CN113174029B - Water-oil-water-vapor-permeable hydrolysis-resistant polyurethane resin and preparation method thereof - Google Patents
Water-oil-water-vapor-permeable hydrolysis-resistant polyurethane resin and preparation method thereof Download PDFInfo
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- 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
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- 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
- C08G18/08—Processes
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- C08G18/0819—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups
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- 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
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- 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
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- C08G18/348—Hydroxycarboxylic acids
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- 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
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- C08G18/4854—Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
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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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Abstract
The invention relates to the technical field of polyurethane resin, in particular to water-oil amphiprotic moisture permeable hydrolysis-resistant polyurethane resin, which comprises 200-400 parts of polytetrahydrofuran polyether polyol, 25-40 parts of 1, 4-butanediol, 15-30 parts of dimethylolpropionic acid, 0.5-1 part of antioxidant, 10-25 parts of triethylamine, 0.1-0.3 part of organic bismuth catalyst, 125-250 parts of 4, 4-diphenylmethane diisocyanate, 600-1200 parts of butanone, 100-200 parts of deionized water and 2-4 parts of flatting agent organic silicon; the parts are parts by mass. The invention also discloses a preparation method of the composition. The water-oil two-property moisture permeable hydrolysis-resistant polyurethane resin obtained by the invention is microporous vapor permeable film resin, has high moisture permeability and excellent hydrolysis resistance, and has the solvents of butanone and water, so that compared with the conventional vapor permeable film resin containing a large amount of DMF (dimethyl formamide), the water-oil two-property moisture permeable hydrolysis-resistant polyurethane resin has better environmental protection, butanone is easily volatilized and recycled to an RTO (regenerative thermal oxidizer) system for combustion during processing and use, and the discharge amount of VOC (volatile organic compounds) is effectively reduced.
Description
Technical Field
The invention relates to the technical field of polyurethane resin, in particular to water-oil amphiprotic moisture permeable hydrolysis-resistant polyurethane resin and a preparation method thereof.
Background
At present, the mainstream vapor permeable membrane resin for sizing the bronzing membrane on the market is mainly in a form of adding matting powder, and the defects are that the vapor permeability (the moisture permeability is the standard) is poor, the physical property of the resin membrane is also reduced after a large amount of matting powder is added, and the product is basically a solvent type product and contains a large amount of DMF (dimethyl formamide) and other strong corrosive solvents.
Disclosure of Invention
The invention provides a water-oil amphiprotic moisture permeable hydrolysis-resistant polyurethane resin and a preparation method thereof, aiming at solving the technical defects, and the water-oil amphiprotic moisture permeable hydrolysis-resistant polyurethane resin has water-oil amphiprotic property, high moisture permeability and excellent hydrolysis resistance.
The invention discloses a water-oil amphiprotic moisture permeable hydrolysis-resistant polyurethane resin, which comprises 200-400 parts of polytetrahydrofuran polyether polyol, 25-40 parts of 1, 4-butanediol, 15-30 parts of dimethylolpropionic acid, 0.5-1 part of antioxidant, 10-25 parts of triethylamine, 0.1-0.3 part of organic bismuth catalyst, 125-250 parts of 4, 4-diphenylmethane diisocyanate, 600-1200 parts of butanone, 100-200 parts of deionized water and 2-4 parts of organic silicon flatting agent; the parts are all parts by mass, the solid content of the finished product is controlled to be 30-35%, and the viscosity is 10000-30000cps/25 ℃.
The molecular weight of the polytetrahydrofuran polyether polyol is 1500-3000.
The organic silicon leveling agent is Dow Corning 8427 or Dow Corning 3667.
A preparation method of a hydrolysis-resistant polyurethane resin with water-oil moisture permeability comprises the following steps: adding metered polytetrahydrofuran polyether polyol, 1, 4-butanediol, dimethylolpropionic acid, an antioxidant and butanone into a reaction kettle, uniformly stirring at 40-50 ℃, then adding metered 4, 4-diphenylmethane diisocyanate accounting for 50-80%, heating to 70-80 ℃, reacting for 2-3 hours, adding metered organic bismuth catalyst, reacting for 1-2 hours, gradually adding 4, 4-diphenylmethane diisocyanate to supplement viscosity until the viscosity is qualified, adding metered butanone, uniformly stirring, cooling to 40-50 ℃, adding metered triethylamine, neutralizing for 30-45 minutes, finally adding metered water and an organic silicon flatting agent, stirring for 1-1.5 hours, and discharging after the reaction.
According to the water-oil amphiprotic moisture permeable hydrolysis-resistant polyurethane resin and the preparation method thereof, the polytetrahydrofuran polyether polyol is adopted, so that excellent hydrolysis resistance and stability of the resin under a water-oil amphiprotic system are mainly provided; the purpose of neutralizing dimethylolpropionic acid serving as a part of chain extender and triethylamine is to ensure that the resin is stably stored and does not delaminate in a system with butanone and water serving as solvents; the aim of adopting water as one of solvent systems is that butanone is firstly volatilized after the polyurethane resin synthesized by the formula is dried to form a film, the remaining water is volatilized, and micro-pores are generated on a resin film after volatilization due to poor compatibility of the water and the solid polyurethane resin, so that the polyurethane film has high moisture permeability by utilizing the mechanism.
The water-oil two-property moisture permeable hydrolysis-resistant polyurethane resin obtained by the invention is microporous vapor permeable film resin, has high moisture permeability and excellent hydrolysis resistance, and has the solvents of butanone and water, so that compared with the conventional vapor permeable film resin containing a large amount of DMF (dimethyl formamide), the water-oil two-property moisture permeable hydrolysis-resistant polyurethane resin has better environmental protection, butanone is easily volatilized and recycled to an RTO (regenerative thermal oxidizer) system for combustion during processing and use, and the discharge amount of VOC (volatile organic compounds) is effectively reduced.
Detailed Description
To further illustrate the technical means and effects of the present invention adopted to achieve the predetermined objects, the following detailed description of the embodiments, structures, features and effects according to the present invention will be given with reference to the preferred embodiments.
Example 1:
the invention discloses a water-oil amphiprotic moisture permeable hydrolysis-resistant polyurethane resin, which comprises 200 parts of polytetrahydrofuran polyether polyol, wherein the molecular weight of the polytetrahydrofuran polyether polyol is 1500, 25 parts of 1, 4-butanediol, 15 parts of dimethylolpropionic acid, 0.5 part of antioxidant, 11 parts of triethylamine, 0.1 part of organic bismuth catalyst, 125-250 parts of 4, 4-diphenylmethane diisocyanate, 600 parts of butanone, 110 parts of deionized water and 2 parts of organic silicon flatting agent, and the organic silicon flatting agent is Dow Corning 8427; the above parts are all parts by mass, the solid content of the resin is 35%, and the viscosity is 10000-30000cps/25 ℃.
The preparation method comprises the following steps: according to parts by weight, 200 parts of polytetrahydrofuran polyether polyol PTMEG1500, 25 parts of 1, 4-butanediol (1, 4 BG), 0.5 part of antioxidant (1010), 15 parts of dimethylolpropionic acid (DMPA) and 600 parts of butanone are put into a reaction kettle, stirred for 1 hour at the temperature of 45 ℃, added with 100 parts of 4, 4-diphenylmethane diisocyanate (MDI-100), reacted for 2 hours at the temperature of 75 ℃, added with 0.1 part of organic bismuth catalyst (Bi-2010) and reacted for 1 hour at the temperature of 75 ℃, added with 4, 4-diphenylmethane diisocyanate (MDI-100) to supplement the viscosity to 1000-2000cps/75 ℃, then cooled to 45 ℃, added with 11 parts of triethylamine and stirred for 30 minutes at the machine speed of 100-200r/min, finally added with 110 parts of deionized water and 2 parts of Dow Corning 8427, stirred for 1 hour at the machine speed of 40-50 ℃ of 100-200r/min, and stopped and discharged. The obtained resin has a solid content of 35% and a viscosity of 10000-20000cps/25 deg.C.
Example 2:
the invention discloses a water-oil amphiprotic moisture permeable hydrolysis-resistant polyurethane resin, which comprises 300 parts of polytetrahydrofuran polyether polyol, wherein the molecular weight of the polytetrahydrofuran polyether polyol is 2000, 30 parts of 1, 4-butanediol, 20 parts of dimethylolpropionic acid, 0.8 part of antioxidant, 15 parts of triethylamine, 0.15 part of organic bismuth catalyst, 125-250 parts of 4, 4-diphenylmethane diisocyanate, 900 parts of butanone, 160 parts of deionized water and 3 parts of organic silicon flatting agent, and the organic silicon flatting agent is Dow Corning 8427; the parts are all parts by mass, the solid content of the resin is 33 percent, and the viscosity is 10000-30000cps/25 ℃.
The preparation method comprises the following steps: according to parts by weight, 300 parts of polytetrahydrofuran polyether polyol PTMEG2000, 30 parts of 1, 4-butanediol (1, 4 BG), 0.8 part of antioxidant (1010), 20 parts of dimethylolpropionic acid (DMPA) and 900 parts of butanone are put into a reaction kettle, stirred for 1 hour at the temperature of 45 ℃, added with 120 parts of 4, 4-diphenylmethane diisocyanate (MDI-100), reacted for 2 hours at the temperature of 75 ℃, added with 0.15 part of organic bismuth catalyst (Bi-2010) and reacted for 1 hour at the temperature of 75 ℃, added with 4, 4-diphenylmethane diisocyanate (MDI-100) to supplement the viscosity to 1000-2000cps/75 ℃, then cooled to 45-50 ℃, added with 15 parts of triethylamine and stirred for 30 minutes at the machine speed of 100-200r/min, finally added with 160 parts of deionized water and 3 parts of Dow Corning 8427, stirred for 1 hour at the machine speed of 100-200r/min at the temperature of 40-50 ℃, stopped and discharged. The obtained resin has a solid content of 33% and a viscosity of 10000-20000cps/25 deg.C.
Example 3:
the invention discloses a water-oil amphiprotic moisture permeable hydrolysis-resistant polyurethane resin, which comprises 400 parts of polytetrahydrofuran polyether polyol, wherein the molecular weight of the polytetrahydrofuran polyether polyol is 3000, 40 parts of 1, 4-butanediol, 30 parts of dimethylolpropionic acid, 1 part of antioxidant, 22 parts of triethylamine, 0.3 part of organic bismuth catalyst, 125-250 parts of 4, 4-diphenylmethane diisocyanate, 1200 parts of butanone, 400 parts of deionized water and 4 parts of organic silicon flatting agent, and the organic silicon flatting agent is Dow Corning 8427; the parts are parts by mass, the solid content of the resin is 31 percent, and the viscosity is 10000-30000cps/25 ℃.
The preparation method comprises the following steps: according to parts by weight, 400 parts of polytetrahydrofuran polyether polyol PTMEG3000, 40 parts of 1, 4-butanediol (1, 4 BG), 1 part of antioxidant (1010), 30 parts of dimethylolpropionic acid (DMPA) and 1200 parts of butanone are put into a reaction kettle, stirred for 1 hour at the temperature of 45 ℃, 160 parts of 4, 4-diphenylmethane diisocyanate (MDI-100) is added, the temperature is 75 ℃ for reaction for 2 hours, 0.3 part of organic bismuth catalyst (Bi-2010) is added for reaction for 1 hour at the temperature of 75 ℃, 4-diphenylmethane diisocyanate (MDI-100) is added for complementing the viscosity to 2000-3000cps/75 ℃, then the temperature is reduced to 45-50 ℃, 22 parts of triethylamine is added for stirring for 30 minutes at the machine speed of 100-200r/min, finally 400 parts of deionized water and 4 parts of Dow Corning 8427 are added, stirred for 1 hour at the machine speed of 40-50 ℃ of 100-200r/min, and the machine is stopped for discharging. The obtained resin has a solid content of 31% and a viscosity of 20000-30000cps/25 ℃.
The test method is as follows: moisture permeability test standard: the national standard GB/T12704 is right cup method; the hydrolysis resistance test method comprises the following steps: the sample film was soaked in 10% aqueous NAOH solution at 23. + -. 2 ℃ and a relative humidity of 45% to 55% for 48 hours, and then dried to observe the surface condition.
Although the present invention has been described with reference to the preferred embodiments, it will be understood by those skilled in the art that various changes may be made and equivalents may be substituted for elements thereof without departing from the scope of the present invention.
Claims (4)
1. A water-oil two-property moisture permeable hydrolysis-resistant polyurethane resin is characterized in that: comprises 200-400 parts of polytetrahydrofuran polyether glycol, 25-40 parts of 1, 4-butanediol, 15-30 parts of dimethylolpropionic acid, 0.5-1 part of antioxidant, 10-25 parts of triethylamine, 0.1-0.3 part of organic bismuth catalyst, 125-250 parts of 4, 4-diphenylmethane diisocyanate, 600-1200 parts of butanone, 100-200 parts of deionized water and 2-4 parts of organic silicon flatting agent; the above parts are all parts by mass, the solid content of the finished product is controlled at 30-35%, and the viscosity is 10000-30000cps/25 ℃; the preparation method comprises the following steps: adding metered polytetrahydrofuran polyether polyol, 1, 4-butanediol, dimethylolpropionic acid, an antioxidant and butanone into a reaction kettle, uniformly stirring at 40-50 ℃, then adding metered 4, 4-diphenylmethane diisocyanate accounting for 50-80%, heating to 70-80 ℃, then preserving heat for reacting for 2-3 hours, adding metered organic bismuth catalyst for reacting for 1-2 hours, gradually adding 4, 4-diphenylmethane diisocyanate to supplement viscosity until the viscosity is qualified, cooling to 40-50 ℃, then adding metered triethylamine for neutralizing for 30-40 minutes, finally adding metered water and an organic silicon flatting agent, stirring for 1-1.5 hours, discharging after the reaction is finished, and drying to form a film.
2. The water-oil-permeable moisture-permeable hydrolysis-resistant polyurethane resin as claimed in claim 1, wherein: the molecular weight of the polytetrahydrofuran polyether polyol is 1500-3000.
3. The water-oil moisture permeable hydrolysis-resistant polyurethane resin as claimed in claim 1, wherein: the organic silicon leveling agent is Dow Corning 8427 or Dow Corning 3667.
4. The process for producing the water-oil moisture permeable hydrolysis-resistant polyurethane resin according to claim 1, which comprises: the method comprises the following steps: adding metered polytetrahydrofuran polyether polyol, 1, 4-butanediol, dimethylolpropionic acid, an antioxidant and butanone into a reaction kettle, uniformly stirring at 40-50 ℃, then adding metered 4, 4-diphenylmethane diisocyanate accounting for 50-80%, heating to 70-80 ℃, then preserving heat for reacting for 2-3 hours, adding metered organic bismuth catalyst for reacting for 1-2 hours, gradually adding 4, 4-diphenylmethane diisocyanate to supplement viscosity until the viscosity is qualified, cooling to 40-50 ℃, then adding metered triethylamine for neutralizing for 30-40 minutes, finally adding metered water and an organic silicon flatting agent, stirring for 1-1.5 hours, discharging after the reaction is finished, and drying to form a film.
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007191628A (en) * | 2006-01-20 | 2007-08-02 | Mitsui Chemicals Polyurethanes Inc | Thermoplastic polyurethane resin composition and moisture-permeable film |
| CN101424045A (en) * | 2008-12-05 | 2009-05-06 | 武汉科技学院 | Method for preparing polyurethane loomage water proof and moisture permeable dressing agent |
| CN104311781A (en) * | 2014-10-29 | 2015-01-28 | 东南大学 | High-moisture-permeability aqueous polyurethane material and preparation method thereof |
| CN112048054A (en) * | 2020-09-11 | 2020-12-08 | 浙江枧洋高分子科技有限公司 | Solvent type self-extinction moisture-permeable coating resin and preparation method thereof |
| CN112794977A (en) * | 2021-01-15 | 2021-05-14 | 禾瑞（漳州）助剂有限公司 | Solvent type polyurethane self-extinction resin and preparation method thereof |
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Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007191628A (en) * | 2006-01-20 | 2007-08-02 | Mitsui Chemicals Polyurethanes Inc | Thermoplastic polyurethane resin composition and moisture-permeable film |
| CN101424045A (en) * | 2008-12-05 | 2009-05-06 | 武汉科技学院 | Method for preparing polyurethane loomage water proof and moisture permeable dressing agent |
| CN104311781A (en) * | 2014-10-29 | 2015-01-28 | 东南大学 | High-moisture-permeability aqueous polyurethane material and preparation method thereof |
| CN112048054A (en) * | 2020-09-11 | 2020-12-08 | 浙江枧洋高分子科技有限公司 | Solvent type self-extinction moisture-permeable coating resin and preparation method thereof |
| CN112794977A (en) * | 2021-01-15 | 2021-05-14 | 禾瑞（漳州）助剂有限公司 | Solvent type polyurethane self-extinction resin and preparation method thereof |
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