CN113667416A - Ultralow temperature-resistant transparent polyurethane film for laminated glass and preparation method thereof - Google Patents
Ultralow temperature-resistant transparent polyurethane film for laminated glass and preparation method thereof Download PDFInfo
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- CN113667416A CN113667416A CN202110928339.8A CN202110928339A CN113667416A CN 113667416 A CN113667416 A CN 113667416A CN 202110928339 A CN202110928339 A CN 202110928339A CN 113667416 A CN113667416 A CN 113667416A
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- polyurethane film
- laminated glass
- transparent polyurethane
- diisocyanate
- resistant transparent
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- 229920006264 polyurethane film Polymers 0.000 title claims abstract description 27
- 239000005340 laminated glass Substances 0.000 title claims abstract description 26
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 25
- 238000010438 heat treatment Methods 0.000 claims abstract description 18
- 125000005442 diisocyanate group Chemical group 0.000 claims abstract description 17
- 239000003054 catalyst Substances 0.000 claims abstract description 16
- -1 polytetrafluoroethylene Polymers 0.000 claims abstract description 14
- 229920000909 polytetrahydrofuran Polymers 0.000 claims abstract description 14
- 238000001816 cooling Methods 0.000 claims abstract description 11
- 238000000034 method Methods 0.000 claims abstract description 10
- 239000004970 Chain extender Substances 0.000 claims abstract description 7
- 238000006243 chemical reaction Methods 0.000 claims abstract description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 5
- 230000018044 dehydration Effects 0.000 claims abstract description 5
- 238000006297 dehydration reaction Methods 0.000 claims abstract description 5
- 230000003287 optical effect Effects 0.000 claims abstract description 5
- 239000007788 liquid Substances 0.000 claims abstract description 3
- 238000005086 pumping Methods 0.000 claims abstract description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 48
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 20
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical group CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 12
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 12
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 9
- 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 9
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 6
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 239000003963 antioxidant agent Substances 0.000 claims description 2
- 230000003078 antioxidant effect Effects 0.000 claims description 2
- 239000003381 stabilizer Substances 0.000 claims description 2
- 238000001035 drying Methods 0.000 abstract description 24
- 229920001343 polytetrafluoroethylene Polymers 0.000 abstract description 11
- 239000004810 polytetrafluoroethylene Substances 0.000 abstract description 11
- 230000035484 reaction time Effects 0.000 abstract description 2
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 10
- 239000002994 raw material Substances 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 7
- 230000009477 glass transition Effects 0.000 description 7
- 239000011521 glass Substances 0.000 description 6
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 6
- 229920001971 elastomer Polymers 0.000 description 5
- 150000002009 diols Chemical class 0.000 description 4
- 239000004417 polycarbonate Substances 0.000 description 3
- 229920000515 polycarbonate Polymers 0.000 description 3
- 238000002834 transmittance Methods 0.000 description 3
- 230000001070 adhesive effect Effects 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- 239000012780 transparent material Substances 0.000 description 2
- 230000009471 action Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000011229 interlayer Substances 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 229920001610 polycaprolactone Polymers 0.000 description 1
- 239000004632 polycaprolactone Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 230000009467 reduction 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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/10—Adhesives in the form of films or foils without carriers
-
- 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
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4854—Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene 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
- C08G18/65—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
- C08G18/667—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6674—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
-
- 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
- C09J175/08—Polyurethanes from polyethers
-
- 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
- C09J2475/00—Presence of polyurethane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Polyurethanes Or Polyureas (AREA)
- Laminated Bodies (AREA)
Abstract
The invention discloses an ultralow temperature resistant transparent polyurethane film for laminated glass and a preparation method thereof, and relates to the technical field of preparation of transparent polyurethane films. Heating polytetrahydrofuran ether dihydric alcohol to 110-120 ℃, and vacuumizing for 1.5h for dehydration; step two, cooling to 60-80 ℃ after dehydration, adding a catalyst, a small molecular chain extender and diisocyanate, and carrying out vacuum pumping reaction for 5-10 min; and step three, pouring the liquid obtained in the step two into a polytetrafluoroethylene plate single-side groove die, drying for 24 hours in a drying oven at the temperature of 80-100 ℃, then heating and continuously drying for 24 hours to prepare the transparent polyurethane film. The method has the advantages of short reaction time and high curing speed, and the prepared polyurethane film has high optical transparency, can maintain high bonding strength at the low temperature of-65 ℃, ensures the bonding firmness of the laminated glass and improves the use safety of the laminated glass.
Description
Technical Field
The invention relates to the technical field of preparation of transparent polyurethane films, in particular to an ultralow temperature-resistant transparent polyurethane film for laminated glass and a preparation method thereof.
Background
The transparent polyurethane film is an ideal bonding material, and has good bonding performance with inorganic glass, organic glass and polycarbonate. The transparent polyurethane film has been successfully used for laminating transparent materials abroad, and the main production companies include PPG, Bayer, Asahi, HUNTSMAN and the like, but no industrial production of the elastomer is reported at home. The transparent polyurethane film is widely applied to the production of interlayer transparent materials as an adhesive layer or an intermediate layer, such as aviation transparent parts (windshield glass, porthole glass and the like), high-speed railway windshield glass, military (airplanes, military vehicles) transparent parts and the like. The above-mentioned structure and components can bear the action of impact load of high-speed impact and explosion in the course of use, and its application temp. is required to be in the temp. range of-55 deg.C-70 deg.C, even lower. The adhesive property of the rubber sheet is the basis of the safety property of the laminated glass, however, the laminated glass has the problem of degumming, and the adhesive strength can be reduced under the condition of excessively low temperature.
Disclosure of Invention
In order to solve the technical problems, the invention provides an ultralow temperature-resistant transparent polyurethane film for laminated glass and a preparation method thereof, which improve the bonding strength of polyurethane serving as an intermediate layer and a glass interface under an ultralow temperature condition so as to prolong the service life of the laminated glass.
In order to realize the technical purpose, the invention adopts the following scheme: the preparation method of the ultralow temperature resistant transparent polyurethane film for the laminated glass comprises the following steps:
step one, heating polytetrahydrofuran ether dihydric alcohol to 110-120 ℃, and vacuumizing for 1.5h for dehydration;
step two, cooling to 60-80 ℃ after dehydration, adding a catalyst, a small molecular chain extender and diisocyanate, and carrying out vacuum pumping reaction for 5-10 min;
and step three, pouring the liquid obtained in the step two into a polytetrafluoroethylene plate single-side groove die, drying for 24 hours in a drying oven at the temperature of 80-100 ℃, then heating and continuously drying for 24 hours to prepare the transparent polyurethane film.
The molecular weight of the polytetrahydrofuran ether dihydric alcohol is 1000, and the weight of the polytetrahydrofuran ether dihydric alcohol accounts for 50.0-65.0% of the total weight of the raw materials.
The micromolecular chain extender is one or two of 1, 4-butanediol and ethylene glycol, and the weight of the micromolecular chain extender accounts for 4.5-12% of the total weight of the raw materials.
The weight of the 1, 4-butanediol accounts for 0-9.98% of the total weight of the raw materials, and the weight of the ethylene glycol accounts for 1.8-10% of the total weight of the raw materials.
The diisocyanate is any one of 4,4 '-dicyclohexyl diisocyanate, a mixture of 4, 4' -dicyclohexyl diisocyanate and hexamethylene diisocyanate, and isophorone diisocyanate.
The R value of the diisocyanate is 1.02-1.06, the weight of 4, 4' -dicyclohexyl diisocyanate accounts for 17.2-37.1% of the total weight of the raw materials, and the weight of hexamethylene diisocyanate accounts for 2.8-5.9% of the total weight of the raw materials; the weight of the isophorone diisocyanate accounts for 25-40% of the total weight of the raw materials.
The catalyst is dibutyltin dilaurate, and the weight of the catalyst accounts for 0.01-0.20% of the total weight of the raw materials.
And in the second step, 0.1-1.0 wt% of Irganox1010 antioxidant and 0.1-1.0 wt% of UV-9 optical stabilizer are also added.
The transparent polyurethane film for the ultralow temperature resistant laminated glass is prepared by the method.
Compared with the prior art, the invention has the beneficial effects that: the method has the advantages of short reaction time and high curing speed, the prepared polyurethane film has high optical transparency, the bonding strength at normal temperature meets the use requirement, the film can still maintain high bonding strength without glass transition under the condition of low temperature of-65 ℃, the bonding firmness of the laminated glass is ensured, and the use safety of the laminated glass is improved.
Detailed Description
The present invention will be described in detail with reference to the following embodiments in order to fully understand the objects, features and effects of the invention, but the present invention is not limited thereto.
Example 1
Heating 105g of polytetrahydrofuran ether glycol (molecular weight is 1000) to 110-120 ℃, vacuumizing for 1.5hr, cooling to 65 ℃, adding 0.03g of dibutyltin dilaurate, 10.5g of 1, 4-butanediol, 4.8 g of ethylene glycol, 79.29g of 4, 4' -dicyclohexyl diisocyanate, 0.20g of Irganox1010 and 0.20g of UV-9 serving as catalysts, vacuumizing for reaction for 6min, and injecting into a mold (a single-sided groove of a polytetrafluoroethylene plate). And (3) putting the mould into an oven at 80 ℃ for drying for 24 hours, raising the temperature of the oven to 100 ℃ for drying for 24 hours, and taking out the film. The films were sampled at 5mg to 20mg, and the samples were tested according to GB/T19466.2-2004 (determination of glass transition temperature) and GB/T2410-.
Example 2
Heating 105g of polytetrahydrofuran ether glycol (molecular weight is 1000) to 110-120 ℃, vacuumizing for 1.5hr, cooling to 65 ℃, adding 0.03g of dibutyltin dilaurate serving as a catalyst, 12.45g of ethylene glycol, 71.25g of isophorone diisocyanate, 0.19g of Irganox1010 and 0.19g of UV-9, vacuumizing for 6min, and injecting into a mold (a single-sided groove of a polytetrafluoroethylene plate). And (3) putting the mould into an oven at 80 ℃ for drying for 24 hours, raising the temperature of the oven to 100 ℃, continuously drying for 24 hours, and taking out the film. The films were sampled at 5mg to 20mg sample sizes and tested for sample performance according to GB/T19466.2-2004 and GB/T2410-.
Example 3
Heating 105g of polytetrahydrofuran ether glycol (molecular weight is 1000) to 110-120 ℃, vacuumizing for 1.5hr, cooling to 65 ℃, adding 0.03g of dibutyltin dilaurate, 10.5g of 1, 4-butanediol, 4.8 g of ethylene glycol, 61.57g of 4, 4' -dicyclohexyl diisocyanate, 11.59g of hexamethylene diisocyanate, 0.18g of Irganox1010 and 0.18g of UV-9 as catalysts, vacuumizing for 6min, and injecting into a mold (a single-sided groove of a polytetrafluoroethylene plate). And (3) putting the mould into an oven at 80 ℃ for drying for 24 hours, raising the temperature of the oven to 100 ℃, continuously drying for 24 hours, and taking out the film. The films were sampled at 5mg to 20mg sample sizes and tested for sample performance according to GB/T19466.2-2004 and GB/T2410-.
Example 4
Heating 105g of polytetrahydrofuran ether glycol (molecular weight is 1000) to 110-120 ℃, vacuumizing for 1.5hr, cooling to 65 ℃, adding 0.03g of dibutyltin dilaurate, 13.29g of 1, 4-butanediol, 6.05 g of ethylene glycol, 92.79g of 4, 4' -dicyclohexyl diisocyanate, 0.22g of Irganox1010 and 0.22g of UV-9 serving as catalysts, vacuumizing for reaction for 6min, and injecting into a mold (a single-sided groove of a polytetrafluoroethylene plate). And (3) drying the mold in an oven at 80 ℃ for 24 hours, raising the temperature of the oven to 100 ℃, continuously drying for 24 hours, and taking out the film. The films were sampled at 5mg to 20mg sample sizes and tested according to GB/T19466.2-2004 and GB/T2410-2008.
Example 5
Heating 105g of polytetrahydrofuran ether glycol (molecular weight is 1000) to 110-120 ℃, vacuumizing for 1.5hr, cooling to 65 ℃, adding 0.03g of dibutyltin dilaurate catalyst, 15.2g of ethylene glycol, 81.56g of isophorone diisocyanate, 0.20g of Irganox1010 and 0.20g of UV-9 catalyst, vacuumizing for reaction for 6min, and injecting into a mold (a single-sided groove of a polytetrafluoroethylene plate). Drying the mold in a 100 deg.C oven for 24hr, heating the oven to 100 deg.C, drying for 24hr, and taking out the film. The films were sampled at 5mg to 20mg sample sizes and tested according to GB/T19466.2-2004 and GB/T2410-2008.
Example 6
Heating 105g of polytetrahydrofuran ether glycol (molecular weight is 1000) to 110-120 ℃, vacuumizing for 1.5hr, cooling to 65 ℃, adding 0.03g of dibutyltin dilaurate, 13.29g of 1, 4-butanediol, 6.05 g of ethylene glycol, 67.42g of 4, 4' -dicyclohexyl diisocyanate, 16.3g of hexamethylene diisocyanate, 0.20g of Irganox1010 and 0.20g of UV-9 as catalysts, vacuumizing for 6min, and injecting into a mold (a single-sided groove of a polytetrafluoroethylene plate). Drying the mold in an oven at 80 deg.C for 24hr, heating the oven to 100 deg.C, drying for 24hr, and taking out the film. The films were sampled at 5mg to 20mg sample sizes and tested according to GB/T19466.2-2004 and GB/T2410-2008.
Comparative example 1
52.5g of polytetrahydrofuran ether diol (molecular weight 1000), 27g of polycarbonate diol (molecular weight 1000) and 25.5g of aromatic polyester diol (molecular weight 1000) are mixed uniformly, the temperature is raised to 110-120 ℃, the mixture is vacuumized for 1.5h, the temperature is reduced to 65 ℃, and catalysts of 0.03g of dibutyltin dilaurate, 17.55g of 1, 4-butanediol, 71.25g of isophorone diisocyanate, 0.20g of Irganox1010 and 0.20g of UV-9 are added, the mixture is vacuumized, reacted for 6min and injected into a mold (a single-sided groove of a polytetrafluoroethylene plate). And (3) putting the mould into an oven at 80 ℃ for drying for 24 hours, heating to 100 ℃ for drying for 24 hours, and taking out the rubber sheet. The films were sampled at 5mg to 20mg and tested according to GB/T19466.2-2004 and GB/T2410-2008.
Comparative example 2
Heating 105g of polycarbonate diol (molecular weight is 1000) to 110-120 ℃, vacuumizing for 1.5hr, cooling to 65 ℃, adding 0.03g of dibutyltin dilaurate, 10.5g of 1, 4-butanediol, 4.8 g of ethylene glycol, 67.19g of isophorone diisocyanate, 0.19g of Irganox1010 and 0.19g of UV-9 serving as catalysts, vacuumizing for 6min, and injecting into a mold (a single-sided groove of a polytetrafluoroethylene plate). Drying the mold in 80 deg.C oven for 24hr, heating to 100 deg.C, drying for 24hr, and taking out the film. The films were sampled at 5mg to 20mg and tested according to GB/T19466.2-2004 and GB/T2410-2008.
Comparative example 3
Heating 105g of polycaprolactone diol (with the molecular weight of 1000) to 110-120 ℃, vacuumizing for 1.5hr, cooling to 65 ℃, adding 0.03g of dibutyltin dilaurate serving as a catalyst, 12.45g of ethylene glycol, 71.25g of isophorone diisocyanate, 0.19g of Irganox1010 and 0.19g of UV-9, vacuumizing, reacting for 6min, and injecting into a mold (a single-sided groove of a polytetrafluoroethylene plate). Drying the mold in 100 deg.C oven for 24hr, heating to 100 deg.C, drying for 24hr, and taking out the film. The films were sampled at 5mg to 20mg sample sizes and tested according to GB/T19466.2-2004 and GB/T2410-2008.
The results are shown in table 1, and it can be seen from the comparison results that the comparative examples 1 and 2 have relatively high glass transition temperatures although the light transmittance satisfies the requirements; comparative example 3 the film yellowed and the optical properties did not meet the standard, although the glass transition temperature met the requirements. The glass transition temperature of the film prepared by the method is lower than-65 ℃, the light transmittance is higher than 86%, and the use standard of the laminated glass product is met. The samples in the embodiment meet the use requirements of the laminated glass through a normal-temperature bonding strength test, and the high bonding strength of the rubber sheet is still kept at-65 ℃ by combining the reduction of the glass transition temperature of the samples, so that the use safety of the rubber sheet in the laminated glass is improved, and the degumming problem is avoided.
TABLE 1
| Glass transition temperature Tg/. degree.C | Transmittance (a) | |
| Example 1 | -65.5 | 86.50 |
| Example 2 | -65.2 | 89.52 |
| Example 3 | -66.1 | 88.35 |
| Example 4 | -65.2 | 87.23 |
| Example 5 | -65.0 | 88.95 |
| Example 6 | -65.6 | 87.34 |
| Comparison ofExample 1 | -55.8 | 89.90 |
| Comparative example 2 | -51.0 | 89.84 |
| Comparative example 3 | -66.7 | 79.20 |
Finally, it is noted that: the above-mentioned list is only the preferred embodiment of the present invention, and naturally those skilled in the art can make modifications and variations to the present invention, which should be considered as the protection scope of the present invention provided they are within the scope of the claims of the present invention and their equivalents.
Claims (9)
1. The preparation method of the ultralow temperature resistant transparent polyurethane film for the laminated glass is characterized by comprising the following steps of:
step one, heating polytetrahydrofuran ether dihydric alcohol to 110-120 ℃, and vacuumizing and dehydrating;
step two, cooling to 60-80 ℃ after dehydration, adding a catalyst, a small molecular chain extender and diisocyanate, and carrying out vacuum pumping reaction for 5-10 min;
and step three, pouring the liquid obtained in the step two into a mould, and placing the mould in an oven at the temperature of 80-100 ℃ for 48 hours to prepare the transparent polyurethane film.
2. The method for preparing the ultra-low temperature resistant transparent polyurethane film for the laminated glass according to claim 1, wherein the molecular weight of the polytetrahydrofuran ether diol is 1000, and the weight percentage of the polytetrahydrofuran ether diol is 50.0-65.0%.
3. The preparation method of the ultralow temperature resistant transparent polyurethane film for the laminated glass according to claim 1, wherein the small molecular chain extender is one or two of 1, 4-butanediol and ethylene glycol, and the weight percentage of the small molecular chain extender is 4.5-12%.
4. The method for preparing the ultra-low temperature resistant transparent polyurethane film for the laminated glass according to claim 3, wherein the weight percentage of 1, 4-butanediol is 0-9.98%, and the weight percentage of ethylene glycol is 1.8-10%.
5. The ultra-low temperature resistant transparent polyurethane film for laminated glass and the process for preparing the same as claimed in claim 1, wherein the diisocyanate is any one of 4,4 '-dicyclohexyl diisocyanate, a mixture of 4, 4' -dicyclohexyl diisocyanate and hexamethylene diisocyanate, and isophorone diisocyanate.
6. The method for preparing the ultra-low temperature resistant transparent polyurethane film for the laminated glass according to claim 5, wherein the R value of the diisocyanate is 1.02-1.06, the weight percentage of the 4, 4' -dicyclohexyl diisocyanate is 17.2-37.1%, and the weight percentage of the hexamethylene diisocyanate is 2.8-5.9%; the weight percentage of the isophorone diisocyanate is 25-40%.
7. The method for preparing the ultra-low temperature resistant transparent polyurethane film for the laminated glass according to claim 1, wherein the catalyst is dibutyltin dilaurate, and the weight percentage of the dibutyltin dilaurate is 0.01-0.20%.
8. The method for preparing the ultra-low temperature resistant transparent polyurethane film for the laminated glass according to claim 1, wherein 0.1-1.0 wt% of antioxidant and 0.1-1.0 wt% of optical stabilizer are further added in the second step.
9. The transparent polyurethane film obtained by the method for preparing the ultralow temperature resistant transparent polyurethane film for laminated glass according to claims 1 to 8.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110928339.8A CN113667416A (en) | 2021-08-13 | 2021-08-13 | Ultralow temperature-resistant transparent polyurethane film for laminated glass and preparation method thereof |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN113943538A (en) * | 2021-11-30 | 2022-01-18 | 江苏铁锚玻璃股份有限公司 | Formula and preparation method of low-melting-temperature transparent TPU film |
| CN114106289A (en) * | 2021-12-27 | 2022-03-01 | 江苏铁锚玻璃股份有限公司 | Formula and preparation method of photochromic TPU film |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101760143A (en) * | 2009-12-22 | 2010-06-30 | 广州鹿山新材料股份有限公司 | Highly-transparent polyurethane hot-melt film applicable to sandwich glass and preparation method thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN101760143A (en) * | 2009-12-22 | 2010-06-30 | 广州鹿山新材料股份有限公司 | Highly-transparent polyurethane hot-melt film applicable to sandwich glass and preparation method thereof |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113943538A (en) * | 2021-11-30 | 2022-01-18 | 江苏铁锚玻璃股份有限公司 | Formula and preparation method of low-melting-temperature transparent TPU film |
| CN114106289A (en) * | 2021-12-27 | 2022-03-01 | 江苏铁锚玻璃股份有限公司 | Formula and preparation method of photochromic TPU film |
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