CN102653594A - Block type high-temperature-resistant copolyamide and preparation method thereof - Google Patents
Block type high-temperature-resistant copolyamide and preparation method thereof Download PDFInfo
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Abstract
The invention relates to a block type high-temperature-resistant copolyamide and a preparation method thereof. An aromatic polyamide prepolymer has the structure shown in the specification, wherein A is -(CH2)x1-, B is -(CH2)x2-, x1 and x2 can be 0, 1, 2, 3 and 4, and x1+x2 is less than or equal to 4. An aliphatic prepolymer has the structure shown in the specification, wherein D is -(CH2)x3-, and x3 can be 2, 4, 6, 8, 9, 10 or 11. The block copolyamide has the structure shown in the specification, wherein m1, m2 and m3 can be 0-80, and y1, y2 and y3 can be any integer greater than 1. The substance containing benzene ring has a para-position structure or meta-position structure, and the preparation method of the substance comprises preparation of the prepolymers and the block copolymer. The prepared block type high-temperature-resistant polyamide and the preparation method thereof enable the compatibility of polyamide to be good and products to be diversified, improve the performance, and are more practical.
Description
Technical field
The present invention relates to a kind of copolyamide and preparation method thereof, specifically is high temperature resistant copolyamide of a kind of block type and preparation method thereof.
Background technology
Acid amides is commonly called as nylon, is one type and has excellent physical and mechanical properties.Along with the fast development of The modern industry, especially in automotive industry and electric industrial expansion, many new requirements have been proposed for the performance of polymeric amide.The block type polymeric amide mainly be through regulate each segmental composition, length waits and regulates performance of products, but its maximum defective is exactly that level of response can't improve again after generating a certain amount of segmented copolymer.
Chinese patent CN200780019993.5 has prepared polyamide block copolymer through the sequential monomer addition, but its fusing point is relatively low; Chinese patent CN200510012842 [1] .X has introduced a kind of copolyamide and preparation method thereof, but the prepolymer of its method preparation is confined to the polymeric amide of linear structure, has limited its range of application; Chinese patent CN200710173610.1 has introduced semi-aromatic and fatty polyamide block copolymer and synthesis technique thereof, but has adopted organic solvent as solvent, and cost is higher, is inappropriate for suitability for industrialized production; Though preparing method's part of the present invention has been used for reference their method, has related to the method for fully aromatic polyamide that they did not relate to and fatty polyamide block copolymerization, report does not in this respect appear at present as yet yet.
Summary of the invention
The objective of the invention is provides a kind of block type heat resistant polyamide and preparation method thereof in order to overcome the defective that above-mentioned prior art exists.
Realize that technical scheme of the present invention is: the high temperature resistant copolyamide of a kind of block type, the aromatic polyamide prepolymer has following structure:
Wherein A is-(CH
2) x
1-, B is (CH
2) x
2-, x wherein
1, x
2Be 0,1,2,3 or 4 and x
1+ x
2≤4; The aliphatics prepolymer has following structure:
Wherein D is-(CH
2) x
3-, x
3Be 2,4,6,8,9,10 or 11; Block copolyamide has following structure:
M in the formula
1, m
2, m
3Be arbitrary integer among the 0-80, y
1, y
2, y
3For greater than 1 arbitrary integer, the above-mentioned material that contains phenyl ring is an aligning structure or a bit architecture.
The above-mentioned high temperature resistant copolyamide of a block type, the fusing point of the high temperature resistant copolyamide of described block type is between 260-360 ℃.
The preparation method of the above-mentioned high temperature resistant copolyamide of block type comprises the preparation of prepolymer and segmented copolymer, and the preparation of prepolymer comprises the preparation of aromatic polyamide prepolymer and the preparation of fatty polyamide prepolymer:
A. the preparation of aromatic polyamide prepolymer:
With mole dosage per-cent is 1: 1 a kind of monomer of raw material A or aromatic diamine and raw material B aromatic acid, and 0.5～5 times deionized water of said aromatic diamine and aromatic acid total mass, joins in the polymermaking autoclave together; Logical nitrogen excluding air is heated to 200～250 ℃, and pressure remains on 1～2MPa; Keep 1～4h; Vacuumize 1～2h, the nitrogen protection discharging obtains the aromatic polyamide prepolymer;
B. the preparation of fatty polyamide prepolymer:
With mole dosage per-cent is 1: 1 the another kind of monomer of raw material C or aliphatic dibasic acid and raw material D aliphatic diamine, and 0.5～5 times deionized water of said raw material C and D total mass, joins in the polymermaking autoclave together; Logical nitrogen excluding air is heated to 150～200 ℃, and pressure remains on 1～2MPa; Keep 1～4h; Vacuumize 1～2h, the nitrogen protection discharging obtains the aliphatics prepolymer;
C. the preparation of segmented copolymer:
Two kinds of prepolymers of above-mentioned steps preparation are joined in the autoclave than in 0.1～2 times the deionized water that joins said raw material A, B, C and D total mass with any again, airtight; Be heated to 220～270 ℃, pressure remains on 1～2MPa, continues to be warming up to 220～320 ℃ again; Pressure-controlling keeps 2～6h at 1.5～3.5MPa, vacuumizes 1～2h; The nitrogen protection discharging obtains the finished product.
The preparation method of the above-mentioned high temperature resistant copolyamide of block type, described a kind of monomer is benzaminic acid, aminophenyl acetic acid, amino-benzene ethylformic acid etc., requires carbonatoms less than 10; Described aromatic diamine is Ursol D, mphenylenediamine etc., requires carbonatoms less than 10; Aromatic acid is terephthalic acid, m-phthalic acid etc., requires carbonatoms less than 10.
The preparation method of the above-mentioned high temperature resistant copolyamide of a kind of block type; Described another kind of monomer is Padil, propalanine, hexanolactam, 11-aminoundecanoic acid, 8-aminocaprylic acid, 9 aminononanoic acid, the amino certain herbaceous plants with big flowers acid of 10-, laurolactam or the amino TETRADECONIC ACID of 14-etc., requires carbonatoms less than 16; Described aliphatie diamine is quadrol, tn, tetramethylenediamine, pentamethylene diamine or hexanediamine etc., and the carbonatoms that requires diamines is less than 16; Described diprotic acid is oxalic acid, propanedioic acid, Succinic Acid, pentanedioic acid or hexanodioic acid etc., and the carbonatoms that requires diacid is less than 16.
The preparation method of the above-mentioned high temperature resistant copolyamide of a kind of block type, the number-average molecular weight of described prepolymer is between 1000-8000.
The present invention has positive effect: (1) preparation technology is fully easy, and it utilizes the polymeric kettle polymerization fully.Converging operation is convenient, and easy access can reach desired polymerization temperature fully.The polymeric capacity is big, is convenient to mass production, can make polymerization, pelletizing integrated, makes things convenient for its industrialized realization; (2) the present invention does not add any auxiliary agent in the preparation process, can add oxidation inhibitor, coupling agent, catalyzer etc. in the preparation yet, makes the physicals of block polymer more excellent; (3) the present invention can regulate the segment of product according to the different proportionings of raw material, to satisfy the requirement of different occasions, has widened the application of nylon; (4) therefore the block polyamide that makes has high melt point owing to have the phenyl ring rigid structure, can be applied to every field such as automobile, electronics, like fuel transfer system, and breaking system etc.
Embodiment
(embodiment 1)
Raw material: Ursol D, terephthalic acid, hexanolactam, deionized water
A. the preparation of PPTA prepolymer:
With mole dosage per-cent is 1: 1 Ursol D and terephthalic acid, and 0.5～5 times deionized water of said raw material total mass, joins in the polymermaking autoclave together; Logical nitrogen excluding air is heated to 200～250 ℃, and pressure remains on 1～2MPa; Keep 1～4h; Vacuumize 1～2h, the nitrogen protection discharging obtains the PPTA prepolymer;
The preparation of b.PA6 prepolymer:
0.5～5 times deionized water with hexanolactam and quality thereof joins in the polymermaking autoclave together, logical nitrogen excluding air; Be heated to 150～200 ℃, pressure remains on 1～2MPa, keeps 1～4h; Vacuumize 1～2h, the nitrogen protection discharging obtains the PA6 prepolymer;
The deionized water of above-mentioned two groups of each 800g of prepolymer (mass ratio 5: 5) that make and 1600g (1 times) is joined in the autoclave, airtight, be heated to 220 ℃; Pressure remains on 1.4MPa, continues to be warming up to 280 ℃ again, and pressure-controlling is at 2.5MPa; Keep 4h, vacuumize 1h, the nitrogen protection discharging; Obtain the finished product, be designated as P-1.
Concrete structure is:
(embodiment 2)
According to two kinds of prepolymers of the step of embodiment 1 preparation, join in the autoclave by the deionized water of 1200g PPTA prepolymer and 800gPA6 prepolymer (mass ratio 6: 4) and 0.5 times of prepolymer total mass, airtight; Be heated to 220 ℃, pressure remains on 1.4MPa, continues to be warming up to 280 ℃ again; Pressure-controlling keeps 4h at 2.5MPa, vacuumizes 1h; The nitrogen protection discharging obtains the finished product, is designated as P-2.
(embodiment 3)
According to two kinds of prepolymers of the step of embodiment 1 preparation, join in the autoclave by the deionized water of 2100g PPTA prepolymer and 900gPA6 prepolymer (mass ratio 7: 3) and 0.5 times of prepolymer total mass, airtight; Be heated to 220 ℃, pressure remains on 1.4MPa, continues to be warming up to 280 ℃ again; Pressure-controlling keeps 4h at 2.5MPa, vacuumizes 1h; The nitrogen protection discharging obtains the finished product, is designated as P-3.
(embodiment 4)
According to two kinds of prepolymers of the step of embodiment 1 preparation, join in the autoclave by the deionized water of 2000g PPTA prepolymer and 500gPA6 prepolymer (mass ratio 8: 2) and 0.5 times of prepolymer total mass, airtight; Be heated to 220 ℃, pressure remains on 1.4MPa, continues to be warming up to 280 ℃ again; Pressure-controlling keeps 4h at 2.5MPa, vacuumizes 1h; The nitrogen protection discharging obtains the finished product, is designated as P-4.
The physicals of the high temperature resistant copolyamide of block type is listed in the table below:
Above-described specific embodiment; The object of the invention, technical scheme and beneficial effect have been carried out further explain, and institute it should be understood that the above is merely specific embodiment of the present invention; Be not limited to the present invention; All within spirit of the present invention and principle, any modification of being made, be equal to replacement, improvement etc., all should be included within protection scope of the present invention.
Claims (6)
1. high temperature resistant copolyamide of block type, it is characterized in that: the aromatic polyamide prepolymer has following structure:
Wherein A is-(CH
2) x
1-, B is (CH
2) x
2-, x wherein
1, x
2Be 0,1,2,3 or 4 and x
1+ x
2≤4; The aliphatics prepolymer has following structure:
Wherein D is-(CH
2) x
3-, x
3Be 2,4,6,8,9,10 or 11; Block copolyamide has following structure:
M in the formula
1, m
2, m
3Be arbitrary integer among the 0-80, y
1, y
2, y
3For greater than 1 arbitrary integer, the above-mentioned material that contains phenyl ring is an aligning structure or a bit architecture.
2. the high temperature resistant copolyamide of a block type according to claim 1 is characterized in that the fusing point of the high temperature resistant copolyamide of block type is between 260-360 ℃.
3. the preparation method of the high temperature resistant copolyamide of block type is characterized in that comprising the preparation of prepolymer and segmented copolymer, and the preparation of prepolymer comprises the preparation of aromatic polyamide prepolymer and the preparation of fatty polyamide prepolymer:
A. the preparation of aromatic polyamide prepolymer:
With mole dosage per-cent is 1: 1 a kind of monomer of raw material A or aromatic diamine and raw material B aromatic acid, and 0.5～5 times deionized water of said aromatic diamine and aromatic acid total mass, joins in the polymermaking autoclave together; Logical nitrogen excluding air is heated to 200～250 ℃, and pressure remains on 1～2MPa; Keep 1～4h; Vacuumize 1～2h, the nitrogen protection discharging obtains the aromatic polyamide prepolymer;
B. the preparation of fatty polyamide prepolymer:
With mole dosage per-cent is 1: 1 the another kind of monomer of raw material C or aliphatic dibasic acid and raw material D aliphatic diamine, and 0.5～5 times deionized water of said raw material C and D total mass, joins in the polymermaking autoclave together; Logical nitrogen excluding air is heated to 150～200 ℃, and pressure remains on 1～2MPa; Keep 1～4h; Vacuumize 1～2h, the nitrogen protection discharging obtains the aliphatics prepolymer;
C. the preparation of segmented copolymer:
Two kinds of prepolymers of above-mentioned steps preparation are joined in the autoclave than in 0.1～2 times the deionized water that joins said raw material A, B, C and D total mass with any again, airtight; Be heated to 220～270 ℃, pressure remains on 1～2MPa, continues to be warming up to 220～320 ℃ again; Pressure-controlling keeps 2～6h at 1.5～3.5MPa, vacuumizes 1～2h; The nitrogen protection discharging obtains the finished product.
4. the preparation method of the high temperature resistant copolyamide of block type according to claim 3 is characterized in that, described a kind of monomer is benzaminic acid, aminophenyl acetic acid, amino-benzene ethylformic acid etc., requires carbonatoms less than 10; Described aromatic diamine is Ursol D, mphenylenediamine etc., requires carbonatoms less than 10; Aromatic acid is terephthalic acid, m-phthalic acid etc., requires carbonatoms less than 10.
5. the preparation method of the high temperature resistant copolyamide of a kind of block type according to claim 3; It is characterized in that; Described another kind of monomer is Padil, propalanine, hexanolactam, 11-aminoundecanoic acid, 8-aminocaprylic acid, 9 aminononanoic acid, the amino certain herbaceous plants with big flowers acid of 10-, laurolactam or the amino TETRADECONIC ACID of 14-etc., requires carbonatoms less than 16; Described aliphatie diamine is quadrol, tn, tetramethylenediamine, pentamethylene diamine or hexanediamine etc., and the carbonatoms that requires diamines is less than 16; Described diprotic acid is oxalic acid, propanedioic acid, Succinic Acid, pentanedioic acid or hexanodioic acid etc., and the carbonatoms that requires diacid is less than 16.
6. the preparation method of the high temperature resistant copolyamide of a kind of block type according to claim 3 is characterized in that the number-average molecular weight of described prepolymer is between 1000-8000.
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| CN103360599A (en) * | 2013-08-15 | 2013-10-23 | 金发科技股份有限公司 | Semi-aromatic and aliphatic polyamide block copolymer and preparation method thereof |
| CN104130404A (en) * | 2014-07-23 | 2014-11-05 | 苏州大学 | Chain-end modified polyamide 6 and preparation method and application thereof |
| CN104910376A (en) * | 2014-03-10 | 2015-09-16 | 湖南师范大学 | Formula and preparation method for producing low melting point and high decomposition temperature ternary copolyamide without ring-opening agent |
| CN105085903A (en) * | 2015-09-14 | 2015-11-25 | 北京旭阳化工技术研究院有限公司 | High-temperature-resistant branched polyamide block copolymer and preparation method thereof |
| CN106336508A (en) * | 2016-09-14 | 2017-01-18 | 金发科技股份有限公司 | Semi-aromatic copolyamide resin and polyamide model composition comprising same |
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Patent Citations (1)
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| CN101469070A (en) * | 2007-12-28 | 2009-07-01 | 上海杰事杰新材料股份有限公司 | Semi-aromatic and fatty polyamide block copolymer and synthesizing technique thereof |
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| CN104910376A (en) * | 2014-03-10 | 2015-09-16 | 湖南师范大学 | Formula and preparation method for producing low melting point and high decomposition temperature ternary copolyamide without ring-opening agent |
| CN104130404A (en) * | 2014-07-23 | 2014-11-05 | 苏州大学 | Chain-end modified polyamide 6 and preparation method and application thereof |
| CN104130404B (en) * | 2014-07-23 | 2016-11-02 | 苏州大学 | The terminal modified polyamide 6 of a kind of chain, preparation method and application |
| CN105085903A (en) * | 2015-09-14 | 2015-11-25 | 北京旭阳化工技术研究院有限公司 | High-temperature-resistant branched polyamide block copolymer and preparation method thereof |
| CN105085903B (en) * | 2015-09-14 | 2018-06-15 | 北京旭阳科技有限公司 | A kind of high temperature resistant branched polyamides block copolymer and preparation method thereof |
| CN106336508B (en) * | 2016-09-14 | 2018-05-18 | 金发科技股份有限公司 | A kind of semi-aromatic copolyamide resin and the polyamide moulding composition being made from it |
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| WO2018049808A1 (en) * | 2016-09-14 | 2018-03-22 | 金发科技股份有限公司 | Semi-aromatic copolyamide resin and polyamide molding composition consisting of semi-aromatic copolyamide resin |
| US10731002B2 (en) | 2016-09-14 | 2020-08-04 | Kingfa Sci. & Tech. Co., Ltd. | Semiaromatic copolyamide resin and polyamide molding composition consisting of the same |
| CN110541010A (en) * | 2018-05-29 | 2019-12-06 | 上海凯赛生物技术股份有限公司 | Preparation method and culture medium of dibasic acid pentanediamine salt |
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| CN110343244A (en) * | 2019-08-09 | 2019-10-18 | 阿喀琉斯测试科技(苏州)有限公司 | Prepare the method and its application of polyamide fibre-forming polymer |
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| CN113621136B (en) * | 2021-08-12 | 2022-07-01 | 北京化工大学 | Method for preparing polyamide material by block copolymerization |
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