CN110003464A - A kind of polyamide elastomer and preparation method thereof - Google Patents
A kind of polyamide elastomer and preparation method thereof Download PDFInfo
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- CN110003464A CN110003464A CN201910203431.0A CN201910203431A CN110003464A CN 110003464 A CN110003464 A CN 110003464A CN 201910203431 A CN201910203431 A CN 201910203431A CN 110003464 A CN110003464 A CN 110003464A
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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
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
- C08G69/265—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids from at least two different diamines or at least two different dicarboxylic acids
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
- C08G69/28—Preparatory processes
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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
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/48—Polymers modified by chemical after-treatment
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/13—Phenols; Phenolates
- C08K5/134—Phenols containing ester groups
- C08K5/1345—Carboxylic esters of phenolcarboxylic acids
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/20—Carboxylic acid amides
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- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Polyamides (AREA)
Abstract
The invention discloses a kind of polyamide elastomers and preparation method thereof.The preparation method includes the following steps: (1) in an inert atmosphere, pressure maintaining is carried out under high pressure after Long Carbon Chain Polyamide salt, nylon salt and end-capping reagent mixing, then the reaction was continued after pressure release to normal pressure；(2) polyethers, antioxidant and catalyst are added into the system of step (1), is reacted after heating up under inert atmosphere, then proceedes to heat up and vacuumize, the reaction was continued under vacuum condition to obtain the final product.The method that the present invention uses melt polycondensation, synthetic method is simple, relates generally to the operation such as temperature and pressure control；Hard section is combined using nylon66 fiber with Long Carbon Chain Polyamide simultaneously, the polyamide elastomeric materials hardness being prepared is higher, resilience is good, excellent in mechanical performance can be widely used in gear, tennis racket, bumper, football boot, electrical and electronic component etc. and require the higher field of hardness.
Description
Technical field
The present invention relates to a kind of polyamide elastomers and preparation method thereof, belong to high polymer copolymerization field.
Background technique
Polyamide elastomer is a kind of block type copolymer, is made of polyamide hard section and polyethers or polyester soft segment, is led to
The molecular weight of soft and hard segments, the relative amount of type and the two are overregulated, the different polyamide-based elastomer of performance can be obtained.It is poly-
Amide elastomer is the structure of microphase-separated at normal temperature, and soft and hard segments can be mutually mixed again under high temperature, and certain heat is presented and adds
Work performance.Wherein hard section assigns material excellent mechanical property, determines fusing point, density and chemical stability of elastomer etc., soft
Section imparting material is preferably elastic, determines low-temperature characteristics, hydrophily and antistatic property of elastomer etc..
Polyamide elastomer is due to haveing excellent performance, with the incomparable advantage of many materials, have become at present automobile,
The indispensable high added value material in the fields such as aerospace, sports goods, electric mechanical, permeability and separation, market demand
It is very big；But the product that this kind of elastomer currently on the market is mostly produced with Ube, the A Kema of France, Ying Chuandeng company, Germany
Based on board, price is relatively high, while the hard section of these elastomers is substantially based on PA11 and PA12, can PA11 and PA12
Relatively complicated, process operations difficulty is big etc. is synthesized, while the elastomer hardness produced is mostly in 25~72D range, high rigidity
Product it is relatively fewer, these factors limit its application.To meet the needs of polyamide elastomer is in terms of high rigidity, simultaneously
The elasticity of material can guarantee again, and it is necessary to provide a kind of method for preparing high rigidity polyamide elastane.
Summary of the invention
The object of the present invention is to provide a kind of polyamide elastomer and preparation method thereof, the elasticity of the polyamide elastomer
Well, hardness is higher.
The shore hardness of polyamide elastomer of the present invention is up to 50~85D.
The preparation method of polyamide elastomer provided by the present invention, includes the following steps:
(1) under an inert atmosphere, it is protected under high pressure after Long Carbon Chain Polyamide salt, nylon salt and end-capping reagent mixing
Pressure, then the reaction was continued after pressure release to normal pressure；
(2) polyethers, antioxidant and catalyst are added into the system of step (1), is carried out after heating up under inert atmosphere anti-
It answers, then proceed to heat up and vacuumizes, the reaction was continued under vacuum condition to get the polyamide elastomer is arrived.
In above-mentioned preparation method, the Long Carbon Chain Polyamide salt is the diamines and carbon atom for being 10~16 by carbon atom number
The salt that the diacid reactant that number is 10~18 obtains；
Specifically, the Long Carbon Chain Polyamide salt can for polyamide 1010 salt, 1012 salt of polyamide, 1014 salt of polyamide,
1214 salt of 1211 salt of polyamide, 1212 salt of polyamide or polyamide.
In above-mentioned preparation method, the end-capping reagent can be decanedioic acid, eleven carbon diacids, adipic acid, caproic acid, stearic acid
At least one of with benzoic acid.
In above-mentioned preparation method, the polyethers can be for selected from polyethylene glycol, polypropylene glycol, amino-terminated polyoxyethylene
At least one of alkene ether, amino-terminated polypropylene oxide ether and polytetrahydrofuran ether glycol, relative molecular weight be 250~
3000。
In above-mentioned preparation method, the antioxidant can be antioxidant 1010 and/or antioxidant 1098；
The catalyst can be butyl titanate and/or tetrabutyl zirconate.
In above-mentioned preparation method, in step (1), the condition of the pressure maintaining is as follows:
Pressure is 1.5~2.0MPa, and temperature is 210~230 DEG C, and the time is 1~2h；
The time of the reaction is 1~2h.
In above-mentioned preparation method, in step (2), 1~2h is reacted after being warming up to 230~240 DEG C, is then warming up to again
It 240~260 DEG C and vacuumizes；
The vacuum pressure of the vacuum condition is 0.05~5KPa；
The time reacted under the vacuum condition is 2~3h.
In above-mentioned preparation method, the additional amount of the end-capping reagent is the Long Carbon Chain Polyamide salt and the nylon salt
The 1~10% of gross mass, concretely 3.3~10%, 5.7~10%, 6.3~10%, 3.3%, 5.7%, 6.3% or
10%；
The molar ratio of the polyethers and the end-capping reagent is 1:1~1.02；
The additional amount of the antioxidant and the catalyst is the Long Carbon Chain Polyamide salt and the total matter of the nylon salt
Amount 0.5~5%, concretely 3~5%, 3.3~5%, 3.8~5%, 4.3~5%, 3.3%, 3.8%, 4.3% or
5%；
The mass ratio of the antioxidant and the catalyst can be 1:1~0.5, concretely 1:0.5 or 1:1.
The Long Carbon Chain Polyamide salt, the quality proportioning of the nylon salt and the polyethers are as follows, with total amount for 100%
Meter:
Long Carbon Chain Polyamide salt 30~70%；
Nylon salt 20~30%；
Polyethers 10~40%；
It is concretely following any:
1) Long Carbon Chain Polyamide salt 60%；
Nylon salt 20%；
Polyethers 20%；
2) Long Carbon Chain Polyamide salt 40%；
Nylon salt 30%；
Polyethers 30%；
3) Long Carbon Chain Polyamide salt 35%；
Nylon salt 25%；
Polyethers 20%；
4) Long Carbon Chain Polyamide salt 70%；
Nylon salt 20%；
Polyethers 10%.
The polyamide elastomer that the above method of the present invention is prepared also belongs to protection scope of the present invention.
The hardness of polyamide elastomer of the present invention can be according to the content of Long Carbon Chain Polyamide salt and nylon salt and polyethers
It adjusts, is suitably applied in the high region of hardness requirement.
The method that the present invention uses melt polycondensation, synthetic method is simple, relates generally to the operation such as temperature and pressure control；Together
When hard section combined with Long Carbon Chain Polyamide using nylon66 fiber, the polyamide elastomeric materials hardness being prepared is higher, resilience
Good, excellent in mechanical performance can be widely used in gear, tennis racket, bumper, football boot, electrical and electronic component etc. and require hardness
Higher field.
Specific embodiment
Experimental method used in following embodiments is conventional method unless otherwise specified.
The materials, reagents and the like used in the following examples is commercially available unless otherwise specified.
Embodiment 1,
The Nylon-1010 Salt and 20g nylon salt of 60g are added in a kettle, 16.2g decanedioic acid is then added, leads to nitrogen
The air in kettle is replaced, is warming up to 220 DEG C, the pressure maintaining 1h after pressure reaches 1.8MPa, then 1h is reacted in pressure release to normal pressure again；With
The polytetrahydrofuran ether glycol (relative molecular weight 250) of 20g is added afterwards, 2g antioxidant 1010 and 1g butyl titanate is added,
Air in logical nitrogen displacement kettle, is warming up to 240 DEG C of reaction 1.5h, is then warming up to 250 DEG C again and vacuumizes, in vacuum pressure
After reacting 3h under 2KPa, the elastomer that high rigidity polyamide 1010 is combined with nylon66 fiber is obtained, and discharge, tie rod, pelletizing are made
For sample 1, the performance test results are as shown in table 1.
Embodiment 2,
The Nylon 1012 salt and 30g nylon salt of 40g are added in a kettle, 1.46g adipic acid is then added, leads to nitrogen
The air in kettle is replaced, is warming up to 220 DEG C, the pressure maintaining 1h after pressure reaches 1.6MPa, then 1h is reacted in pressure release to normal pressure again；With
The polytetrahydrofuran ether glycol (relative molecular weight 3000) of 30g is added afterwards, 2g antioxidant 1098 and 1g tetrabutyl zirconate is added,
Air in logical nitrogen displacement kettle, is warming up to 240 DEG C of reaction 1.5h, is then warming up to 250 DEG C again and vacuumizes, in vacuum pressure
After reacting 3h under 2KPa, the elastomer that high rigidity polyamide 1012 is combined with nylon66 fiber is obtained, and discharge, tie rod, pelletizing are made
For sample 2, the performance test results are as shown in table 1.
Embodiment 3,
The nylon 1212 salt and 25g nylon salt of 35g are added in a kettle, 2.38g adipic acid is then added, leads to nitrogen
The air in kettle is replaced, is warming up to 210 DEG C, the pressure maintaining 1h after pressure reaches 2MPa, then 1h is reacted in pressure release to normal pressure again；Then
The amino-terminated polypropylene oxide ether (relative molecular weight 2500) of 40g is added, 1.5g antioxidant 1010 and 1.5g zirconium is added
Sour four butyl esters, lead to the air in nitrogen displacement kettle, are warming up to 230 DEG C of reaction 1.5h, are then warming up to 240 DEG C again and vacuumize,
After reacting 3h under vacuum pressure is 1KPa, the elastomer that high rigidity polyamide 1212 is combined with nylon66 fiber is obtained, and discharge, drawn
Item, pelletizing, as sample 3, the performance test results are as shown in table 1.
Embodiment 4,
1211 salt of nylon and 20g nylon salt of 70g are added in a kettle, 4.61g eleven carbon diacids is then added,
Air in logical nitrogen displacement kettle, is warming up to 210 DEG C, the pressure maintaining 1h after pressure reaches 2MPa, then pressure release to normal pressure is reacted again
1h；The polyethylene glycol (relative molecular weight 500) of 10g is then added, 2g antioxidant 1098 and 1g butyl titanate is added, leads to nitrogen
Air in gas displacement kettle is warming up to 230 DEG C of reaction 1.5h, is then warming up to 240 DEG C again and vacuumizes, be in vacuum pressure
After reacting 3h under 1KPa, the elastomer that high rigidity polyamide 1211 is combined with nylon66 fiber is obtained, and discharge, tie rod, pelletizing, as
Sample 4, the performance test results are as shown in table 1.
Comparative example 1,
It is prepared according to the step in embodiment 4, is only added without nylon salt, gained sample as a comparison sample 1.
The performance of 1 each sample of table
The polyamide elastomeric materials prepared by the present invention it can be seen from the data in table 1 not only can guarantee high hard
Degree, high intensity, and high elongation at break and higher heatproof temperature are maintained on this basis.
Example described above is only illustration of the invention, the substantial technological content being not intended to limit the invention
Range, it is any other people when not departing from contents of the present invention research range, related technical personnel repair to any made by this
Change, equivalent replacement, improvement etc., should all be included in the protection scope of the present invention.
Claims (10)
1. a kind of preparation method of polyamide elastomer, includes the following steps:
(1) in an inert atmosphere, pressure maintaining is carried out under high pressure after Long Carbon Chain Polyamide salt, nylon salt and end-capping reagent mixing, so
The reaction was continued after pressure release to normal pressure afterwards；
(2) polyethers, antioxidant and catalyst are added into the system of step (1), is reacted after heating up under inert atmosphere, so
Subsequent temperature of continuing rising simultaneously vacuumizes, and the reaction was continued under vacuum condition to get the polyamide elastomer is arrived.
2. preparation method according to claim 1, it is characterised in that: the Long Carbon Chain Polyamide salt is to be by carbon atom number
The salt that the diacid reactant that 10~16 diamines and carbon atom number is 10~18 obtains.
3. preparation method according to claim 2, it is characterised in that: the Long Carbon Chain Polyamide salt is polyamide 1010
Salt, 1012 salt of polyamide, 1014 salt of polyamide, 1214 salt of 1211 salt of polyamide, 1212 salt of polyamide or polyamide.
4. preparation method according to any one of claim 1-3, it is characterised in that: the end-capping reagent is decanedioic acid, ten
At least one of one carbon dicarboxylic acid, adipic acid, caproic acid, stearic acid and benzoic acid.
5. preparation method described in any one of -4 according to claim 1, it is characterised in that: the polyethers is polyethylene glycol, gathers
In propylene glycol, amino-terminated polyethylene glycol oxide ether, amino-terminated polypropylene oxide ether and polytetrahydrofuran ether glycol at least
One kind, relative molecular weight are 250~3000.
6. preparation method according to any one of claims 1-5, it is characterised in that: the antioxidant is antioxidant 1010
And/or antioxidant 1098；
The catalyst is butyl titanate and/or tetrabutyl zirconate.
7. preparation method according to claim 1 to 6, it is characterised in that: in step (1), the item of the pressure maintaining
Part is as follows:
Pressure is 1.5~2.0MPa, and temperature is 210~230 DEG C, and the time is 1~2h；
The time of the reaction is 1~2h.
8. preparation method described in any one of -7 according to claim 1, it is characterised in that: in step (2), it is warming up to 230~
1~2h is reacted after 240 DEG C, is then warming up to 240~260 DEG C again and is vacuumized；
The vacuum pressure of the vacuum condition is 0.05~5KPa；
The time reacted under the vacuum condition is 2~3h.
9. preparation method according to claim 1 to 8, it is characterised in that: the additional amount of the end-capping reagent is institute
State the 1~10% of Long Carbon Chain Polyamide salt and the nylon salt gross mass；
The molar ratio of the polyethers and the end-capping reagent is 1:1~1.02；
The additional amount of the antioxidant and the catalyst is the Long Carbon Chain Polyamide salt and the nylon salt gross mass
0.5~5%；
The Long Carbon Chain Polyamide salt, the quality proportioning of the nylon salt and the polyethers are as follows, are in terms of 100% by total amount:
Long Carbon Chain Polyamide salt 30~70%；
Nylon salt 20~30%；
Polyethers 10~40%.
10. the polyamide elastomer of any one of claim 1-9 the method preparation.
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Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110655794A (en) * | 2019-09-16 | 2020-01-07 | 北京化工大学 | Preparation method of high-hardness and high-transparency polyether amide permanent antistatic agent |
| CN111004389A (en) * | 2019-12-29 | 2020-04-14 | 无锡殷达尼龙有限公司 | Preparation method of polyamide elastomer |
| CN112280291A (en) * | 2020-09-30 | 2021-01-29 | 山东东辰瑞森新材料科技有限公司 | Preparation of temperature-resistant organic silicon nylon elastomer |
| CN112745498A (en) * | 2019-10-30 | 2021-05-04 | 中国石油化工股份有限公司 | Preparation method of polyamide elastomer |
| CN114249889A (en) * | 2020-09-25 | 2022-03-29 | 华润化学材料科技股份有限公司 | Polyamide elastomer and preparation method and application thereof |
| CN114395131A (en) * | 2022-02-08 | 2022-04-26 | 常州纺织服装职业技术学院 | Preparation of low-density high-molecular-weight degradable bio-based polyamide elastomer material |
| CN114908453A (en) * | 2022-04-20 | 2022-08-16 | 李宁（中国）体育用品有限公司 | Light breathable vamp fabric and light high-elastic fiber spinning process |
| WO2023025282A1 (en) * | 2021-08-27 | 2023-03-02 | 上海凯赛生物技术股份有限公司 | Odd-numbered carbon polyamide elastomer and preparation method therefor |
| CN115725074A (en) * | 2021-08-27 | 2023-03-03 | 上海凯赛生物技术股份有限公司 | Bio-based long carbon chain polyamide elastomer and preparation method thereof |
| CN115725068A (en) * | 2021-08-27 | 2023-03-03 | 上海凯赛生物技术股份有限公司 | Polyamide elastomer based on pentamethylene diamine and preparation method and application thereof |
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Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110655794A (en) * | 2019-09-16 | 2020-01-07 | 北京化工大学 | Preparation method of high-hardness and high-transparency polyether amide permanent antistatic agent |
| CN112745498A (en) * | 2019-10-30 | 2021-05-04 | 中国石油化工股份有限公司 | Preparation method of polyamide elastomer |
| CN111004389A (en) * | 2019-12-29 | 2020-04-14 | 无锡殷达尼龙有限公司 | Preparation method of polyamide elastomer |
| CN114249889A (en) * | 2020-09-25 | 2022-03-29 | 华润化学材料科技股份有限公司 | Polyamide elastomer and preparation method and application thereof |
| CN114249889B (en) * | 2020-09-25 | 2023-07-25 | 华润化学材料科技股份有限公司 | Polyamide elastomer and preparation method and application thereof |
| CN112280291A (en) * | 2020-09-30 | 2021-01-29 | 山东东辰瑞森新材料科技有限公司 | Preparation of temperature-resistant organic silicon nylon elastomer |
| WO2023025282A1 (en) * | 2021-08-27 | 2023-03-02 | 上海凯赛生物技术股份有限公司 | Odd-numbered carbon polyamide elastomer and preparation method therefor |
| CN115725074A (en) * | 2021-08-27 | 2023-03-03 | 上海凯赛生物技术股份有限公司 | Bio-based long carbon chain polyamide elastomer and preparation method thereof |
| CN115725068A (en) * | 2021-08-27 | 2023-03-03 | 上海凯赛生物技术股份有限公司 | Polyamide elastomer based on pentamethylene diamine and preparation method and application thereof |
| CN114395131A (en) * | 2022-02-08 | 2022-04-26 | 常州纺织服装职业技术学院 | Preparation of low-density high-molecular-weight degradable bio-based polyamide elastomer material |
| CN114908453A (en) * | 2022-04-20 | 2022-08-16 | 李宁（中国）体育用品有限公司 | Light breathable vamp fabric and light high-elastic fiber spinning process |
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