CN108329687B - Polyamide resin composition and preparation method thereof - Google Patents
Polyamide resin composition and preparation method thereof Download PDFInfo
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- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
- C08L77/06—Polyamides derived from polyamines and polycarboxylic acids
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- C—CHEMISTRY; METALLURGY
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Abstract
The invention discloses a polyamide resin composition and a preparation method thereof. The polyamide resin composition comprises the following components in parts by weight: 15-60 parts of polyamide resin; 0.1-5 parts of metal salt compound; 35-80 parts of a ketone carbonyl polymer. The invention is selected from compounds containing repeating units derived from olefinic comonomers and ketone units derived from an alternating structure of repeating units derived from carbon monoxide, the ketone carbonyl content of the ketone carbonyl polymer being from 15% to 80% by weight, preferably from 30% to 80% by weight, and the number average molecular weight being greater than or equal to 1X 104Is less than or equal to 3X 105. The metal element of the metal salt compound is selected from at least one of main groups I-II and sub-groups I-II, wherein the anion paired with the metal ion is selected from at least one of halogen ion and acetate ion. The polyamide resin composition prepared by the invention has the advantages of excellent long-term thermal-oxidative aging resistance, excellent humidity and heat aging resistance under the conditions of 85 ℃ and 90% relative humidity, low cost and the like.
Description
Technical Field
the invention relates to the technical field of polymer chemistry, in particular to a polyamide resin composition and a preparation method thereof.
Background
Due to excellent mechanical properties, chemical resistance, processability and thermo-oxidative aging resistance, polyamides are commonly used in electronic and electric appliances and automotive industries which have severe requirements on working environments, wherein the polyamides are particularly commonly applied to the periphery of automotive engines. The need for high temperature resistance of materials is becoming more and more evident in the automotive field, based on the fact that the temperature in the peripheral regions of the motor vehicle engine is generally higher than 150 ℃, in particular in turbocharged induction engines, even at temperatures higher than 180 ℃ and even above 200 ℃. Since polyamide compositions are commonly used at such service temperatures, the mechanical properties after prolonged exposure are often reduced, a phenomenon known as heat aging. It is known in the art that the thermo-oxidative aging resistance of polyamide compositions can be improved by adding a thermal stabilizer, also referred to as an antioxidant, including copper salts, hindered phenols, polyaromatic amines, hindered amines, phosphites, thioesters, and the like, alone or in combination.
Chinese patent CN 105440646A discloses a thermo-oxidative aging resistant polyamide resin composition, which uses ketone carbonyl polymer and polyhydric alcohol as main functional components, has good thermal stability, and does not have precipitation whitening phenomenon after being treated for 7 days under the conditions of 85 ℃ and 85% relative humidity. However, the amount of the polyol added is large, and the cost is high. And, when it is treated under more severe test conditions (85 ℃ and 90% relative humidity) for 14 days, its thermo-oxidative aging resistance is gradually decreased, and is extended to 21 days, and it is found that its thermo-oxidative aging resistance is greatly decreased because it is inferior in long-term thermo-oxidative aging resistance under such conditions. Thus, the range of application thereof is limited.
Disclosure of Invention
In order to overcome the defects of the prior art, the invention mainly aims to provide a polyamide resin composition which has excellent long-term thermo-oxidative aging resistance, excellent long-term thermo-oxidative aging resistance under the conditions of 85 ℃ and 90% relative humidity and low cost, and a preparation method thereof.
The invention is realized by the following technical scheme:
The polyamide resin composition comprises the following components in parts by weight:
15-60 parts of polyamide resin;
0.1-5 parts of metal salt compound;
35-80 parts of ketone carbonyl polymer.
Preferably, the composition comprises the following components in parts by weight:
15-60 parts of polyamide resin;
0.5-5 parts of metal salt compound;
35-80 parts of ketone carbonyl polymer.
Said ketone carbonyl polymer is selected from the group consisting of compounds containing repeating units derived from an olefinic comonomer and ketone units derived from an alternating structure of repeating units derived from carbon monoxide; the olefinic comonomer is selected from one or more of ethylene, propylene, butene, hexene, octene, decene, dodecene, tetradecene, hexadecene and octadecene; preferably ethylene and/or propylene.
The ketone carbonyl content of the ketone carbonyl polymer is 15wt% to 80wt%, preferably 30wt% to 80wt%, as determined by elemental analysis, based on the total weight of the ketone carbonyl polymer.
The element analysis method for measuring the content of the ketone carbonyl group in the ketone carbonyl polymer comprises the following steps:
Separating and extracting the ketone carbonyl polymer from the polyamide resin composition by using a suitable solvent, wherein the suitable solvent is one or more of toluene, xylene, formic acid, acetic acid, methanol, N-butanol, chloroform, tetrahydrofuran, N-dimethylformamide and dimethyl sulfoxide, dissolving or swelling the polyamide resin composition to obtain a solution or precipitate of the ketone carbonyl polymer, dissolving the obtained solution or precipitate for multiple times and selectively carrying out reduced pressure rotary distillation to obtain a refined extract of the ketone carbonyl polymer;
Preparing a ketone carbonyl polymer solution with the concentration of 2mg/ml-10mg/ml by using one or more chromatographic grade solvents selected from toluene, xylene, formic acid, acetic acid, methanol, N-butyl alcohol, chloroform, tetrahydrofuran, N-dimethylformamide and dimethyl sulfoxide, filtering after fully dissolving, and removing bubbles from the solution and a mobile phase by ultrasonic waves; then, the prepared solution is subjected to element analysis method testing;
The carbon number can be measured by elemental analysisThe ratio of element, oxygen element and hydrogen element, wherein the oxygen element is derived from carbonyl oxygen, and the ratio is measured as omegaoxygenThe ketone carbonyl content of the ketone carbonyl polymer is calculated according to formula I:
ω=ωoxygen×MCO / MO Formula I
Wherein M isCOis a value of the molar mass of the ketocarbonyl group in grams per mole (g/mol) [ MCO=28.01]；
MOIs a value of the molar mass of oxygen atoms in grams per mole (g/mol) [ MO=15.99]。
wherein the ketone carbonyl polymer has a molecular weight of 1X 10 or more4Has a number average molecular weight of 3X 10 or less5the number average molecular weight of (2). When the number average molecular weight of the ketone carbonyl polymer is less than 1X 104the mechanical properties of the composition, in particular tensile strength, tensile modulus, flexural strength, flexural modulus, etc., are affected. When the number average molecular weight of the ketone carbonyl polymer is more than 3X 105the ultra-high molecular weight makes the viscosity too high during processing, which is not good for improving the mixing effect.
The metal element of the metal salt compound is selected from at least one of main groups I-II and auxiliary groups I-II, and the anion paired with the metal ion is selected from at least one of halogen ion, hydroxide ion, carbonate ion, nitrate ion, sulfate ion, bisulfate ion and acetate ion; preferably, the metal ions are selected from at least one of lithium ions, sodium ions, potassium ions, calcium ions, zinc ions and copper ions, and the anions are selected from at least one of halogen ions and acetate ions; more preferably, the metal ion is at least one selected from the group consisting of lithium ion and zinc ion, and the anion is at least one selected from the group consisting of chloride ion and acetate ion.
The polyamide resin is formed by gradually polycondensing diamine and dibasic acid, or ring-opening polymerization of lactam, or gradually polycondensing amino acid, or copolymerization of diamine, dibasic acid, lactam and amino acid; one or more selected from PA46, PA66, PA6, PA11, PA12, PA610, PA612, PA1010, PA1012, PA1212, PA4T, PA6T, PA9T, PA10T, PA6I, PAMXD6, PA6I, PA66/6, PA6/66 and PA6T/6I, PA 6T/66; preferably one or more of PA66, PA6, PA610, PA612, PA1010, PA11, PA12 and PA 66/6; more preferably, PA66, PA6, PA610, PA612 and PA1010 are used.
the polyamide resin composition also comprises 0-60 parts by weight of filler; the filler is at least one selected from fibrous fillers and non-fibrous fillers; the fibrous filler is at least one selected from glass fiber, carbon fiber, organic fiber, basalt fiber, bamboo fiber, hemp fiber, cellulose fiber and aramid fiber; the non-fibrous filler is at least one selected from the group consisting of alumina, carbon black, clay, zirconium phosphate, kaolin, calcium carbonate, copper, diatomaceous earth, graphite, mica, silica, titanium dioxide, zeolite, talc, wollastonite, glass beads and glass powder. The filler is at least one selected from glass chopped fibers with the diameter of 7-20 μm and glass long fibers with the diameter of 7-20 μm.
the polyamide resin composition also comprises 0-10 parts by weight of additives; the additive is at least one selected from a heat stabilizer, an antioxidant, a nucleating agent, an antistatic agent, a foaming agent, a lubricant, a plasticizer and a pigment.
The heat stabilizer is a copper-containing complex, more preferably a copper-containing complex of a halide and/or organic chelate of monovalent and/or divalent copper and a potassium halide, most preferably a copper-containing complex of monovalent copper iodide and potassium iodide.
the antioxidant includes a secondary aromatic amine, a hindered phenol, a phosphite, a thioester compound, and mixtures thereof.
More preferably, the secondary aromatic amine is 4,4' -bis (phenylisopropyl) diphenylamine (CAS: 10081-67-1).
More preferably, the hindered amine is poly { [6- [ (1,1,3, 3-tetramethylbutyl) amino ] ] -1,3, 5-triazine-2, 4-bis [ (2,2,6,6, -tetramethyl-piperidyl) imino ] -1, 6-hexamethylene [ (2,2,6, 6-tetramethyl-4-piperidyl) imino ] } (CAS: 70624-18-9).
More preferably, the hindered phenol is 1,1, 3-tris (2-methyl-4-hydroxy-5-tert-butylphenyl) butane (CAS: 1843-03-4), 1,3, 5-tris (3, 5-di-tert-butyl-4-hydroxybenzyl) isocyanuric acid (CAS: 27676-62-6), 4,4' -butylidenebis (6-tert-butylmetacresol) (CAS: 85-60-9), n-octadecyl beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionate (CAS: 2082-79-3), pentaerythrityl tetrakis [ beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionate ] (CAS: 6683-19-8), 3, 9-bis [1, at least one of 1-dimethyl-2- [ (3-tert-butyl-4-hydroxy-5-methylphenyl) propionyloxy ] ethyl ] -2,4,8, 10-tetraoxaspiro [5.5] undecane (CAS: 90498-90-1) and 1,3, 5-trimethyl-2, 4, 6-tris (3, 5-di-tert-butyl-4-hydroxybenzyl) benzene (CAS: 1709-70-2);
More preferably, the phosphite ester is at least one of dioctadecyl pentaerythritol diphosphite (CAS: 3806-34-6), bis (2, 6-di-tert-butyl-4-methylphenyl) pentaerythritol diphosphite (CAS: 80693-00-1), 2-2 '-methylenebis (4, 6-dibutyl-benzyl) -2-ethylhexyl phosphite (CAS: 126050-54-2), tris (2, 4-di-tert-butylphenyl) phosphite (CAS: 31570-04-4), trisnonylphenyl phosphite (CAS: 26523-78-4) and 4,4' -p-isopropyldiphenyl C12-15-ol phosphite (CAS: 96152-48-6);
More preferably, the thioester compound is pentaerythritol tetrakis (3-laurylthiopropionate) (CAS: 29598-76-3).
The preparation method of the polyamide resin composition comprises the following steps:
1) Drying the polyamide resin to a moisture content of less than 1500 ppm;
2) The polyamide resin, the metal salt compound, the ketone carbonyl polymer, the filler and the additive are mixed according to the proportion, and then the mixture is extruded, cooled and granulated by a double-screw extruder at the temperature of 220-280 ℃.
the polyamide resin composition is applied to automobile parts such as parts below an engine hood, a charge air cooler, an oil pan, a thermostat, a cylinder cover, a resonator, a silencer, an air inlet manifold, a catalytic converter shell, an air inlet end of an intercooler, an engine cooling system, a water chamber end groove, the intercooler, a fan, a wind guard ring and the like.
the invention has the beneficial effects that:
The polyamide resin composition is prepared by adding the ketone carbonyl polymer with specific ketone carbonyl content and the metal salt compound, and the prepared polyamide resin composition has the advantages of excellent long-term thermal-oxidative aging resistance, excellent long-term humidity-heat aging resistance under the conditions of 85 ℃ and 90% relative humidity, low cost and the like, and can adapt to more severe environments.
Detailed Description
the invention is further illustrated by the following detailed description of preferred embodiments of the invention
however, the embodiment of the present invention is not limited to the following examples.
the raw materials used in the examples and comparative experiments are, but not limited to, the following:
Polyamide resin: PA 66: under the trade name PA 6627 AEXX, melting point 263 deg.C, available from Rodiya;
Ketone carbonyl polymer: self-made, the comonomer is selected from ethylene and propylene =1:1, the preparation method refers to patent publication No. CN 1035120A;
Lithium chloride, purchased from Sigma-Aldrich;
Lithium acetate, purchased from Sigma-Aldrich;
zinc acetate, purchased from Sigma-Aldrich;
Glass fiber: EC11-3.0, diameter 10um, from Taiwan Arbitrary company;
cu Complex: a copper-containing complex, a mixture of 8 parts potassium iodide and 1 part copper iodide; black pigment A: carbon black, hilblack 600L, available from Orion; black pigment B: nigrosine, L0080, available from basf;
ditrimethylolpropane: purchased from Sigma-Aldrich;
Dipentaerythritol: purchased from Sigma-Aldrich;
examples 1-20 and comparative examples 1-6:
Preparation of polyamide resin composition:
the polyamide resin composition was obtained by blending the dried polyamide resin, metal salt compound, ketone carbonyl polymer, filler and additive according to table 1, extruding the blend through a twin-screw extruder at a temperature of 220 to 280 ℃, cooling and granulating the blend.
The performance test method comprises the following steps:
(1) number average molecular weight test method of ketone carbonyl polymer: preparing a ketone carbonyl polymer solution with the concentration of 2mg/ml-10mg/ml by using one or more chromatographic grade solvents selected from toluene, xylene, formic acid, acetic acid, methanol, N-butyl alcohol, chloroform, tetrahydrofuran, N-dimethylformamide and dimethyl sulfoxide, filtering after the solution is fully dissolved, removing bubbles from the solution and a mobile phase by ultrasonic waves, ensuring that instruments such as an injector, a flushing valve and the like do not contain bubbles, injecting the solution, and measuring the number average molecular weight of the ketone carbonyl polymer by gel permeation chromatography.
(2) Tensile strength test method: a4 mm thick 10mm wide test bar prepared by molding the resin composition in accordance with ISO 527-2/1A at a test speed of 5mm/min was tested for Tensile Strength (TS) in air at 23 ℃ (average of test results for at least 5 samples of the same composition and shape).
(3) tensile strength retention test method 1 (TS retention 1): test bars prepared by moulding with a thickness of 4mm and a width of 10mm according to ISO 527-2/1A, at a test speed of 5mm/min, and a Tensile Strength (TS) at 23 ℃ in air before and after ageing (average of the test results for at least 5 samples of the same composition and shape), were obtained as the tensile strength T before ageinginitial. The hot air ageing was carried out using a thermal ageing oven, the temperature was adjusted to 150 ℃, the samples were taken out of the ageing oven after 1000h of ageing time had been reached, cooled to room temperature and heat sealed with aluminium foil bags to prevent any moisture absorption before the mechanical properties were evaluated, the test speed was 5mm/min, the test temperature was 23 ℃ Tensile Strength (TS) (average of test results for at least 5 samples of the same composition and shape), the tensile strength T after ageing was obtainedaging. And agingThe retention of tensile strength, expressed in percentage, is calculated from the previous comparison of the corresponding mechanical properties, and is reported as the retention of TS after aging R1, R1 is calculated as follows:
in the formula Tagingand TinitialTensile strength after aging and before aging, respectively.
(4) tensile strength retention test method 2 (TS retention 2): a test bar having a thickness of 4mm and a width of 10mm prepared by molding at a test speed of 5mm/min according to ISO 527-2/1A was tested for Tensile Strength (TS) at 23 ℃ in air before aging (average of test results for at least 5 samples of the same composition and shape) to obtain tensile strength T before aginginitial. Placing the test rod in an environment chamber with 85% relative humidity and 90 deg.C, taking out the test rod from the chamber after 21 days, adjusting temperature to 150 deg.C with a heat aging box, taking out the sample from the aging box after aging time is 1000h, cooling to room temperature, heat sealing with aluminum foil bag to prevent any moisture absorption before evaluating mechanical properties, testing Tensile Strength (TS) at 23 deg.C (average value of at least 5 samples with same composition and shape), and obtaining tensile strength T after agingaging. The retention of tensile strength, expressed in percentage, is calculated in comparison with the corresponding mechanical properties before ageing, and is reported as the retention of TS after ageing R2, R2 as follows:
In the formula Tagingand TinitialTensile strength after aging and before aging, respectively.
(5) Method for testing the ketone carbonyl content of a ketone carbonyl polymer: preparing a 2mg/ml-10mg/ml ketone carbonyl polymer solution by using one or more chromatographic grade solvents selected from toluene, xylene, formic acid, acetic acid, methanol, N-butyl alcohol, chloroform, tetrahydrofuran, N-dimethylformamide and dimethyl sulfoxide, filtering after fully dissolving, and removing bubbles from the solution and a mobile phase by ultrasonic waves; then, the prepared solution is subjected to element analysis method testing;
The proportion of carbon element, oxygen element and hydrogen element can be measured by an element analysis method, wherein the oxygen element is derived from carbonyl oxygen, and the measured proportion is omegaoxygenthe ketone carbonyl content of the ketone carbonyl polymer is calculated according to formula I:
ω=ωoxygen×MCO / MO formula I
Wherein M isCOis a value of the molar mass of the ketocarbonyl group in grams per mole (g/mol) [ MCO=28.01]；
MOIs a value of the molar mass of oxygen atoms in grams per mole (g/mol) [ MO=15.99]。
TABLE 1 formulation of polyamide resin compositions and results of property test (parts by weight) of examples 1 to 20
TABLE 1
Table 2: COMPARATIVE EXAMPLES 1 to 6 Polyamide resin composition formulas and results of Performance test (parts by weight)
As can be seen from the data in tables 1 and 2: 15-60 parts of polyamide resin; 0.1-5 parts of metal salt compound; within the range of 35-80 parts of ketone carbonyl polymer, the TS retention rate of the polyamide resin composition is 1 and reaches 79-89 percent; furthermore, the TS retention ratio 2 was decreased by at most 2% relative to the TS retention ratio 1. In contrast, comparative example 4 showed a 26% decrease in TS retention 2 relative to TS retention 1. Therefore, the ketone carbonyl polymer and the metal salt compound have strong resistance to thermo-oxidative aging and long-term resistance to thermo-oxidative aging under the conditions of 85 ℃ and 90% relative humidity, and can be used in more complex and severe environments.
Claims (13)
1. The polyamide resin composition is characterized by comprising the following components in parts by weight:
The metal element of the metal salt compound is selected from at least one of lithium ion, sodium ion, potassium ion, calcium ion and zinc ion, and the anion paired with the metal ion is selected from at least one of acetate ion;
Said ketone carbonyl polymer is selected from the group consisting of compounds containing repeating units derived from an olefinic comonomer and ketone units derived from an alternating structure of repeating units derived from carbon monoxide; the olefinic comonomer is selected from one or more of ethylene, propylene, butene, hexene, octene, decene, dodecene, tetradecene, hexadecene and octadecene;
the ketone carbonyl polymer has a ketone carbonyl content of 15wt% to 80wt% as measured by elemental analysis based on the total weight of the ketone carbonyl polymer;
The number average molecular weight of the ketone carbonyl polymer is more than or equal to 1 x 104is less than or equal to 3X 105。
2. the polyamide resin composition according to claim 1, characterized by comprising the following components in parts by weight:
3. a polyamide resin composition according to claim 1 or 2, characterized in that the olefinic comonomer is selected from ethylene and/or propylene.
4. The polyamide resin composition as claimed in claim 1 or 2, wherein the ketone carbonyl polymer has a ketone carbonyl content of 30wt% to 80wt% as measured by elemental analysis based on the total weight of the ketone carbonyl polymer.
5. The polyamide resin composition as claimed in claim 1 or 2, wherein the metal ion is at least one selected from the group consisting of lithium ion and zinc ion, and the anion is selected from the group consisting of acetate ion.
6. The polyamide resin composition as claimed in claim 1 or 2, wherein the polyamide resin is obtained by stepwise polycondensation of diamine and dibasic acid, or ring-opening polymerization of lactam, or stepwise polycondensation of amino acid, or copolymerization of diamine, dibasic acid, lactam, and amino acid; at least one selected from PA46, PA66, PA6, PA11, PA12, PA610, PA612, PA1010, PA1012, PA1212, PA4T, PA6T, PA9T, PA10T, PA6I, PAMXD6, PA6I, PA66/6, PA6/66, PA6T/6I, PA 6T/66.
7. Polyamide resin composition according to claim 6, characterized in that the polyamide resin is selected from at least one of PA66, PA6, PA610, PA612, PA1010, PA11, PA12, PA 66/6.
8. Polyamide resin composition according to claim 7, characterized in that the polyamide resin is selected from at least one of PA66, PA6, PA610, PA612, PA 1010.
9. The polyamide resin composition according to claim 1 or 2, wherein the fibrous filler is at least one selected from the group consisting of glass fibers, carbon fibers, organic fibers, basalt fibers, bamboo fibers, hemp fibers, cellulose fibers, and aramid fibers.
10. the polyamide resin composition according to claim 9, wherein the fibrous filler is at least one selected from the group consisting of glass chopped fibers having a diameter of 7 μm to 20 μm and glass long fibers having a diameter of 7 μm to 20 μm.
11. the polyamide resin composition according to claim 1 or 2, wherein the polyamide resin composition further comprises 0 to 10 parts by weight of an additive; the additive is at least one selected from a heat stabilizer, an antioxidant, a nucleating agent, an antistatic agent, a foaming agent, a lubricant, a plasticizer and a pigment.
12. A method for producing a polyamide resin composition comprising the polyamide resin composition according to any one of claims 1 to 11, characterized by comprising the steps of:
1) Drying the polyamide resin to a moisture content of less than 1500 ppm;
2) Blending the materials according to the proportion;
3) Extruding at 220-280 deg.C with a double screw extruder, cooling, and granulating.
13. Use of the polyamide resin composition as claimed in any one of claims 1 to 11, wherein the polyamide resin composition is used in parts of an engine under hood, a charge air cooler, an oil pan, a thermostat, a cylinder head, a resonator, a muffler, an intake manifold, a catalytic converter housing, an intake end of an intercooler, an engine cooling system, a water chamber end tank, an intercooler, a fan, and a wind guard ring of an automobile.
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| CN109135276B (en) * | 2018-08-23 | 2021-04-02 | 上海金发科技发展有限公司 | Anti-warping high-temperature-resistant reinforced polyamide composition and preparation method thereof |
| CN112724670B (en) * | 2020-12-29 | 2023-03-17 | 上海普利特复合材料股份有限公司 | High-strength and high-heat-resistance bio-based polyamide composition and preparation method thereof |
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| CN105440646A (en) * | 2015-12-18 | 2016-03-30 | 天津金发新材料有限公司 | Thermoplastic resin composition, preparation method and applications thereof |
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