CN103483572A - Preparation method of low-melting-point washable polyester hot-melt adhesive - Google Patents
Preparation method of low-melting-point washable polyester hot-melt adhesive Download PDFInfo
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- CN103483572A CN103483572A CN201310484473.9A CN201310484473A CN103483572A CN 103483572 A CN103483572 A CN 103483572A CN 201310484473 A CN201310484473 A CN 201310484473A CN 103483572 A CN103483572 A CN 103483572A
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- 229920000728 polyester Polymers 0.000 title claims abstract description 17
- 239000004831 Hot glue Substances 0.000 title claims abstract description 11
- 238000002360 preparation method Methods 0.000 title claims abstract description 6
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims abstract description 40
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 claims abstract description 20
- 238000005886 esterification reaction Methods 0.000 claims abstract description 15
- 238000006068 polycondensation reaction Methods 0.000 claims abstract description 14
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims abstract description 13
- 238000002844 melting Methods 0.000 claims abstract description 12
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims abstract description 8
- 230000008018 melting Effects 0.000 claims abstract description 5
- 239000002253 acid Substances 0.000 claims description 14
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 claims description 14
- 230000032050 esterification Effects 0.000 claims description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 claims description 11
- 150000007520 diprotic acids Chemical class 0.000 claims description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- 239000003112 inhibitor Substances 0.000 claims description 6
- 230000003647 oxidation Effects 0.000 claims description 6
- 238000007254 oxidation reaction Methods 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 5
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 3
- 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 claims description 2
- YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 abstract description 6
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 abstract 2
- 229920000305 Nylon 6,10 Polymers 0.000 abstract 1
- 235000011037 adipic acid Nutrition 0.000 abstract 1
- 239000001361 adipic acid Substances 0.000 abstract 1
- 239000003963 antioxidant agent Substances 0.000 abstract 1
- 230000003078 antioxidant effect Effects 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical compound CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 abstract 1
- 238000005406 washing Methods 0.000 description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- 238000003756 stirring Methods 0.000 description 10
- 238000010792 warming Methods 0.000 description 10
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
- UXFQFBNBSPQBJW-UHFFFAOYSA-N 2-amino-2-methylpropane-1,3-diol Chemical compound OCC(N)(C)CO UXFQFBNBSPQBJW-UHFFFAOYSA-N 0.000 description 5
- 239000002390 adhesive tape Substances 0.000 description 5
- 238000013459 approach Methods 0.000 description 5
- 230000003247 decreasing effect Effects 0.000 description 5
- 238000007599 discharging Methods 0.000 description 5
- 239000000835 fiber Substances 0.000 description 5
- 238000007710 freezing Methods 0.000 description 5
- 230000008014 freezing Effects 0.000 description 5
- 238000009413 insulation Methods 0.000 description 5
- 239000000693 micelle Substances 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 238000010298 pulverizing process Methods 0.000 description 5
- 238000010992 reflux Methods 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 229920000139 polyethylene terephthalate Polymers 0.000 description 4
- 239000005020 polyethylene terephthalate Substances 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- 239000004753 textile Substances 0.000 description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical class OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 3
- 238000007086 side reaction Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 2
- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000010189 synthetic method Methods 0.000 description 2
- 239000002759 woven fabric Substances 0.000 description 2
- 229920001634 Copolyester Polymers 0.000 description 1
- 229920002582 Polyethylene Glycol 600 Polymers 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 238000003754 machining Methods 0.000 description 1
- 238000004519 manufacturing process 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
- 239000000178 monomer Substances 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 238000007719 peel strength test Methods 0.000 description 1
- 229940057847 polyethylene glycol 600 Drugs 0.000 description 1
- -1 polyethylene terephthalate Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
Landscapes
- Polyesters Or Polycarbonates (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention discloses a low-melting-point washable polyester hot-melt adhesive and a preparation method thereof. The preparation method comprises the following steps: (1) carrying out esterification reaction on terephthalic acid, isophthalic acid, decanedioic acid, adipic acid, propanediol, dipropanediol and diethylene glycol under the action of a catalyst tetrabutyl titanate; and (2) adding an antioxidant into the product in the step (1) to carry out reduced pressure polycondensation reaction, thereby obtaining the low-melting-point washable polyester hot-melt adhesive of the melting point is 90-105 DEG C.
Description
Technical field
The present invention relates to the preparation method of the water-fastness polyester hot-melt adhesive of a kind of low melting point.
Background technology
The low-melting point polyester hot melt adhesive, can coordinate with other fibre-forming polymers and manufacture core-skin composite fiber, manufactures chemically woven fabrics, is widely used in the chemically woven fabrics industry.At field of textiles, because the material of bonded fiber is different with form, machining state, processing condition etc., fusing point to low-melting fiber requires also different, the low-melting fiber for the bonding use of non-woven fabrics had, the polyester of fusing point more than 140 ℃ can meet the demands, and some use low-melting fiber products, the fusing point required is at 110 ℃, even lower.Along with textile industry development, for the tackiness agent for textile industry, require more and more higher, as high as stripping strength, water-fastness, environmental protection etc.
The low-melting point polyester great majority of selling in the market are all by modification polyethylene terephthalate (PET) gained, as Chinese patent CN1962716A passes through m-phthalic acid, nonane diacid and neopentyl glycol modified PET, produce the low-melting point polyester that fusing point is 100～160 ℃, though product is stable, but its esterification reaction temperature is 240～250 ℃, polymeric reaction temperature is 275～285 ℃, and whole reaction process temperature is high, and energy consumption is larger.The flat 10-298271 of Japanese Patent Application Laid-Open is by 1, the low-melting point polyester that the fusing point of 4 butyleneglycols and hexanodioic acid modified PET system is 100～190 ℃, but its side reaction is comparatively serious, in raw material 1, the ratio that the 4-butyleneglycol generates tetrahydrofuran (THF) by side reaction is high, the ratio of a monomer in product and the ratio generation of expectation are departed from, thereby affect product performance.Chinese patent CN1618832A esterification divides two stages to carry out, though reduced the probability of the side reaction of BDO generation tetrahydrofuran (THF), esterification is more loaded down with trivial details.The polyester that Chinese patent CN101338023A is 110 ℃～160 ℃ by BDO, Polyethylene Glycol-600～6000, m-phthalic acid, the synthetic fusing point of terephthalic acid, its polycondensation phase is more loaded down with trivial details, and its fusing point is still slightly high.The fusing point of the polyester that Chinese patent CN101735437A is synthetic is at 170 ℃～220 ℃, but its fusing point is still higher.In order to overcome the deficiencies in the prior art, this patent provides the synthetic method of the laundry-resistant polyester of low melting point that a kind of fusing point is 90～105 ℃.
Summary of the invention
The invention provides a kind of water-fastness, synthetic method that fusing point is 90 ℃～105 ℃ of polyester hot-melt adhesives, comprise the following steps:
(1) diprotic acid and dibasic alcohol and catalyzer metatitanic acid four butyl esters are added by a certain percentage in esterifying kettle and carry out esterification, temperature of reaction is 160 ℃～205 ℃, and when esterification, to distillate the amount of water be theoretical aquifer yield 95%～98% the time, and esterification finishes;
(2) oxidation inhibitor is added in the product of step (1), the polycondensation 1.5 hours of being reduced pressure under 240～245 ℃, the condition of 30～50Pa, can obtain laundry-resistant polyester hot-melt adhesive product;
The mixture that described diprotic acid is terephthalic acid, m-phthalic acid, sebacic acid and hexanodioic acid;
The mixture that described dibasic alcohol is 1,3-PD, dipropylene glycol and glycol ether;
The ratio of the mole number of described diprotic acid and dibasic alcohol is 1:1.50;
The mol ratio of described terephthalic acid and m-phthalic acid is 1:0.15～0.30;
The mol ratio of described terephthalic acid and sebacic acid is 1:0.30～0.50;
The mol ratio of described terephthalic acid and hexanodioic acid is 1:0.20～0.55;
The mol ratio of described dipropylene glycol and glycol ether is 1:0.40～0.82;
The mol ratio of described dipropylene glycol and 1,3-PD is 1:0.20～0.47;
Described oxidation inhibitor is selected from a kind of of triphenyl phosphite, irgasfos 168 and antioxidant 1010;
The quality of described catalyzer metatitanic acid four butyl esters is 0.06～0.10% of diprotic acid total mass.
The quality of described oxidation inhibitor is 0.20～0.36% of diprotic acid total mass.
Innovation of the present invention is that synthesizing a kind of fusing point is 90～105 ℃ by specific composition of raw materials design, laundry-resistant copolyester hot melt adhesive, and this glue is bonding for textile product, has good wash durability and stripping strength.
Performance test
In following examples and Comparative Examples, the performance test standard of each product is respectively: fusing point is tested with reference to international standard ISO 11357, and peel strength test is with reference to standard GB/T 11402-1989, and method for washing is with reference to standard GB/T/T8629-2001.
Embodiment
Embodiment 1
By terephthalic acid 166.00g(1.00mol), terephthalic acid 24.90g(0.15mol), hexanodioic acid 73.00g(0.50mol), sebacic acid 70.70g(0.35mol), dipropylene glycol 201.00g(1.50mol), glycol ether 95.40g(0.90mol), 1, ammediol 45.60g(0.60mol), tetrabutyl titanate 0.20g, add in the 1L reactor.This reactor is equipped with stirring, temp measuring system, rectifying column and reflux condensing tube, open and stir after progressively being warming up to 100 ℃, when temperature approaches 160 ℃, start to have water to distillate, 96～100 ℃ of recovered temperatures, continue to be warming up to 205 ℃ of left and right, 95% esterification when above that reaches theoretical value until aquifer yield finishes.
Add triphenyl phosphite 0.80g, the polycondensation of being reduced pressure, progressively improve temperature to 240 ℃ again, insulation; Pressure in reactor is decreased to 30Pa gradually, and maintains 1.5 hours, can complete polycondensation.Logical nitrogen, remove vacuum, and discharging while hot, to cold water, obtains white adhesive tape, then is cut into micelle, through freezing and pulverizing, obtains product P 1.Recording its DSC fusing point is 105 ℃, carries out making and the test of Re Rong Nian Cun according to above-mentioned standard, and obtaining stripping strength rate of loss after 40 ℃ of washings is that after 4.2%, 60 ℃ of washing, the stripping strength rate of loss is 10.1%.
Embodiment 2
By terephthalic acid 166.00g(1.00mol), terephthalic acid 33.20g(0.20mol), hexanodioic acid 65.70g(0.45mol), sebacic acid 70.70g(0.35mol), dipropylene glycol 241.20g(1.80mol), glycol ether 89.04g(0.84mol), 1, ammediol 27.36g(0.36mol), tetrabutyl titanate 0.27g, add in the 1L reactor.This reactor is equipped with stirring, temp measuring system, rectifying column and reflux condensing tube, open and stir after progressively being warming up to 100 ℃, when temperature approaches 160 ℃, start to have water to distillate, 96～100 ℃ of recovered temperatures, continue to be warming up to 205 ℃ of left and right, 95% esterification when above that reaches theoretical value until aquifer yield finishes.
Add triphenyl phosphite 0.87g, the polycondensation of being reduced pressure, progressively improve temperature to 242 ℃ again, insulation; Pressure in reactor is decreased to 30Pa gradually, and maintains 1.5 hours, can complete polycondensation.Logical nitrogen, remove vacuum, and discharging while hot, to cold water, obtains white adhesive tape, then is cut into micelle, through freezing and pulverizing, obtains product P 2.Recording its DSC fusing point is 100 ℃.Carry out making and the test of Re Rong Nian Cun according to above-mentioned standard, obtaining stripping strength rate of loss after 40 ℃ of washings is that after 4.2%, 60 ℃ of washing, the stripping strength rate of loss is 9.8%.
Embodiment 3
By terephthalic acid 166.00g(1.00mol), terephthalic acid 41.50g(0.25mol), hexanodioic acid 58.40g(0.40mol), sebacic acid 60.60g(0.30mol), dipropylene glycol 201.00g(1.50mol), glycol ether 87.45g(0.825mol), 1, ammediol 45.60g(0.60mol), tetrabutyl titanate 0.33g, add in the 1L reactor.This reactor is equipped with stirring, temp measuring system, rectifying column and reflux condensing tube, open and stir after progressively being warming up to 100 ℃, when temperature approaches 160 ℃, start to have water to distillate, 96～100 ℃ of recovered temperatures, continue to be warming up to 205 ℃ of left and right, 95% esterification when above that reaches theoretical value until aquifer yield finishes.
Add triphenyl phosphite 0.98g, the polycondensation of being reduced pressure, progressively improve temperature to 245 ℃ again, insulation; Pressure in reactor is decreased to 30Pa gradually, and maintains 1.5 hours, can complete polycondensation.Logical nitrogen, remove vacuum, and discharging while hot, to cold water, obtains white adhesive tape, then is cut into micelle, through freezing and pulverizing, obtains product P 3.Recording its DSC fusing point is 97 ℃.Carry out making and the test of Re Rong Nian Cun according to above-mentioned standard, obtaining stripping strength rate of loss after 40 ℃ of washings is that after 4.5%, 60 ℃ of washing, the stripping strength rate of loss is 10.3%.
Embodiment 4
By terephthalic acid 166.00g(1.00mol), terephthalic acid 29.88g(0.18mol), hexanodioic acid 29.20g(0.20mol), sebacic acid 84.84g(0.42mol), dipropylene glycol 201.00g(1.50mol), glycol ether 63.60g(0.60mol), 1, ammediol 45.60g(0.60mol), tetrabutyl titanate 0.22g, add in the 1L reactor.This reactor is equipped with stirring, temp measuring system, rectifying column and reflux condensing tube, open and stir after progressively being warming up to 100 ℃, when temperature approaches 160 ℃, start to have water to distillate, 96～100 ℃ of recovered temperatures, continue to be warming up to 205 ℃ of left and right, 95% esterification when above that reaches theoretical value until aquifer yield finishes.
Add triphenyl phosphite 0.87g, the polycondensation of being reduced pressure, progressively improve temperature to 240 ℃ again, insulation; Pressure in reactor is decreased to 30Pa gradually, and maintains 1.5 hours, can complete polycondensation.Logical nitrogen, remove vacuum, and discharging while hot, to cold water, obtains white adhesive tape, then is cut into micelle, through freezing and pulverizing, obtains product P 4.Recording its DSC fusing point is 93 ℃.Carry out making and the test of Re Rong Nian Cun according to above-mentioned standard, obtaining stripping strength rate of loss after 40 ℃ of washings is that after 3.9%, 60 ℃ of washing, the stripping strength rate of loss is 9.8%.
Comparative Examples 1
By terephthalic acid 166.00g(1.00mol), terephthalic acid 66.40g(0.40mol), hexanodioic acid 87.60g(0.60mol), sebacic acid 40.40g(0.20mol), dipropylene glycol 201.00g(1.50mol), glycol ether 82.68g(0.78mol), 1, ammediol 77.52g(1.02mol), tetrabutyl titanate 0.29g, add in the 1L reactor.This reactor is equipped with stirring, temp measuring system, rectifying column and reflux condensing tube, open and stir after progressively being warming up to 100 ℃, when temperature approaches 160 ℃, start to have water to distillate, 96～100 ℃ of recovered temperatures, continue to be warming up to 205 ℃ of left and right, 95% esterification when above that reaches theoretical value until aquifer yield finishes.
Add triphenyl phosphite 0.79g, the polycondensation of being reduced pressure, progressively improve temperature to 243 ℃ again, insulation; Pressure in reactor is decreased to 30Pa gradually, and maintains 1.5 hours, can complete polycondensation.Logical nitrogen, remove vacuum, and discharging while hot, to cold water, obtains white adhesive tape, then is cut into micelle, through freezing and pulverizing, obtains products C 1.Recording its DSC fusing point is 150 ℃.Carry out making and the test of Re Rong Nian Cun according to above-mentioned standard, obtaining stripping strength rate of loss after 40 ℃ of washings is that after 12.2%, 60 ℃ of washing, the stripping strength rate of loss is 26.7%.
Claims (3)
1. the preparation method of the water-fastness polyester hot-melt adhesive of low melting point, is characterized in that, comprises the steps:
(1) diprotic acid and dibasic alcohol and catalyzer metatitanic acid four butyl esters are added by a certain percentage in esterifying kettle and carry out esterification, temperature of reaction is 160 ℃～205 ℃, and when esterification, to distillate the amount of water be theoretical aquifer yield 95%～98% the time, and esterification finishes;
(2) oxidation inhibitor is added in the product of step (1), the polycondensation 1.5 hours of being reduced pressure under 240～245 ℃, the condition of 30～50Pa, can obtain laundry-resistant polyester hot-melt adhesive product;
The mixture that described diprotic acid is terephthalic acid, m-phthalic acid, sebacic acid and hexanodioic acid;
The mixture that described dibasic alcohol is 1,3-PD, dipropylene glycol and glycol ether;
The ratio of the mole number of described diprotic acid and dibasic alcohol is 1:1.50;
The mol ratio of described terephthalic acid and m-phthalic acid is 1:0.15～0.30;
The mol ratio of described terephthalic acid and sebacic acid is 1:0.30～0.50;
The mol ratio of described terephthalic acid and hexanodioic acid is 1:0.20～0.55;
The mol ratio of described dipropylene glycol and glycol ether is 1:0.40～0.82;
The mol ratio of described dipropylene glycol and 1,3-PD is 1:0.20～0.47;
Described oxidation inhibitor is selected from a kind of in triphenyl phosphite, irgasfos 168 and antioxidant 1010.
2. method according to claim 1, is characterized in that, the quality of described catalyzer metatitanic acid four butyl esters is 0.06～0.10% of diprotic acid total mass.
3. method according to claim 1, is characterized in that, the quality of described oxidation inhibitor is 0.20～0.36% of diprotic acid total mass.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN105348497A (en) * | 2015-12-07 | 2016-02-24 | 上海天洋热熔粘接材料股份有限公司 | Novel copolyster hot melt adhesive and preparation method thereof |
| CN107652420A (en) * | 2017-09-22 | 2018-02-02 | 昆山天洋热熔胶有限公司 | A kind of preparation method of biodegradable copolyester hot melt adhesive |
| CN109517563A (en) * | 2018-11-14 | 2019-03-26 | 金丽丹 | A kind of preparation method of heat-resisting low-melting point polyester hot melt adhesive |
| CN115073721A (en) * | 2022-07-22 | 2022-09-20 | 中国石油化工股份有限公司 | Composition for heavy metal-free crystalline low-melting-point polyester, and preparation method and application thereof |
| CN115232293A (en) * | 2022-07-14 | 2022-10-25 | 天津华新盈聚酯材料科技有限公司 | Low-melting-point polyester chip for producing milled hot melt adhesive and preparation method thereof |
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| CN101338023A (en) * | 2008-08-14 | 2009-01-07 | 浙江理工大学 | Low-melting-point copolyester and method for preparing same |
| CN101735437A (en) * | 2008-11-04 | 2010-06-16 | 中富(广汉)化工实业有限公司 | Copolyester with low melting point and synthesis method thereof |
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| CN101338023A (en) * | 2008-08-14 | 2009-01-07 | 浙江理工大学 | Low-melting-point copolyester and method for preparing same |
| CN101735437A (en) * | 2008-11-04 | 2010-06-16 | 中富(广汉)化工实业有限公司 | Copolyester with low melting point and synthesis method thereof |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN105348497A (en) * | 2015-12-07 | 2016-02-24 | 上海天洋热熔粘接材料股份有限公司 | Novel copolyster hot melt adhesive and preparation method thereof |
| US10501666B2 (en) | 2015-12-07 | 2019-12-10 | Shanghai Tianyang Hot Melt Adhesive Co., Ltd | Copolyester hot-melt adhesive and preparation method therefor |
| CN107652420A (en) * | 2017-09-22 | 2018-02-02 | 昆山天洋热熔胶有限公司 | A kind of preparation method of biodegradable copolyester hot melt adhesive |
| CN107652420B (en) * | 2017-09-22 | 2019-08-09 | 昆山天洋热熔胶有限公司 | A kind of preparation method of biodegradable copolyester hot melt adhesive |
| CN109517563A (en) * | 2018-11-14 | 2019-03-26 | 金丽丹 | A kind of preparation method of heat-resisting low-melting point polyester hot melt adhesive |
| CN115232293A (en) * | 2022-07-14 | 2022-10-25 | 天津华新盈聚酯材料科技有限公司 | Low-melting-point polyester chip for producing milled hot melt adhesive and preparation method thereof |
| CN115073721A (en) * | 2022-07-22 | 2022-09-20 | 中国石油化工股份有限公司 | Composition for heavy metal-free crystalline low-melting-point polyester, and preparation method and application thereof |
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Address after: 201802 Shanghai City, Jiading District Hui Ping Lu Nanxiang Town, No. 505 Patentee after: Tianyang New Material (Shanghai) Technology Co.,Ltd. Patentee after: Kunshan Tianyang New Material Co.,Ltd. Patentee after: EAST CHINA University OF SCIENCE AND TECHNOLOGY Address before: 201802 Shanghai City, Jiading District Hui Ping Lu Nanxiang Town, No. 505 Patentee before: SHANGHAI TIANYANG HOT MELT ADHESIVE Co.,Ltd. Patentee before: Kunshan Tianyang New Material Co.,Ltd. Patentee before: EAST CHINA University OF SCIENCE AND TECHNOLOGY |