CN110760180B - Waterproof moisture-permeable thermoplastic polyurethane polymer and preparation method thereof - Google Patents
Waterproof moisture-permeable thermoplastic polyurethane polymer and preparation method thereof Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
- C08L75/08—Polyurethanes from polyethers
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- 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
- C08G18/34—Carboxylic acids; Esters thereof with monohydroxyl compounds
- C08G18/348—Hydroxycarboxylic acids
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- 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
- C08G18/48—Polyethers
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- 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
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
- C08G18/6692—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/34
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- 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
- C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
- C08G18/7671—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
Abstract
The invention discloses a waterproof moisture-permeable thermoplastic polyurethane polymer and a preparation method thereof, wherein the waterproof moisture-permeable thermoplastic polyurethane polymer is prepared from the following raw materials in parts by weight: 35-45 parts of isocyanate, 45-55 parts of oligomer dihydric alcohol, 2-12 parts of chain extender, 0.5-5 parts of hydroxyl acrylic acid, 0.5-8 parts of acrylic resin, 0.005-0.2 part of catalyst and 0-3 parts of additive.
Description
Technical Field
The invention relates to plastic polyurethane and a preparation method thereof.
Background
The Thermoplastic Polyurethane (TPU) film has the excellent characteristics of incomparable high strength, high toughness, wear resistance, oil resistance, cold resistance, aging resistance, environmental protection, no toxicity, degradability and the like of other plastics and rubber; but also has excellent performances of water resistance, moisture permeability, wind resistance, cold resistance, antibiosis, ultraviolet resistance and the like, and can be applied to various industrial and civil fields. In recent years, with the rapid development of textile industry and the continuous improvement of living standard of people, functional textile fabrics receive wide attention of people, especially waterproof and moisture permeable clothes for outdoor sports are favored by people, and because TPU films have good waterproof and moisture permeable performances, the TPU films gradually enter the visual field of people at present, and the dosage is increased year by year.
Patent CN201610160230.3 reports a bio-based waterproof moisture-permeable thermoplastic polyurethane resin, which adopts bio-based polymer diol produced by dupont in the united states as the main soft segment structure of TPU, and increases the hydrophilicity of the material to produce a bio-based TPU film with waterproof moisture-permeable performance, however, the bio-based diol raw material is expensive and has low popularization rate in the market at present. Patent CN201711324035.0 discloses a waterproof ventilative TPU film, regards polymer polyol and polyethylene glycol as the polyol to introduce stone needle and tuo malin simultaneously and carry out the blending and increase the warmth retention nature of film, but this waterproof ventilative TPU film's water vapor transmission rate is not high, and the prospect of being applied to the textile field is not big. Patent CN200910192049.0 discloses an ultra-thin flame-retardant waterproof breathable polyurethane film, wherein melamine pyrophosphate and triaryl phosphate are added into TPU as flame retardants, and the TPU film is obtained through melt co-extrusion film blowing, so that the film has waterproof and moisture-permeable performances and good flame retardancy.
Disclosure of Invention
The invention aims to disclose a waterproof moisture-permeable thermoplastic polyurethane polymer and a preparation method thereof, which aim to overcome the defects in the prior art.
The waterproof moisture-permeable thermoplastic polyurethane polymer is prepared from the following raw materials in parts by weight:
the isocyanate is one or a mixture of several of araliphatic groups, such as diphenylmethane-2, 2 '-diisocyanate (2, 2' -MDI), diphenylmethane-2, 4 '-diisocyanate (2, 4' -MDI), diphenylmethane-4, 4 '-diisocyanate (4, 4' -MDI), p-phenylene diisocyanate (PPDI), preferably diphenylmethane-4, 4 '-diisocyanate (4, 4' -MDI), diphenylmethane-2, 4 '-diisocyanate (2, 4' -MDI), most preferably mixtures of diphenylmethane-4, 4 '-diisocyanate (4, 4' -MDI) and diphenylmethane-2, 4 '-diisocyanate (2, 4' -MDI);
the oligomer polyol is one or a mixture of polyether polyols, such as polytetramethylene ether glycol (PTMEG), polyethylene glycol (PEG), poly 1, 2-propylene glycol (PPG) and poly 1, 3-propylene glycol (PO3G), the molecular weight of the oligomer polyol is in the range of 600-4000g/mol, preferably 800-2000g/mol, preferably polytetramethylene ether glycol (PTMEG), polyethylene glycol (PEG) and more preferably a mixture of polyethylene glycol (PEG) with the molecular weight of 800-2000 g/mol;
the chain extender comprises more than one of aliphatic diol or alicyclic diol, such as Ethylene Glycol (EG), 1, 2-propylene glycol (MPG), 1, 3-propylene glycol (PDO), 1, 4-Butanediol (BDO), 1, 4-Cyclohexanediol (CHD), 1, 6-Hexanediol (HDO), preferably 1, 4-Butanediol (BDO), Ethylene Glycol (EG), and the molecular weight of the chain extender is 60-499g/mol, preferably 60-120 g/mol;
the hydroxy acrylic acid is an acrylic acid functional monomer containing a hydroxyl group, such as hydroxyethyl acrylate (HEA), hydroxyethyl methacrylate (HEMA), hydroxypropyl acrylate (HPA), hydroxypropyl methacrylate (HPMA), polyethylene glycol monomethacrylate (HEMA-5), preferably hydroxyethyl acrylate (HEA) and hydroxyethyl methacrylate (HEMA);
the acrylic resin is acrylic acid homopolymer, methacrylic acid homopolymer, acrylate and methacrylate monomer copolymer, preferably methacrylic acid homopolymer, methacrylic acid and methyl methacrylate copolymer;
the catalyst is a catalyst commonly used in the field, and comprises an organic tin catalyst, a potassium carboxylate catalyst, an organic heavy metal catalyst, zinc carboxylate, bismuth carboxylate, a titanate catalyst and the like, and can be specifically reported in the reports of the polyurethane elastomer handbook (Liu Thick Jun editor, chemical industry Press, second edition);
the additive is an auxiliary agent commonly used in the field, and comprises an antioxidant, a plasticizer, an ultraviolet absorbent, a light stabilizer, a lubricant and the like;
wherein: the antioxidant is antioxidant 264(2, 6-di-tert-butyl-4-methylphenol), antioxidant 245 (triethylene glycol ether-bis (3-tert-butyl-4-hydroxy-5-methylphenyl) propionate), antioxidant 1024(1, 2-bis [ beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionyl ] hydrazine), antioxidant 1010 (tetra [ beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid ] pentaerythritol ester), antioxidant 1076 (beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid n-octadecyl ester) and the like;
the uvioresistant agent is an uvioresistant agent 327(2- (2 '-hydroxy-3', 5 '-ditert-butylphenyl) -5-chlorobenzotriazole), an uvioresistant agent 328(2- (2' -hydroxy-3 ',5' -ditert-pentylphenyl) benzotriazole), an uvioresistant agent 1130(3- [3- (2-H-benzotriazol-2-yl) -4-hydroxy-5-tert-butylphenyl ] -propionic acid-polyethylene glycol ester) and the like;
the light stabilizer is light stabilizer 622 (poly [1- (2' -hydroxyethyl) -2,2,6, 6-tetramethyl-4-hydroxypiperidine succinate ]), light stabilizer 770 (bis (2,2,6, 6-tetramethyl-4-piperidyl) sebacate) and the like;
the lubricant is ethylene bis stearamide, oleamide, polyethylene wax, dimethyl polysiloxane and the like.
The preparation method of the waterproof moisture-permeable thermoplastic polyurethane polymer comprises the following steps:
(1) mixing isocyanate, oligomer dihydric alcohol, a chain extender, hydroxyl acrylic acid and a catalyst, and adding the mixture into a double-screw extruder through a No. 1 feeding and filling system;
(2) adding acrylic resin into a double-screw extruder through a No. 2 feeding and filling system;
(3) adding the additive into a double-screw extruder through a No. 3 feeding filling system, and carrying out polymerization reaction at 120-240 ℃;
(4) and then underwater granulating and drying the molten copolymer to obtain the waterproof moisture-permeable thermoplastic polyurethane polymer particles.
The invention has the beneficial effects that: the moisture permeability, water pressure resistance, tensile strength, tearing strength and other properties of the film can be improved simultaneously, and the requirements of related fields can be met.
Detailed Description
The principles and features of the present invention are described below in conjunction with the following examples. The examples are given to facilitate a better understanding of the invention by a person skilled in the art and are not intended to limit the invention in any way.
Examples 1 to 5, comparative examples 1 to 3 involved the following raw materials:
hydroxy acrylic acid adopts hydroxyethyl acrylate and hydroxyethyl methacrylate products produced by Sanmu group;
the acrylic resin adopts methacrylic acid homopolymer (BMA) produced by Tesmann company with the mark of
B-842 product and methacrylic acid-methyl methacrylate copolymer (BMA/MMA) brand NeoCryl B-725 product;
antioxidant 1010, Irganox 1010 brand product from Pasteur company;
antioxidant 245, Irganox 245 brand product from Pasteur;
the uvioresistant agent UV-328 is Tinuvin 328 brand product of basf company;
light stabilizer 622, Tinuvin 622LD brand product from Pasteur company;
ethylene bis stearamide, Crodamide EBS brand product from procoll corporation;
polyethylene WAX, was obtained under the designation WAX2 from Basf.
Table 1: quality (kg) of raw materials of respective components of examples 1 to 5 and comparative examples 1 to 3
Continuing with Table 1:
according to the mass ratio of each raw material component shown in table 1, (1) mixing isocyanate, oligomer dihydric alcohol, a chain extender, hydroxyacrylic acid and a catalyst, and adding the mixture into a double-screw extruder through a No. 1 feeding filling system; (2) adding acrylic resin into a double-screw extruder through a No. 2 feeding and filling system; (3) adding the additive into a double-screw extruder through a No. 3 feeding and filling system; (4) and (3) underwater granulating and drying the copolymer melted by the reaction to obtain the waterproof moisture-permeable TPU copolymer particles.
The polymerization temperature is 120-240 ℃, and the performance of the prepared waterproof moisture-permeable TPU copolymer is shown in Table 2:
table 2: examples 1 to 5, comparative examples 1 to 3
Note: the water vapor transmission was measured according to the inverted cup method specified in standard A S T M E96, with a film thickness of 0.015 mm; the water pressure resistance was tested according to the method specified in the standard AATCC 127; hardness was measured according to the method specified in standard ASTM D2240; tensile strength and 100% modulus were tested according to the method specified in standard ASTM D412.
From the performance test data (table 2) of the examples and comparative examples, it can be seen that:
the waterproof moisture permeable TPU is synthesized by a double-screw extrusion one-step method, polyether oligomer dihydric alcohol is used as a soft segment connected with a polymer, so that the hydrophilicity of the TPU is increased, and the moisture permeable rate is improved; the acrylic acid functional monomer containing hydroxyl is introduced into a molecular chain structure at the same time, so that the hydrophilicity of the material is further improved; the acrylic resin with good water absorbability and the TPU have strong hydrogen bond effect, so that the excellent moisture permeability of the TPU is ensured, the good mechanical property is provided, and the water vapor permeability is obviously superior to that of a common TPU material. According to the performance data of example 4, it can be seen that the waterproof moisture-permeable TPU obtained by mixing diphenylmethane diisocyanate with an isomer structure according to a mass ratio of about 1:1 and reacting the mixture with polyethylene glycol compositions with different molecular weights, hydroxyacrylic acid and acrylic resin has good moisture-permeable rate effect and excellent water pressure resistance, tensile strength, 100% modulus and other performances. The waterproof moisture-permeable thermoplastic polyurethane elastomer prepared by the method can be used in the textile industry, and can realize the functions of water resistance, moisture permeability and wind resistance of fabrics.
Claims (7)
1. The waterproof moisture-permeable thermoplastic polyurethane polymer is characterized by being prepared from the following raw materials in parts by weight:
the oligomer dihydric alcohol is polytetramethylene ether glycol, polyethylene glycol, poly (1, 2-propylene glycol) or poly (1, 3-propylene glycol), and the molecular weight range of the oligomer polyhydric alcohol is 600-4000 g/mol;
the chain extender is ethylene glycol, 1, 2-propylene glycol, 1, 3-propylene glycol, 1, 4-butanediol, 1, 4-cyclohexanediol or 1, 6-hexanediol, and the molecular weight range of the chain extender is 60-499 g/mol;
the hydroxy acrylic acid is hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl acrylate, hydroxypropyl methacrylate or polyethylene glycol monomethacrylate;
the acrylic resin is acrylic acid homopolymer, methacrylic acid homopolymer, acrylate and methacrylate monomer copolymer.
2. The waterproof moisture-permeable thermoplastic polyurethane polymer according to claim 1, wherein the isocyanate is one or a mixture of aromatic aliphatic.
3. The waterproof moisture-permeable thermoplastic polyurethane polymer according to claim 2, wherein the isocyanate is diphenylmethane-2, 2' -diisocyanate, diphenylmethane-2, 4 ' -diisocyanate, diphenylmethane-4, 4 ' -diisocyanate or p-phenylene diisocyanate.
4. The waterproof moisture-permeable thermoplastic polyurethane polymer as claimed in claim 1, wherein the molecular weight of the oligomer polyol is in the range of 800-2000 g/mol.
5. The waterproof moisture-permeable thermoplastic polyurethane polymer as claimed in claim 1, wherein the chain extender is 1, 4-Butanediol (BDO), Ethylene Glycol (EG), and the molecular weight of the chain extender is 60-120 g/mol.
6. The waterproof moisture-permeable thermoplastic polyurethane polymer according to claim 1, wherein the catalyst is an organotin catalyst, a potassium carboxylate catalyst, a zinc carboxylate, a bismuth carboxylate, a titanate catalyst, and the additive is an antioxidant, a plasticizer, an ultraviolet absorber, a light stabilizer, a slip agent.
7. The method for preparing the waterproof moisture-permeable thermoplastic polyurethane polymer according to any one of claims 1 to 6, comprising the steps of:
(1) mixing isocyanate, oligomer dihydric alcohol, a chain extender, hydroxyl acrylic acid and a catalyst, and adding the mixture into a double-screw extruder through a No. 1 feeding and filling system;
(2) adding acrylic resin into a double-screw extruder through a No. 2 feeding and filling system;
(3) adding the additive into a double-screw extruder through a No. 3 feeding filling system, and carrying out polymerization reaction at 120-240 ℃;
(4) and then underwater granulating and drying the molten copolymer to obtain the waterproof moisture-permeable thermoplastic polyurethane polymer particles.
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| CN112048053B (en) * | 2020-08-31 | 2022-05-06 | 山东一诺威聚氨酯股份有限公司 | Photochromic thermoplastic polyurethane elastomer material for waterproof moisture-permeable film and preparation method thereof |
| CN114213617B (en) * | 2021-12-20 | 2023-06-06 | 河北邦泰氨纶科技有限公司 | High-moisture-permeability thermoplastic polyurethane for protective clothing and preparation method thereof |
| CN114989596B (en) * | 2022-06-21 | 2023-03-21 | 佛山市三水日邦化工有限公司 | Antibacterial polyurethane film and preparation method thereof |
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