CN103709612A - Ultraviolet light-resistant thermoplastic polyester elastomer and its preparation method and use - Google Patents
Ultraviolet light-resistant thermoplastic polyester elastomer and its preparation method and use Download PDFInfo
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Abstract
The invention belongs to the technical field of thermoplastic polyester elastomers and discloses an ultraviolet light-resistant thermoplastic polyester elastomer and its preparation method and use. The ultraviolet light-resistant thermoplastic polyester elastomer comprises, by weight, 100 parts of a thermoplastic polyester, 0-0.4 parts of a phenol anti-oxidant, 0-0.4 parts of an amine anti-oxidant, 0.1-0.4 parts of a sulfur compound and 0.1-0.3 parts of a hindered amine ultraviolet stabilizing agent. Through synergism of the anti-oxidants and the stabilizing agent and through use of the sulfur compound as an anti-oxidant assistant, material yellowing resistance is improved effectively so that effects of resisting heat, ultraviolet and yellowing are obtained. The preparation method improves heat resistance and ultraviolet light resistance of the ultraviolet light-resistant thermoplastic polyester elastomer and improves hydrothermal patience and yellowing resistance of the ultraviolet light-resistant thermoplastic polyester elastomer. In the premise of no use of carbon black, good ultraviolet resistance is obtained so that the ultraviolet light-resistant thermoplastic polyester elastomer can be used in a light color product.
Description
Technical field
The invention belongs to thermoplastic polyester elastomer technical field, particularly thermoplastic polyester elastomer of a kind of ultraviolet resistance and its preparation method and application.
Background technology
Thermoplastic polyester elastomer has the elasticity of rubber, and outstanding physical strength, good rebound resilience and the broad over-all propertieies such as use temperature, be widely used in fields such as automotive part, flexible pipe, electric wire, stationery sports goodss.
Thermoplastic polyester elastomer is to take polybutylene terephthalate as hard section, and polytetrahydrofuran is the segmented copolymer of soft section.Easily aging under high temperature and uviolizing condition.Conventionally by adding phenols and/or amine antioxidants, UV light stabilizing agent and carbon black, improve the stability of thermoplastic polyester elastomer.Adding of carbon black causes goods to be black, limited its application in light goods.If do not use carbon black, goods are under UV-irradiation, and surface color can deepen, and affects the outward appearance of goods.
Summary of the invention
In order to overcome the shortcoming and deficiency of above-mentioned prior art, primary and foremost purpose of the present invention is to provide a kind of thermoplastic polyester elastomer of ultraviolet resistance.
Another object of the present invention is to provide the preparation method of the thermoplastic polyester elastomer of above-mentioned ultraviolet resistance.
The application of the thermoplastic polyester elastomer that still a further object of the present invention is to provide above-mentioned ultraviolet resistance in automotive part, electric wire and stationery sports goods.
Object of the present invention realizes by following proposal:
A thermoplastic polyester elastomer for ultraviolet resistance, the component that comprises following weight part meter:
Described thermoplastic polyester refers to polybutylene terephthalate-co-polytetrahydrofuran multipolymer.
Preferably, in described polybutylene terephthalate-co-polytetrahydrofuran multipolymer, the content of polytetrahydrofuran is 25～60wt%.
More preferably, described polytetrahydrofuran refer to molecular weight be 1000 and the molecular weight polytetrahydrofuran that is 2000 at least one.
Described phenolic antioxidant refers to two (3,5-di-tert-butyl-hydroxy phenyl propionyl) hydrazine, β-(4-hydroxyl-3,5-di-tert-butyl-phenyl) the positive octadecyl ester of propionic acid, N, N '-hexa-methylene two (3,5-di-t-butyl-4-hydroxybenzene propionic acid amide), 1,3,5-trimethylammonium-2,4,6-tri--(4 '-hydroxyl-3 ', 5 '-di-t-butyl benzyl) benzene, 1,3,5-tri-(3,5-di-tert-butyl-4-hydroxyl benzyl) guanamine, 4,6-(1H, 3H, 5H) at least one in triketone and isocyanuric acid (3,5-di-tert-butyl-4-hydroxyl benzyl ester).
Described amine antioxidants refers to N, N '-bis--betanaphthyl-Ursol D, N-phenyl-a-naphthylamine, 4,4 '-bis-(alpha, alpha-dimethylbenzyl) pentanoic, N, at least one in N '-diphenyl-para-phenylene diamine.
Preferably, in the structure of described amine antioxidants, nitrogen-atoms is directly connected with phenyl ring.
Described sulphur compounds refers at least contain the monothioester of two propionic esters, as at least one in Tyox B, thio-2 acid two (13) ester, thio-2 acid two (14) ester, thio-2 acid two (18) ester.
In order to obtain better effect, preferably, in the structure of described sulphur compounds, β-C atom of two propionic esters is by the former sub-connection of S.
Described hindered amine UV stabilizer refers at least one in TINUVIN144 and TINUVIN622.
The present invention also provides the preparation method of the thermoplastic polyester elastomer of above-mentioned ultraviolet resistance, comprises following concrete steps:
Dimethyl terephthalate (DMT), 1,4-butyleneglycol, polytetrahydrofuran, catalyst Ti acid esters mix, esterification, polycondensation obtain thermoplastic polyester, mix with phenolic antioxidant, amine antioxidants, sulphur compounds and hindered amine UV light stabilizing agent again, obtain the thermoplastic polyester elastomer of ultraviolet resistance;
Or dimethyl terephthalate (DMT), 1,4-butyleneglycol, polytetrahydrofuran, catalyst Ti acid esters mix, esterification, then mix with phenolic antioxidant, amine antioxidants, sulphur compounds and hindered amine UV light stabilizing agent, polycondensation, obtains the thermoplastic polyester elastomer of ultraviolet resistance.
The reaction conditions of described esterification is to react 1～3h at 180～210 ℃.
The reaction conditions of described polycondensation is to react 2～4h at 220～250 ℃.
The thermoplastic polyester elastomer of above-mentioned ultraviolet resistance can be used for the fields such as automotive part, electric wire and stationery sports goods.
Mechanism of the present invention is:
Use separately phenols or amine antioxidants, can play heat-resisting effect, xanthochromia performance and resistance to ultraviolet ability can not improve; Use hindered amine UV light stabilizing agent can improve uvioresistant ability, resistance toheat can not improve; The present invention utilizes the synergy of oxidation inhibitor and stablizer, utilizes sulphur compounds as auxiliary antioxidant, can effectively improve the resistance to xanthochromia ability of material, thereby reaches the effect of heat-resisting, resistance to ultraviolet, resistance to xanthochromia.In amount ranges of the present invention, the various performance parameters of thermoplastic polyester elastomer can reach ideal role, when each amounts of components, lower than lower, prescribes a time limit, and heat-resisting, the resistance to ultraviolet of thermoplastic polyester elastomer, the anti-yellowing property that obtain do not reach desirable effect; When each amounts of components in limited time can cause system unstable higher than upper, cause as the separating out of stablizer etc., and reduce the mechanical property of material.
The present invention, with respect to prior art, has following advantage and beneficial effect:
(1) the present invention has not only improved thermotolerance and the ultraviolet resistance ability of thermoplastic polyester elastomer, also can improve its heat-resisting outlet capacity and anti-yellowing property simultaneously.
(2) the present invention is not adding under the prerequisite of carbon black, obtains good uvioresistant ability effect, and the thermoplastic polyester elastomer obtaining be can be applicable in light-coloured prods.
Embodiment
Below in conjunction with embodiment, the present invention is described in further detail, but embodiments of the present invention are not limited to this.
Testing method:
Limiting viscosity: the phenol/orthodichlorobenzene (60/40wt/wt) of take is solvent, and probe temperature is 25 ℃, and Ubbelohde viscometer records;
Mechanical property is tested according to GB/T1040;
Xanthochromia index: produce ce7000 type color measurement instrument with X. Rite Inc. and measure.Get the sample test of 140 ℃ of thermal ageings after 72 hours.B value is less, shows that anti-yellowing property is better.
Resistance toheat: mechanical stretch batten is placed in baking oven, carries out thermal ageing at 140 ℃.By tensile strength, drop to the time t of green strength 50%
1represent resistance toheat.T
1be worth greatlyr, show that resistance toheat is better.
Hydrolysis ability: mechanical stretch batten is immersed in the distilled water of boiling, drops to 50% time t of green strength by tensile strength
2represent hydrolysis ability.T
2be worth greatlyr, show that hydrolysis ability is stronger.
Ultraviolet-resistant performance: mechanical stretch batten is placed in ultraviolet ageing case, and at 65 ℃, relative humidity is 65%, and irradiance is 0.55W/m
2under@340nm condition, carry out ultraviolet light and aging, by tensile strength, decline and cause the time t of green strength 50%
3represent ultraviolet-resistant performance.T
3be worth greatlyr, show that ultraviolet-resistant performance is stronger
In the following example, Material Source used can be purchased available material on market, wherein:
Terephthalic acid: raise sub-petrochemical industry and produce, fibre-grade.
Dimethyl terephthalate (DMT): Japanese Supreme Being people produces, top grade product.
BDO: Shanxi is three-dimensional produces, top grade product.
Polytetrahydrofuran 1000:PTG company produces.
Polytetrahydrofuran 2000:PTG company produces.
Isopropyl titanate: commercially available analytical pure.
Phenolic antioxidant, amine antioxidants, sulphur compounds are commercially available analytical pure.
TINUVIN144, TINUVIN622 are BASF AG's product.
Embodiment 1: the preparation of the thermoplastic polyester elastomer of ultraviolet resistance
By dimethyl terephthalate (DMT) 1.94Kg, 1,4-butyleneglycol 1.8Kg, polytetrahydrofuran 20001.5Kg drop in reactor, with nitrogen replacement, fall after the air in reactor, be warming up to 170 ℃, after dimethyl terephthalate (DMT) melts completely, add isopropyl titanate 3g, be warming up to gradually 180 ℃ and carry out esterification.Wait the methyl alcohol slipping out, reach after 640g, add two (3,5-di-tert-butyl-hydroxy phenyl propionyl) hydrazine 7g, Tyox B 3.5g, TINUVIN1447g, and be warming up to gradually 250 ℃, reacting kettle inner pressure lower than 30Pa condition under, polyase 13 h.In reactor, be filled with high pure nitrogen, the mold pressing of melt per os is gone out by tie rod, pelletizing to obtain thermoplastic polyester elastomer, be labeled as P1.
Embodiment 2: the preparation of the thermoplastic polyester elastomer of ultraviolet resistance
By dimethyl terephthalate (DMT) 1.94Kg, 1,4-butyleneglycol 1.8Kg, polytetrahydrofuran 10001.0Kg drop in reactor, with nitrogen replacement, fall after the air in reactor, be warming up to 170 ℃, after dimethyl terephthalate (DMT) melts completely, add isopropyl titanate 3g, be warming up to gradually 210 ℃ and carry out esterification.Wait the methyl alcohol slipping out, reach after 640g, and be warming up to gradually 245 ℃, reacting kettle inner pressure lower than 30Pa condition under, polyase 13 h.Add thio-2 acid two (18) ester 6g, N, N '-bis--betanaphthyl-Ursol D 6g, TINUVIN6223g is filled with high pure nitrogen in reactor, and the mold pressing of melt per os is gone out by tie rod, pelletizing to obtain thermoplastic polyester elastomer, is labeled as P2.
Embodiment 3: the preparation of the thermoplastic polyester elastomer of ultraviolet resistance
By thermoplastic polyester elastomer (wherein polytetrahydrofuran-1000 content is 25wt%) 10Kg, N, N '-hexa-methylene two (3,5-di-t-butyl-4-hydroxybenzene propionic acid amide) 40g, thio-2 acid two (13) ester 40g, TINUVIN14410g, TINUVIN62210g, mix in rear input twin screw extruder, at 200～235 ℃, extrude, the polyester elastomer after tie rod, pelletizing, be labeled as P3.
Embodiment 4: the preparation of the thermoplastic polyester elastomer of ultraviolet resistance
By thermoplastic polyester elastomer (wherein polytetrahydrofuran-2000 content is 60wt%) 10Kg, 4,4 '-bis-(α, α-dimethylbenzyl) pentanoic 40g, Tyox B 30g, TINUVIN62230g mixes in rear input twin screw extruder, at 200～235 ℃, extrude, the polyester elastomer after tie rod pelletizing, be labeled as P4.
Embodiment 5: the preparation of the thermoplastic polyester elastomer of ultraviolet resistance
Terephthalic acid 1.6Kg, BDO 2.7Kg are dropped in reactor, at 230 ℃, carry out esterification, the current output that question response generates reaches after 360g, adds polytetrahydrofuran 1000500g, polytetrahydrofuran 2000500g, be warming up to 250 ℃, at pressure, be less than polycondensation 3h under 30Pa condition, add 1,3,5-trimethylammonium-2,4,6-tri--(4 '-hydroxyl-3 ', 5 '-di-t-butyl benzyl) benzene 5g, thio-2 acid two (14) ester 12g, TINUVIN1449g.In reactor, be filled with high pure nitrogen, the mold pressing of melt per os is gone out by tie rod, pelletizing to obtain polyester elastomer, be labeled as P5.
Embodiment 6: the preparation of the thermoplastic polyester elastomer of ultraviolet resistance
By thermoplastic polyester elastomer (wherein polytetrahydrofuran-1000 content is 40wt%) 10Kg, N, N '-hexa-methylene two (3,5-di-t-butyl-4-hydroxybenzene propionic acid amide) 20g, two (α, α-dimethylbenzyl) pentanoic 20g, thio-2 acid two (13) ester 20g, TINUVIN62220g, mix in rear input twin screw extruder, at 200～235 ℃, extrude, the polyester elastomer after tie rod, pelletizing, be labeled as P6.
Comparative example 1
By dimethyl terephthalate (DMT) 1.94Kg, 1,4-butyleneglycol 1.8Kg, polytetrahydrofuran 20001.5Kg drop in reactor, with nitrogen replacement, fall after the air in reactor, be warming up to 170 ℃, after dimethyl terephthalate (DMT) melts completely, add isopropyl titanate 3g, be warming up to gradually 210 ℃ and carry out esterification.Wait the methyl alcohol slipping out, reach after 640g, and be warming up to gradually 250 ℃, reacting kettle inner pressure lower than 30Pa condition under, polyase 13 h.In reactor, be filled with high pure nitrogen, the mold pressing of melt per os is gone out by tie rod, pelletizing to obtain polyester elastomer, be labeled as Prf1.
Comparative example 2
By dimethyl terephthalate (DMT) 1.94Kg, 1,4-butyleneglycol 1.8Kg, polytetrahydrofuran 10001Kg drop in reactor, with nitrogen replacement, fall after the air in reactor, be warming up to 170 ℃, after dimethyl terephthalate (DMT) melts completely, add isopropyl titanate 3g, be warming up to gradually 210 ℃ and carry out esterification.Wait the methyl alcohol slipping out, reach after 640g, add two (3,5-di-tert-butyl-hydroxy phenyl propionyl) hydrazine 6g, N, N '-bis--betanaphthyl-Ursol D 3.3g, TINUVIN1442g is also warming up to 250 ℃ gradually, reacting kettle inner pressure lower than 30Pa condition under, polyase 13 h.In reactor, be filled with high pure nitrogen, the mold pressing of melt per os is gone out by tie rod, pelletizing to obtain polyester elastomer, be labeled as Prf2.
Comparative example 3
By thermoplastic polyester elastomer (wherein polytetrahydrofuran-1000 content is that 20wt%, polytetrahydrofuran-2000 content are 15%) 10Kg, N, N '-hexa-methylene two (3,5-di-t-butyl-4-hydroxybenzene propionic acid amide) 20g, two (α, α-dimethylbenzyl) pentanoic 20g, thio-2 acid two (13) ester 20g mix in rear input twin screw extruder, at 200～235 ℃, extrude, the polyester elastomer after tie rod, pelletizing, be labeled as Prf3.
The polyester elastomer that the thermoplastic polyester elastomer of the ultraviolet resistance that embodiment 1～6 is prepared and comparative example 1～3 prepare carries out performance measurement, the results are shown in Table 1.
The performance index of the thermoplastic polyester elastomer of table 1 ultraviolet resistance
| ? | Limiting viscosity/(dL/g) | B value | t 1/h | t 2/h | t 3/h |
| P1 | 1.58 | 9 | 570 | 710 | 480 |
| P2 | 1.56 | 7 | 540 | 740 | 490 |
| P3 | 1.64 | 4 | 640 | 760 | 470 |
| P4 | 1.59 | 6 | 630 | 800 | 500 |
| P5 | 1.62 | 5 | 560 | 750 | 520 |
| P6 | 1.60 | 3 | 650 | 810 | 510 |
| Prf1 | 1.59 | 30 | 16 | 200 | 100 |
| Prf2 | 1.64 | 20 | 360 | 580 | 420 |
| Prf3 | 1.63 | 8 | 500 | 700 | 140 |
As can be seen from Table 1, by having added after phenolic antioxidant, amine antioxidants, sulphur compounds and the composite use of hindered amine UV light stabilizing agent, the thermotolerance of thermoplastic polyester elastomer and ultraviolet-resistant performance improve, and hot water resistance can improve, and xanthochromia index (b value) declines.
Above-described embodiment is preferably embodiment of the present invention; but embodiments of the present invention are not restricted to the described embodiments; other any do not deviate from change, the modification done under spirit of the present invention and principle, substitutes, combination, simplify; all should be equivalent substitute mode, within being included in protection scope of the present invention.
Claims (10)
1. a thermoplastic polyester elastomer for ultraviolet resistance, is characterized in that the component that comprises following weight part meter:
2. the thermoplastic polyester elastomer of ultraviolet resistance according to claim 1, is characterized in that: described thermoplastic polyester refers to polybutylene terephthalate-co-polytetrahydrofuran multipolymer.
3. the thermoplastic polyester elastomer of ultraviolet resistance according to claim 2, is characterized in that: in described polybutylene terephthalate-co-polytetrahydrofuran multipolymer, the content of polytetrahydrofuran is 25～60wt%.
4. the thermoplastic polyester elastomer of ultraviolet resistance according to claim 1, it is characterized in that: described phenolic antioxidant refers to two (3, 5-di-tert-butyl-hydroxy phenyl propionyl) hydrazine, β-(4-hydroxyl-3, 5-di-tert-butyl-phenyl) the positive octadecyl ester of propionic acid, N, N '-hexa-methylene two (3, 5-di-t-butyl-4-hydroxybenzene propionic acid amide), 1, 3, 5-trimethylammonium-2, 4, 6-tri--(4 '-hydroxyl-3 ', 5 '-di-t-butyl benzyl) benzene, 1, 3, 5-tri-(3, 5-di-tert-butyl-4-hydroxyl benzyl) guanamine, 4, 6-(1H, 3H, 5H) triketone and isocyanuric acid (3, 5-di-tert-butyl-4-hydroxyl benzyl ester) at least one in.
5. the thermoplastic polyester elastomer of ultraviolet resistance according to claim 1, it is characterized in that: described amine antioxidants refers to N, N '-bis--betanaphthyl-Ursol D, N-phenyl-a-naphthylamine, 4,4 '-bis-(α, α-dimethylbenzyl) pentanoic and N, at least one in N '-diphenyl-para-phenylene diamine.
6. the thermoplastic polyester elastomer of ultraviolet resistance according to claim 1, is characterized in that: described sulphur compounds refers at least contain the monothioester of two propionic esters; Described hindered amine UV stabilizer refers at least one in TINUVIN144 and TINUVIN622.
7. the thermoplastic polyester elastomer of ultraviolet resistance according to claim 1, is characterized in that: described sulphur compounds refers at least one in Tyox B, thio-2 acid two (13) ester, thio-2 acid two (14) ester, thio-2 acid two (18) ester.
8. the thermoplastic polyester elastomer of ultraviolet resistance according to claim 1, is characterized in that: in the structure of described amine antioxidants, nitrogen-atoms is directly connected with phenyl ring; In the structure of described sulphur compounds, β-C atom of two propionic esters is by the former sub-connection of S.
9. according to a preparation method for the thermoplastic polyester elastomer of the ultraviolet resistance described in claim 1～8 any one, it is characterized in that comprising following concrete steps:
Dimethyl terephthalate (DMT), 1,4-butyleneglycol, polytetrahydrofuran, catalyst Ti acid esters mix, esterification, polycondensation obtain thermoplastic polyester, mix with phenolic antioxidant, amine antioxidants, sulphur compounds and hindered amine UV light stabilizing agent again, obtain the thermoplastic polyester elastomer of ultraviolet resistance;
Or dimethyl terephthalate (DMT), 1,4-butyleneglycol, polytetrahydrofuran, catalyst Ti acid esters mix, esterification, then mix with phenolic antioxidant, amine antioxidants, sulphur compounds and hindered amine UV light stabilizing agent, polycondensation, obtains the thermoplastic polyester elastomer of ultraviolet resistance;
The reaction conditions of described esterification is to react 1～3h at 180～210 ℃;
The reaction conditions of described polycondensation is to react 2～4h at 220～250 ℃.
10. the application in automotive part, electric wire and stationery sports goods field according to the thermoplastic polyester elastomer of the ultraviolet resistance described in claim 1～8 any one.
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| CN110452501A (en) * | 2019-07-29 | 2019-11-15 | 江阴爱科森博顿聚合体有限公司 | A kind of rail traffic TPEE backing material and its preparation process |
| CN113774507A (en) * | 2021-09-16 | 2021-12-10 | 东莞市博斯蒂新材料有限公司 | TPEE monofilament |
| CN114773798A (en) * | 2022-03-09 | 2022-07-22 | 上海金发科技发展有限公司 | High-impact long-acting yellowing-resistant PBT (polybutylene terephthalate) -reinforced flame-retardant composite material as well as preparation method and application thereof |
| CN115926127A (en) * | 2022-12-13 | 2023-04-07 | 东莞市汇泽实业有限公司 | Thermoplastic polyester elastomer composition and preparation method thereof |
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Cited By (6)
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| CN110452501A (en) * | 2019-07-29 | 2019-11-15 | 江阴爱科森博顿聚合体有限公司 | A kind of rail traffic TPEE backing material and its preparation process |
| CN113774507A (en) * | 2021-09-16 | 2021-12-10 | 东莞市博斯蒂新材料有限公司 | TPEE monofilament |
| CN114773798A (en) * | 2022-03-09 | 2022-07-22 | 上海金发科技发展有限公司 | High-impact long-acting yellowing-resistant PBT (polybutylene terephthalate) -reinforced flame-retardant composite material as well as preparation method and application thereof |
| CN114773798B (en) * | 2022-03-09 | 2024-03-15 | 上海金发科技发展有限公司 | High-impact long-acting yellowing-resistant PBT reinforced flame-retardant composite material and preparation method and application thereof |
| CN115926127A (en) * | 2022-12-13 | 2023-04-07 | 东莞市汇泽实业有限公司 | Thermoplastic polyester elastomer composition and preparation method thereof |
| CN115926127B (en) * | 2022-12-13 | 2024-04-16 | 东莞市汇泽实业有限公司 | Thermoplastic polyester elastomer composition and preparation method thereof |
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