CN107325281A - A kind of heat-resisting polyetheramide elastomeric body material and preparation method thereof - Google Patents
A kind of heat-resisting polyetheramide elastomeric body material and preparation method thereof Download PDFInfo
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- CN107325281A CN107325281A CN201710675595.4A CN201710675595A CN107325281A CN 107325281 A CN107325281 A CN 107325281A CN 201710675595 A CN201710675595 A CN 201710675595A CN 107325281 A CN107325281 A CN 107325281A
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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
- C08G69/40—Polyamides containing oxygen in the form of ether groups
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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
- C08G81/00—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers
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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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/32—Phosphorus-containing compounds
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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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- 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/32—Phosphorus-containing compounds
- C08K2003/329—Phosphorus containing acids
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- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyamides (AREA)
Abstract
The present invention relates to a kind of heat-resisting polyetheramide elastomeric body material and preparation method thereof, belong to preparation and the production technical field of elastomeric material.It is by polyamide structure unit and the polyamide hard section and polyester soft segment block copolymer of polyether structure unit copolymerization；It is specific to be synthesized using one-step method or two step method.One-step method：Melting will be heated after polyamide hard section monomer, polyethers, mixing, according to different monomer of polyamide, can select to use solvent, preliminary polymerization can also be carried out under pressure, polymerization is then continued under vacuo and obtains high molecular weight.Or use two step method：First synthesizing polyamides hard section, is then mixed with polyethers again, and melt polymerization is carried out under certain temperature and vacuum.Polyetheramide elastomeric body of the present invention substantially increases heat resistance due to adding semi-aromatic nylon component, maintains existing polyetheramide elastomeric body flexibility and elasticity, extends application.
Description
Technical field
The present invention relates to a kind of heat-resisting polyetheramide elastomeric body material and preparation method thereof, belong to the preparation of elastomeric material
And production technical field.
Background technology
Polyetheramides analog thermoplastic elastomer is a kind of block copolymer, be by dystectic crystallinity polyamide hard section and
Amorphism or amorphous polyester or polyester soft segment composition.Their chemical composition, fragment length and between ratio determine
The physics and chemical property of such material.Polyamide elastomer intensity is high, high, the elastic good, proportion of toughness is low, resist bending is tired
Performance is good, anti-wear performance is good, low temperature performance well, can be widely applied to automobile, sporting goods, medical supplies, seal, machine
In terms of tool parts.
Current commercialized polyetheramide elastomeric body mainly has the Pebax XX33 series of products of French Arkema companies, moral
The Vestamid E series of products of Envonik companies of state, the XPA series of products of Japanese UBE companies.These products are all with Long carbon chain
Nylon 12 is as hard section, and PPG has splendid toughness, elasticity and cryogenic property, but be due to nylon as soft segment
12 fusing points are relatively low, and the application of above-mentioned elastomer in high temperature environments suffers from limitation, it is necessary to which it is further improved.
The content of the invention
The purpose of the present invention be overcome prior art weak point there is provided a kind of heat-resisting polyetheramide elastomeric body material and its
Preparation method.
Technical scheme, the invention provides a kind of polyetheramide elastomeric body.The material is by polyamide structure list
Member and polyether structure unit copolymerization are formed.Wherein, the mass fraction that content of polyether accounts for the copolymer is 85%-15%；Nylon
The mass fraction that content accounts for the copolymer is 15%-85%.
Polyamide structure unit is the low molecule amount copolymer nylon of carboxylic acid group's end-blocking, 200~3000g/ of molecular weight ranges
Mol, is formed by aliphatic long carbon chain nylon and semi-aromatic nylon copolymerization.The mass fraction of aliphatic long carbon chain nylon is
80%-50%；The mass fraction of semi-aromatic nylon is 20%-50%.
Aliphatic long carbon chain nylon is formed by Long carbon chain diamines and Long carbon chain diacid copolymerization.Semi-aromatic nylon is by Long carbon chain
Diamines and aromatic diacid are polymerized by Long carbon chain diacid and aromatic diamine.
Long carbon chain diamine is made up of bioanalysis or chemical method, and it, which is originated, to be oil, biological or its spin-off.Long carbon
Chain diamine includes but is not limited to decamethylene diamine, 11 carbon diamines, 12 carbon diamines, 13 carbon diamines, 14 carbon binary
Amine, 15 carbon diamines, 16 carbon diamines, 17 carbon diamines, DC18, preferably decamethylene diamine, 12 carbon two
Amine.
Long carbochain biatomic acid is made up of bioanalysis or chemical method, its originate can be but be not limited to oil or its derive production
Product.Long carbochain biatomic acid includes but is not limited to DC11, SL-AH, tridecanyldicarboxylic acid, 14 carbon binary
Acid, 15 carbon dicarboxylic acids, 16-dicarboxylic acid, DC17, DC18, preferably decanedioic acid, 12 carbon two
First acid.
Aromatic diacid is the diacid with phenyl ring, such as M-phthalic acid, terephthalic acid (TPA).It is preferred that terephthalic acid (TPA).
Aromatic diamine is the diamines with phenyl ring, such as m-xylene diamine, p dimethylamine.It is preferred that p dimethylamine.
Addition catalyst is needed to improve reaction speed in the course of the polymerization process.It is at that time to use with hydroxy-end capped polyethers
Containing titanium, zirconium, hafnium metal derivative, with M (OR)4, a kind of M represents above-mentioned metallic atom, and R can be represented with identical or different
Alkyl with 1-24 carbon atom, can be line style or side chain.As R includes methyl, ethyl, propyl group, isopropyl, butyl.
This kind of catalyst has Ti (OC2H5)4、Ti(OC3H7)4、Ti(OC4H9)4、Zr(OC2H5)4、Zr(OC4H9)4、Zr(OC6H13)4.It is preferred that
Butyl titanate.When the polyethers blocked using amido is to use the compound containing phosphorus atoms, such as phosphoric acid, phosphorous acid, hypophosphorous acid, secondary
Sodium phosphate, triphenyl phosphite.Preferably phosphoric acid.The mass ratio of polymer and catalyst is 100:(0.01-0.5), preferably 100:
(0.05-0.2), more preferably 100:(0.05-0.01).
Antioxidant can also be added in the course of the polymerization process when preventing thermal degradation and heating to change colour, such as Irganox
1098th, Irganox 1010, Irganox 1076, Irganox 1135, Irganox 1222 etc..It is preferred that Irganox 1098.
The mass ratio of polymer and antioxidant is 100:(0.01-0.5), preferably 100:(0.05-0.2), more preferably 100:(0.05-
0.01)。
Polyetheramide elastomeric body of the present invention can be synthesized using one-step method or two step method.One-step method：Will be poly-
Melting is heated after acid amides hard section monomer, polyethers, mixing, according to different monomer of polyamide, can select to use solvent, can also
Preliminary polymerization is carried out under pressure, and polymerization is then continued under vacuo and obtains high molecular weight.Or use two
Footwork：First synthesizing polyamides hard section, is then mixed with polyethers again, and melt polymerization is carried out under certain temperature and vacuum.
Polymerization temperature can preferably 260~300 DEG C, more preferably at 260~290 DEG C.
Beneficial effects of the present invention：Polyetheramide elastomeric body of the present invention is due to adding semi-aromatic nylon group
Point, heat resistance is substantially increased, existing polyetheramide elastomeric body flexibility and elasticity is maintained, extends and apply model
Enclose.
Embodiment
Hereinafter, the present invention is specifically described by embodiment, but the present invention is not limited in following embodiments.It is real
The evaluation method for applying example use is as follows：
(1) relative viscosity
Accurate weighing 1g polyamides, are added in 100ml 96% sulfuric acid, in 20-30 DEG C of stirring and dissolving.It is completely molten
Xie Hou, takes solution to be placed in Ubbelohde viscometer, after 25 DEG C of thermostats are placed 10 minutes, determines decrease speed (t).In addition,
Decrease speed (the t of the same sulfuric acid of measure 96%0).According to the following formula by t and t0Calculate relative viscosity.
Relative viscosity=t/t0
(2) mechanical performance
Melted in injection (mo(u)lding) machine, at a temperature of 30 DEG C of the fusing point higher than polyamide, in injection pressure
600kgf/cm2, injection time 1.0sec, obtain being injected into matrix under conditions of 100 DEG C of mold temperature.Obtained injection moulding
Piece is implemented at 25 DEG C after the annealing of 24 hours, and tests below has been carried out in the state of adiabatic drying.
Tensile strength, elongation at break are determined by ISO527-2 methods.Bending strength, bending modulus are surveyed by ISO178 methods
It is fixed.Izod notched impact strength is determined by ISO180 methods.
(3) fusing point
Using differential scanning calorimetry (DSC) (TI companies), 300 DEG C are warming up to 10 DEG C/min of programming rate in a nitrogen atmosphere,
Determine fusing point during sample heating.
Embodiment 1
By 3kg decanedioyls, 3.44kg decamethylene diamines, 1.66kg terephthalic acid (TPA)s, 5kg polyether diamines (molecular weight 600), 10kg
Deionized water, 10g antioxidant 1010s, 10g phosphorous acid adds reactor, and stirring is heated to 200 DEG C, pressure 1.5MPa is beaten
Begin to rehearse air valve, discharge vapor maintenance reaction kettle pressure 1.5MPa.After reaction 2 hours, air bleeding valve slowly release is opened, is allowed simultaneously
Reaction temperature is raised to 260 DEG C.After pressure is normal pressure in kettle, drain tap is closed, reactor is vacuumized.Vacuum 500Pa is maintained,
Reacted 2 hours at 250 DEG C of temperature, obtain polyetheramide elastomeric body.Product relative viscosity 2.2.
Embodiment 2
3kg dodecanedioic acids, 5kg decamethylene diamines, 3.32kg terephthalic acid (TPA)s, 10kg deionized waters are added into reactor, risen
Temperature rise pressure polymerization obtains the polyamide of low molecule amount.Then 6kg PTMG1000,12g butyl titanates, 16g antioxidant are added
1098, reacted 2 hours at a temperature of 300Pa vacuums and 280 DEG C, obtain polyetheramide elastomeric body, product relative viscosity 2.3.
Embodiment 3
3kg decanedioic acid, 0.86kg decamethylene diamines, 0.68kg p dimethylamines, 5kg deionized waters are added into reactor, heating
Boosting polymerization obtains low molecular polyamides.Then add 2kg PTMG1000,4g butyl titanates, 4g antioxidant 1098,
Reacted 4 hours at a temperature of 300Pa vacuums and 270 DEG C, obtain polyetheramide elastomeric body, product relative viscosity 2.4.
Embodiment 1-3 performances are as shown in table 1.
Table 1
According to upper table it can be seen that, polyetheramide elastomeric body of the invention has higher mechanical strength and excellent flexible
Property, while there is higher fusing point, it can be used for the occasion higher to heat resistant requirements.
The above-mentioned description to embodiment is that this hair is understood that and used for ease of those skilled in the art
It is bright.Person skilled in the art obviously easily can make various modifications to these embodiments, and described herein
General Principle is applied in other embodiment without passing through performing creative labour.Therefore, the invention is not restricted to above-described embodiment,
Those skilled in the art are according to the announcement of the present invention, and not departing from improvement and modification that scope made all should be in this hair
Within bright protection domain.
Claims (8)
1. a kind of heat-resisting polyetheramide elastomeric body material, it is characterized in that：By polyamide structure unit and polyether structure unit copolymerization
Polyamide hard section and polyester soft segment block copolymer；Wherein, the mass fraction that content of polyether accounts for the copolymer is
85%-15%；The mass fraction that nylon content accounts for the copolymer is 15%-85%.
2. heat-resisting polyetheramide elastomeric body material as claimed in claim 1, it is characterized in that：The polyamide structure unit is carboxylic acid
The low molecule amount copolymer nylon of base end-blocking, molecular weight ranges are 200 ~ 3000g/mol, by aliphatic long carbon chain nylon and semiaromatic
Race's nylon copolymerization is formed；Aliphatic long carbon chain nylon mass fraction is 50%-80%；The mass fraction of semi-aromatic nylon is 20%-
50%。
3. heat-resisting polyetheramide elastomeric body material as claimed in claim 2, it is characterized in that：The aliphatic long carbon chain nylon quality
Fraction is 50%-80%；The mass fraction of semi-aromatic nylon is 20%-50%.
4. heat-resisting polyetheramide elastomeric body material as claimed in claim 1, it is characterized in that：The polyamide structure unit is hydroxyl
The polyethers of end-blocking, specially polyethylene glycol, polypropylene glycol, polytetrahydrofuran diol or amino-terminated polyethers.
5. the preparation method of one of the claim 1-4 heat-resisting polyetheramide elastomeric body materials, it is characterized in that：Polyamide is hard
Duan Danti, polyethers, catalyst and antioxidant add reactor, wherein polyamide hard section monomer and polyethers formation polymer, gather
Compound：Catalyst：Antioxidant mass ratio is 100：0.01-0.5：0.01-0.5；Stir and be warming up to 185-200 DEG C, pressure
1.0-1.6MPa, opens air bleeding valve, discharges vapor maintenance reaction kettle pressure, and reaction is opened air bleeding valve after 1-3 hours and slowly unloaded
Pressure, while allowing reaction temperature to be raised to 260-300 DEG C；After pressure is normal pressure in kettle, drain tap is closed, reactor is vacuumized,
Maintain 300-500Pa pressure, 260-300 DEG C of temperature to continue to react 1-3 hours, obtain product polyetheramide elastomeric body.
6. the preparation method of one of the claim 1-4 heat-resisting polyetheramide elastomeric body materials, it is characterized in that：First by polyamides
Amine hard section monomer and water add reactor, and increasing temperature and pressure, 185-200 DEG C of temperature, pressure 1.0-1.5MPa, polymerization obtains low molecule
The polyamide hard section monomer of amount；Then polyethers, catalyst and antioxidant are added under 260 ~ 300 DEG C and 300-500Pa pressure
Carry out melt polymerization.
7. the preparation method of heat-resisting polyetheramide elastomeric body material as described in claim 5 or 6, it is characterized in that：Polymer：Catalysis
Agent：Antioxidant mass ratio is 100：0.05-0.2：0.05-0.2.
8. the preparation method of heat-resisting polyetheramide elastomeric body material as described in claim 5 or 6, it is characterized in that：Polymer：Catalysis
Agent：Antioxidant mass ratio is 100：0.05-0.1：0.05-0.1.
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109988300A (en) * | 2019-03-18 | 2019-07-09 | 军事科学院系统工程研究院军需工程技术研究所 | A kind of super-low-hardness Long Carbon Chain Polyamide elastomer and preparation method thereof |
| CN110016134A (en) * | 2019-03-18 | 2019-07-16 | 军事科学院系统工程研究院军需工程技术研究所 | A kind of lasting uvioresistant poly amide elastomer and preparation method thereof |
| CN110655646A (en) * | 2019-09-16 | 2020-01-07 | 北京化工大学 | Preparation method of long carbon chain nylon elastomer |
| CN111004504A (en) * | 2019-12-29 | 2020-04-14 | 无锡殷达尼龙有限公司 | Reinforced nylon elastomer composite material and preparation method thereof |
| CN111041592A (en) * | 2019-11-06 | 2020-04-21 | 浙江恒澜科技有限公司 | Preparation method of semi-aromatic polyether amide elastomer fiber |
| CN111171313A (en) * | 2020-02-28 | 2020-05-19 | 万华化学集团股份有限公司 | Preparation method of nylon elastomer free of oligomer precipitation and nylon elastomer |
| CN112480397A (en) * | 2020-10-30 | 2021-03-12 | 山东广垠新材料有限公司 | High-performance polyamide elastomer material and preparation method thereof |
| 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 |
| CN115093700A (en) * | 2022-07-04 | 2022-09-23 | 华润化学材料科技股份有限公司 | Nylon elastomer material and preparation method thereof |
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| CN111041592A (en) * | 2019-11-06 | 2020-04-21 | 浙江恒澜科技有限公司 | Preparation method of semi-aromatic polyether amide elastomer fiber |
| CN111041592B (en) * | 2019-11-06 | 2022-07-08 | 浙江恒逸石化研究院有限公司 | Preparation method of semi-aromatic polyether amide elastomer fiber |
| CN111004504A (en) * | 2019-12-29 | 2020-04-14 | 无锡殷达尼龙有限公司 | Reinforced nylon elastomer composite material and preparation method thereof |
| CN111171313A (en) * | 2020-02-28 | 2020-05-19 | 万华化学集团股份有限公司 | Preparation method of nylon elastomer free of oligomer precipitation and nylon elastomer |
| CN111171313B (en) * | 2020-02-28 | 2022-07-12 | 万华化学集团股份有限公司 | Preparation method of nylon elastomer free of oligomer precipitation and nylon elastomer |
| CN112480397A (en) * | 2020-10-30 | 2021-03-12 | 山东广垠新材料有限公司 | High-performance polyamide elastomer material and preparation method thereof |
| CN115093700A (en) * | 2022-07-04 | 2022-09-23 | 华润化学材料科技股份有限公司 | Nylon elastomer material and preparation method thereof |
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Application publication date: 20171107 |