，获得醇解产物对苯二甲酸二乙二醇酯。
步骤2)中壳聚糖、硝酸银和还原剂的质量比为20∶(0.5-3)∶(0.5-3)。
步骤2)中壳聚糖分散液的浓度为0.03g/mL；硝酸银的水溶液的浓度为2-6wt％；还原剂的水溶液的浓度为1-4wt％。
步骤2)中所述还原剂为L-抗环血酸、柠檬酸钠中的一种以上。
步骤2)中所述有机溶剂为N，N-二甲基甲酰胺、N-甲基吡咯烷酮、丁酮中的一种以上。
步骤3)中所述催化剂为二月桂酸二丁基锡；所述扩链剂为三羟甲基丙烷、三乙醇胺、1，4-丁二醇、乙二醇中的一种以上；所述稀释剂包括丙酮、N，N-二甲基甲酰胺、N-甲基吡咯烷酮、丁酮中的一种以上。
步骤3)中所述封闭型异氰酸酯固化剂为封闭型六亚甲基二异氰酸酯三聚体固化剂、封闭型异佛尔酮二异氰酸酯三聚体固化剂、封闭型甲苯二异氰酸酯三聚体固化剂中的一种以上。
本发明的优点在于：
(1)与物理回收法相比，PET的化学回收法能够通过闭环和升级回收获得更高附加值的产品，实现真正意义上的再生循环，在可持续发展方面具有更大的优势。
(2)本发明将醇解产物引入到聚氨酯的合成中，提高了聚氨酯胶黏剂的粘结强度和拉伸强度，可以用于生产高性能的产品。
(3)本发明将壳聚糖杂化材料引入到聚氨酯中，显著提高了聚氨酯胶黏剂的抗菌性能和粘结性能，拓展了聚氨酯胶黏剂的应用。
附图说明
图1为实施例2、对比例1和对比例2制备的胶黏剂的粘结性能测试结果图；
图2为实施例2、对比例1和对比例2制备的胶黏剂的力学性能测试结果图；
图3为实施例3、对比例3以及对比例4制备的胶黏剂的粘接性能测试结果图；
图4为实施例3、对比例3以及对比例4制备的胶黏剂的力学性能测试结果图。
具体实施方式
下面结合具体实施例对本发明作进一步详细地描述，但本发明的实施方式不限于此。
本发明参考标准GB/T 7124-2008测试抗菌聚氨酯胶黏剂的粘结强度，粘结基材为铝片-铝片，涂胶后在130℃下固化1h，室温放置1天后在计算机化拉伸试样机上进行测试，拉伸速率为5mm/min，得到粘结强度。
本发明参考标准GB/T 1040.3-2006测试抗菌聚氨酯胶膜的拉伸强度，抗菌聚氨酯胶膜是由抗菌聚氨酯胶黏剂置于聚四氟乙烯模具中，在130℃下固化1h所获得。
本发明通过平板计数法测试抗菌聚氨酯胶黏剂的抗菌率，以大肠杆菌和金黄色葡萄球菌为实验菌种。
实施例1
(1)将废旧PET和醇解剂按1∶5的质量比和6wt％(PET质量的6％)的催化剂混合加入到反应容器中，维持氮气氛围，在190℃下反应4h，将产品过滤、冷却结晶、洗涤干燥，得到对苯二甲酸二乙二醇酯(BHET)。
(2)将20g壳聚糖(CS)剧烈搅拌分散在去离子水中(壳聚糖分散液的浓度为0.03g/mL)，再往里加入35mL硝酸银的水溶液(浓度为2wt％)，搅拌0.5h，随后加入35mLL-抗环血酸的水溶液(浓度为1.5wt％)，反应充分(反应的时间为0.5h)后进行离心洗涤数次，真空冷冻干燥(在-10℃条件下真空干燥24h)后得到CS@Ag杂化材料，将10重量份CS@Ag杂化材料分散在50重量份N，N-二甲基甲酰胺中，进行超声处理20min，得到CS@Ag分散液，备用。
(3)将20重量份六亚甲基二异氰酸酯、70重量份聚己二酸-1，6-己二醇、5重量份醇解产物对苯二甲酸二乙二醇酯和0.3重量份催化剂二月桂酸二丁基锡混合，在90℃下反应1h，然后降温至70℃，加入8重量份扩链剂三乙醇胺，反应3h，获得端羟基的聚氨酯预聚体，反应过程中加入5重量份丁酮降低粘度。
(4)降温至50℃，将15重量份封闭型异佛尔酮二异氰酸酯三聚体固化剂加入到步骤(3)的聚氨酯预聚体中，再加入步骤(2)制得的CS@Ag分散液，600rpm转速下搅拌30min，得到抗菌聚氨酯胶黏剂。
由此得到的聚氨酯胶黏剂粘结强度达到8.79MPa，对大肠杆菌的抗菌率为75.0％，对金黄色葡萄球菌的抗菌率为70％。
实施例2
(1)将废旧PET和醇解剂按1∶4的质量比和5wt％(PET质量的5％)的催化剂混合加入到反应容器中，维持氮气氛围，在195℃下反应3h，将产品过滤、冷却结晶、洗涤干燥，得到对苯二甲酸二乙二醇酯(BHET)。
(2)将20g壳聚糖(CS)剧烈搅拌分散在去离子水中，再往里加入35mL硝酸银的水溶液(浓度为2.5wt％)，搅拌0.5h，随后加入35mL L-抗环血酸的水溶液(浓度为1.5wt％)，反应0.5h后进行离心洗涤数次，在-5℃条件下真空冷冻干燥24h后得到CS@Ag杂化材料，将20重量份CS@Ag杂化材料分散在50重量份N，N-二甲基甲酰胺中，进行超声处理，得到CS@Ag分散液，备用。
(3)将25重量份异佛尔酮二异氰酸酯、75重量份聚己二酸-1，4-丁二醇酯、2重量份醇解产物对苯二甲酸二乙二醇酯和0.5重量份催化剂二月桂酸二丁基锡混合，在90℃下反应1h，然后降温至70℃，加入10重量份扩链剂三羟甲基丙烷，反应2h，获得端羟基的聚氨酯预聚体，反应过程中加入5重量份丁酮降低粘度。
(4)降温至50℃，将10重量份封闭型异氰酸酯固化剂加入到步骤(3)的聚氨酯预聚体中，再加入步骤(2)制得的CS@Ag分散液，在650rpm转速下搅拌30min，得到抗菌聚氨酯胶黏剂。
由此得到的聚氨酯胶黏剂粘结强度达到8.72MPa，对大肠杆菌的抗菌率为90.5％，对金黄色葡萄球菌的抗菌率为85.5％。
实施例3
(1)将废旧PET和醇解剂按1∶6的质量比和7wt％(PET质量的7％)的催化剂混合加入到反应容器中，维持氮气氛围，在195℃下反应3h，将产品过滤、冷却结晶、洗涤干燥，得到对苯二甲酸二乙二醇酯(BHET)。
(2)将20g壳聚糖(CS)剧烈搅拌分散在1125mL去离子水中，再往里加入35mL硝酸银的水溶液(浓度为3wt％)，搅拌0.5h，随后加入35mL L-抗环血酸的水溶液(浓度为1.8wt％)，反应0.5h后进行离心洗涤数次，在-5℃条件下真空冷冻干燥24h后得到CS@Ag杂化材料，将30重量份CS@Ag杂化材料分散在50重量份N-甲基吡咯烷酮中，进行超声处理，得到CS@Ag分散液，备用。
(3)将30重量份二苯基二异氰酸酯、65重量份聚己二酸乙二醇酯、3重量份醇解产物对苯二甲酸二乙二醇酯和0.6重量份催化剂二月桂酸二丁基锡混合，在90℃下反应1h，然后降温至70℃，加入10重量份扩链剂三羟甲基丙烷，反应2h，获得端羟基的聚氨酯预聚体，反应过程中加入稀释剂5重量份丁酮降低粘度。
(4)降温至50℃，将15重量份封闭型异氰酸酯固化剂加入到步骤(3)的聚氨酯预聚体中，再加入步骤(2)的CS@Ag分散液，在650rpm转速下搅拌30min，得到抗菌聚氨酯胶黏剂。
由此得到的聚氨酯胶黏剂粘结强度达到8.00MPa，对大肠杆菌的抗菌率为94.9％，对金黄色葡萄球菌的抗菌率为82.5％。
对比例1
未加入BHET和CS@Ag，其他条件同实施例2。
对比例2
加入BHET但未加入CS@Ag，其他条件同实施例2。
将实施例2制备的胶黏剂、对比例1制备的胶黏剂以及对比例2制备的胶黏剂进行粘结性能和力学性能测试，测试结果分别如图1和图2所示。从图1和图2可以看出，加入BHET和CS@Ag能够提高胶黏剂的粘结强度和拉伸强度。
对比例3
将29重量份CS代替CS@Ag，其他条件同实施例3。
对比例4
步骤(2)：将35mL硝酸银的水溶液(浓度为3wt％)中加入35mL L-抗环血酸的水溶液(浓度为1.8wt％)，反应充分后进行离心洗涤数次，冷冻干燥后得到Ag材料，将1重量份Ag材料分散在50重量份N-甲基吡咯烷酮中，进行超声处理，得到Ag分散液，备用。
其他步骤同实施例3。
将实施例3制备的胶黏剂、对比例3制备的胶黏剂以及对比例4制备的胶黏剂进行粘结性能和力学性能测试，测试结果分别如图3和图4所示。从图3和图4可以看出，CS和Ag能够发挥协同作用，CS@Ag能够提高胶黏剂的粘结强度和拉伸强度。
Claims (7)
1.一种基于废旧PET醇解产物的抗菌聚氨酯胶黏剂的制备方法，其特征在于：包括以下步骤：
1)废旧PET的醇解：在保护性氛围下，废旧PET和醇解剂在催化剂的作用下于170-200℃反应3-5h，后续处理，获得醇解产物对苯二甲酸二乙二醇酯BHET；所述醇解剂为乙二醇；
2)CS@Ag分散液的制备：将壳聚糖分散于水中，获得壳聚糖分散液；将壳聚糖分散液与硝酸银的水溶液混匀，加入还原剂反应，洗涤，干燥，获得CS@Ag杂化材料；将CS@Ag杂化材料分散在有机溶剂中，获得CS@Ag分散液；
3)抗菌聚氨酯胶黏剂的制备：将15-30重量份的二异氰酸酯、30-80重量份聚酯多元醇、1-5重量份醇解产物对苯二甲酸二乙二醇酯和0.3-0.7重量份催化剂混合，在80-100℃下反应1-2h，然后降温至60-80℃，加入5-15重量份扩链剂，反应2-3h，获得端羟基的聚氨酯预聚体，反应过程中加入4-8重量份稀释剂降低粘度；降温至40-55℃，将端羟基的聚氨酯预聚体、5-15重量份封闭型异氰酸酯固化剂和40-80重量份CS@Ag分散液混合均匀，获得抗菌聚氨酯胶黏剂；
所述CS@Ag分散液中CS@Ag10-30重量份，有机溶剂30-50重量份；
所述聚酯多元醇为聚己二酸-1，4-丁二醇、聚己二酸-1，6-己二醇、聚己二酸乙二醇酯、聚己二酸丙二醇酯中的一种以上；
所述聚酯多元醇的分子量为1000～3000。
2.根据权利要求1所述基于废旧PET醇解产物的抗菌聚氨酯胶黏剂的制备方法，其特征在于：
步骤2)中壳聚糖、硝酸银和还原剂的质量比为20∶(0.5-3)∶(0.5-3)；
步骤2)中壳聚糖分散液的浓度为0.03g/mL；硝酸银的水溶液的浓度为2-6wt％；所述还原剂以水溶液的形式使用，还原剂的水溶液的浓度为1-4wt％；
步骤2)中所述还原剂为L-抗环血酸、柠檬酸钠中的一种以上。
3.根据权利要求1所述基于废旧PET醇解产物的抗菌聚氨酯胶黏剂的制备方法，其特征在于：所述二异氰酸酯为异佛尔酮二异氰酸酯、六亚甲基二异氰酸酯、二苯基二异氰酸酯、甲苯二异氰酸酯中的一种以上；
步骤3)中所述封闭型异氰酸酯固化剂为封闭型六亚甲基二异氰酸酯三聚体固化剂、封闭型异佛尔酮二异氰酸酯三聚体固化剂、封闭型甲苯二异氰酸酯三聚体固化剂中的一种以上。
4.根据权利要求1所述基于废旧PET醇解产物的抗菌聚氨酯胶黏剂的制备方法，其特征在于：
步骤2)中所述有机溶剂为N，N-二甲基甲酰胺、N-甲基吡咯烷酮、丁酮中的一种以上；
步骤3)中所述催化剂为二月桂酸二丁基锡；所述扩链剂为三羟甲基丙烷、三乙醇胺、1，4-丁二醇、乙二醇中的一种以上；所述稀释剂包括丙酮、N，N-二甲基甲酰胺、N-甲基吡咯烷酮、丁酮中的一种以上。
5.根据权利要求1所述基于废旧PET醇解产物的抗菌聚氨酯胶黏剂的制备方法，其特征在于：步骤1)中废旧PET和醇解剂的质量比为1∶(4-7)；所述催化剂的用量为废旧PET质量的5-7％；
步骤1)中所述催化剂包括醋酸锌、醋酸镁、碳酸钠中的一种以上。
6.根据权利要求1所述基于废旧PET醇解产物的抗菌聚氨酯胶黏剂的制备方法，其特征在于：步骤1)中所述后续处理是指反应完后过滤，冷却结晶，采用水洗涤晶体，真空干燥，获得醇解产物对苯二甲酸二乙二醇酯；
步骤2)中所述干燥为真空冷冻干燥；所述反应的时间为0.5-1h。
7.一种由权利要求1～6任一项所述制备方法得到的基于废旧PET醇解产物的抗菌聚氨酯胶黏剂。
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202310443471.9A CN116496746A (zh) | 2023-04-23 | 2023-04-23 | 一种基于废旧pet醇解产物的抗菌聚氨酯胶黏剂的制备方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202310443471.9A CN116496746A (zh) | 2023-04-23 | 2023-04-23 | 一种基于废旧pet醇解产物的抗菌聚氨酯胶黏剂的制备方法 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN116496746A true CN116496746A (zh) | 2023-07-28 |
Family
ID=87316112
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202310443471.9A Pending CN116496746A (zh) | 2023-04-23 | 2023-04-23 | 一种基于废旧pet醇解产物的抗菌聚氨酯胶黏剂的制备方法 |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN116496746A (zh) |
-
2023
- 2023-04-23 CN CN202310443471.9A patent/CN116496746A/zh active Pending
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN109897148B (zh) | 基于稳定硼酸酯键的动态共价交联的可再生聚脲-氨酯及其制备和应用 | |
| CN112300356B (zh) | 具备光热双重修复功能的生物基聚氨酯及其制备方法 | |
| CN106366636B (zh) | 负载金属有机框架纳米晶体的聚氨酯泡沫及其制备与应用 | |
| CN108503783B (zh) | 热塑性聚氨酯弹性体及其制备方法 | |
| CN103450438A (zh) | 一种高固含量水性聚氨酯树脂及其合成方法 | |
| CN103897380A (zh) | 一种复合增强型耐水解热塑性聚氨酯弹性体及其制备方法 | |
| CN113088177A (zh) | 一种室温自修复型聚氨酯涂层树脂及其制备方法 | |
| CN110183615A (zh) | 一种含木质素的环境友好型聚氨酯弹性体及其制备方法 | |
| CN112778540B (zh) | 一种用于合成聚氨酯的木质素基多元醇及其制备方法 | |
| CN111690169A (zh) | 一种聚酯/聚氨酯的回收方法 | |
| CN110078903A (zh) | 一种并列连续制备生物降解树脂的方法 | |
| CN114940740A (zh) | 一种基于多重可逆作用的高性能透明室温自修复聚氨酯弹性体及制备方法 | |
| CN109957031B (zh) | 纤维素纤维可逆扩链剂及其制备与包含其的扩链剂组合物 | |
| CN112876646A (zh) | 一种改性扩链剂及其制备方法和应用 | |
| CN110483766B (zh) | 一种利用回收聚酯制备半芳香族聚酰胺的方法 | |
| CN116496746A (zh) | 一种基于废旧pet醇解产物的抗菌聚氨酯胶黏剂的制备方法 | |
| CN114015003A (zh) | 一种基于香草醛含亚胺结构可降解聚氨酯弹性体及其制备方法 | |
| CN113583198A (zh) | 一种聚氨酯丙烯酸酯组合物及其应用 | |
| CN111040419B (zh) | 一种生物基聚酯型聚氨酯薄膜及其制备方法 | |
| CN112980376A (zh) | 一种水性聚氨酯胶粘剂及其制备方法 | |
| US3428611A (en) | Viscosity control of spandex solutions | |
| CN113736053B (zh) | 一种功能化水性聚氨酯材料及其制备方法 | |
| CN102352012B (zh) | 阻尼型热塑性聚氨酯弹性体的制备方法 | |
| CN101516965B (zh) | 聚酯多元醇的制备方法 | |
| CN113307938A (zh) | 聚氨酯弹性体组合物、聚氨酯弹性体及其制备方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination |