CN104725619A - Liquid crystal polyester, liquid crystal polyester composition composed of liquid crystal polyester, and applications of liquid crystal polyester composition - Google Patents
Liquid crystal polyester, liquid crystal polyester composition composed of liquid crystal polyester, and applications of liquid crystal polyester composition Download PDFInfo
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- CN104725619A CN104725619A CN201310712016.0A CN201310712016A CN104725619A CN 104725619 A CN104725619 A CN 104725619A CN 201310712016 A CN201310712016 A CN 201310712016A CN 104725619 A CN104725619 A CN 104725619A
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- liquid crystal
- crystal polyester
- liquid
- polyester composition
- crystalline polyester
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- 0 *c(cc1)ccc1O Chemical compound *c(cc1)ccc1O 0.000 description 3
- JYKXWFRUDYASFM-UHFFFAOYSA-N CC(OC([ClH+])=O)=O Chemical compound CC(OC([ClH+])=O)=O JYKXWFRUDYASFM-UHFFFAOYSA-N 0.000 description 1
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Oc(cc1)ccc1O Chemical compound Oc(cc1)ccc1O QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 1
Abstract
The invention discloses a liquid crystal polyester comprising repeated units of (I), (II), (III), (IV), and (V) corresponding to monomers of (A), (B), (C), (D), and (E) respectively. Based on the total amount of the repeated units, molar ratio of (I) ranges from 45 to 65%; the total molar ratio of (II) and (III) ranges from 17.5 to 27.5%, wherein the amount of (II) accounts for 0 to 25% of the total amount of (II) and (III); and molar ratio of (IV) and (V) ranges from 17.5 to 27.5%, wherein the amount of (IV) accounts for 25 to 60% of the total amount of (IV) and (V). The invention also discloses a liquid crystal polyester composition containing the liquid crystal polyester. The liquid crystal polyester composition comprises 50 to 75wt% of the liquid crystal polyester, and 25 to 50wt% of an inorganic filling material. Melting temperature of the liquid crystal polyester composition is lower than 355 DEG C; HDT>=275 DEG C; liquidity is excellent; and the liquid crystal polyester composition can be used for preparation of electric product couplers.
Description
Technical field
The present invention relates to polymeric material field, particularly a kind of liquid crystal polyester and consisting of liquid-crystalline polyester composition and application.
Background technology
Liquid crystal polyester (LCP) has excellent thermotolerance, dimensional stability, electrical property and processing fluidity, in field widespread uses such as junctors.
Along with miniaturization, the thin-walled property of electronic apparatus product, facilitate the development of electronic component densification, microminiaturization and high density packaging technique, require also to improve constantly to the temperature tolerance of LCP material used.Particularly adopt surface mounting technique (Surface Mount Technology is called for short SMT), the temperature tolerance of LCP material used is had higher requirement, usually requires that its heat-drawn wire (HDT) is greater than 270 DEG C.
In order to improve the HDT of LCP material, United States Patent (USP) 5037939 discloses the LCP resin derived from P-hydroxybenzoic acid, Resorcinol, two parts, biphenyl, terephthalic acid/or m-phthalic acid monomeric unit, when the mol ratio of m-phthalic acid monomer and terephthalic acid monomers is 0.24:1 to 0.68:1, the HDT of its composition can more than 275 DEG C.United States Patent (USP) 7304121 discloses derived from P-hydroxybenzoic acid, '-biphenyl diphenol, terephthalic acid, 2, the LCP resin of 6-naphthalene dicarboxylic acid monomers unit, when 2, the mole number of 6-naphthalic acid accounts for 2, time between 6-naphthalic acid and 0.05 to 0.3 of terephthalic acid mole number sum, the HDT of gained LCP resin is greater than 280 DEG C.
But, while the HDT improving LCP material, the mobility of LCP material is subject to certain impact also, for the planar connector that CPU slot is representative, its contact pin quantity is along with the densification requirement of junctor is also in increase, and the spacing of contact pin reduces accordingly, keeps the resin width of pin holes also to reduce accordingly, when traditional LCP material is by this type of junctor of injection moulding, local may be there is due to its illiquidity and fill bad.
In order to improve the mobility of LCP material, the composition of LCP resin and the blended formation of glass fibre that United States Patent (USP) 6656386 discloses employing two kinds of different melt temperatures can obtain the LCP material of good fluidity.
Therefore, develop and a kind ofly can improve the LCP composition that heat-drawn wire has again a superior fluidity and seem very important.
Summary of the invention
In order to overcome the shortcoming of prior art with not enough, primary and foremost purpose of the present invention is to provide a kind of liquid crystal polyester.
Another object of the present invention is to provide the liquid-crystalline polyester composition comprising above-mentioned liquid crystal polyester.
Another object of the present invention is to provide the purposes of above-mentioned liquid-crystalline polyester composition.
The present invention is achieved through the following technical solutions:
A kind of liquid crystal polyester, comprises following repeating unit:
（Ⅰ）；
（Ⅱ）；
（Ⅲ）；
（Ⅳ）；
（Ⅴ）；
The monomer of described repeating unit (I), (II), (III), (IV), (V) correspondence is respectively
(A),
(B),
(C),
(D) and
(E);
Wherein, based on whole repeating unit, the molar percentage of the repeating unit shown in formula I is 45-65%, the molar percentage sum of formula II, the repeating unit shown in (III) is 17.5-27.5%, and formula II accounts for (II), the 0-25% of the molar percentage sum of the repeating unit shown in (III); The molar percentage sum of formula IV, the repeating unit shown in (V) is 17.5-27.5%, and formula (V) accounts for the 25-60% of molar percentage sum of formula IV, the repeating unit shown in (V).
Wherein, described liquid crystal polyester is 326-353 DEG C by the melt temperature that differential scanning calorimeter measures.
A kind of preparation method of above-mentioned liquid crystal polyester:
A) by monomer (A), (B), (C), (D) and (E) by under proportioning and acylating agent and catalyst action, at 120-150 DEG C of acetylize 1-6 hour, with the ramp of 10-60 DEG C/h to the above 0-25 DEG C of this prepolymer melt temperature, and insulation reaction 10 minutes to 4 hours; The pressure-controlling of reaction system is 133-101080Pa, and melt polymerization prepares prepolymer;
B) prepolymer of molten state is discharged the rear granulation of cooling by reaction container bottom under the impressed pressure of 0.05-0.6MPa, obtain prepolyer granule;
C), by gained prepolyer granule temperature of reaction of 10-80 DEG C below prepolymer melt temperature, under the condition of pressure≤1000 Pa, reaction times 1-24 hour, heating solid state polymerization obtains expecting the liquid crystal polyester of viscosity.
In described step a), monomer (D), (E) both mole number sums that feeds intake are 1.05-1:1 with the ratio of (B), (C) both mole number sums that feeds intake.
In described step a), acylating agent is acetic anhydride, and the consumption of described acylating agent is 1-1.5 times of monomer hydroxyl mole number, and preferred 1.02-1.2 doubly.
In described step a), catalyzer comprises the lewis acid of dialkyl tin oxide, diaryltin oxide compound, titan-alkoxide class, alkali and alkaline-earth metal salt and BF3 and so on, wherein the acetate of catalyzer preferred Zn, K, Mg, Ca or Co or fragrant hydrochlorate are catalyzer, be preferably magnesium acetate, the consumption of described catalyzer is the 0.001-1% based on total monomer weight, preferred 0.05-0.2%.
Prepolymer in described step a) higher than its melt temperature 10 DEG C, 1000s
-1be 3-6Pa.s by the melt viscosity of capillary rheometer determining under shearing rate.
The cross-sectional area of the prepolyer granule in described step b) is 7-24mm
2, length is 3-6mm; Spherical or ellipticity particle volume is 15-65mm
3.
Wherein, the liquid crystal polyester prepared by aforesaid method higher than its melt temperature 20 DEG C, 1000s
-1be 15-100Pa.s by the melt viscosity of capillary rheometer determining under shearing rate, preferred 20-50Pa.s.
Invention further provides the liquid-crystalline polyester composition comprising above-mentioned liquid crystal polyester, the liquid-crystalline polyester composition obtained by adding one or more additives can be used for multiple field.
A composition for liquid crystal polyester, percentage, comprises following component:
Liquid crystal polyester 50-75%;
Mineral filler 25-50%.
Described mineral filler is selected from glass fibre, and the diameter of described glass fibre is 10-20 micron, and length is 50-250 micron.
A preparation method for above-mentioned liquid-crystalline polyester composition, comprises the steps:
A) 50-75wt% liquid crystal polyester is joined forcing machine from twin-screw extrusion owner spout, 25-50wt% glass fibre is joined forcing machine from twin-screw extrusion pusher side spout;
B) melting mixing under the screw speed of 300RPM, barrel temperature is 290-355 DEG C, extrudes, and obtains liquid-crystalline polyester composition.
The melt temperature of described liquid-crystalline polyester composition is 325-353 DEG C.
The heat-drawn wire that described liquid-crystalline polyester composition measures with the heating rate of 2 DEG C/min under 1.82MPa load is 275 ~ 300 DEG C.
The length of flow that described liquid-crystalline polyester composition adopts helicoidal flow characterizing method to measure is 860 ~ 960mm.
The liquid-crystalline polyester composition that the preparation method of above-mentioned liquid-crystalline polyester composition obtains is applied to the purposes of electronic apparatus junctor product, is more suitable for planar connector field.
The present invention compared with prior art, has following beneficial effect:
1) the liquid-crystalline polyester composition melt temperature that the present invention obtains is less than 355 DEG C, HDT >=275 DEG C, and mobility is excellent;
2) liquid-crystalline polyester composition that obtains of the present invention, can be applicable to electronic apparatus junctor product, is particularly useful for planar connector field.
Embodiment
Further illustrate the present invention below by embodiment, following examples are the present invention's preferably embodiment, but embodiments of the present invention are not by the restriction of following embodiment.
The testing method of the melt temperature of described liquid crystal polyester/liquid-crystalline polyester composition: adopt resistance to DSC 200 F3 that speeds to measure, at 40mL/min nitrogen atmosphere, under, sample is heated to 400 DEG C from room temperature with the temperature rise rate of 20 DEG C/min and keeps 2min, again sample is cooled to room temperature with the rate of temperature fall of 20 DEG C/min, record exothermic peak (Tc) is Tc; And then sample is heated to 400 DEG C with the temperature rise rate of 20 DEG C/min, the endotherm(ic)peak recorded on this heating curve is melt temperature (Tm).
The melt viscosity of described liquid crystal polyester: adopt DyniscoLCR7001 type capillary rheometer to test, port mould diameter is 1mm, and length is 20mm, described liquid crystal polyester more than its melt temperature 20 DEG C, shearing rate is 1000s
-1viscosity under condition is melt viscosity.
The testing method of the heat-drawn wire (HDT) of described liquid-crystalline polyester composition: the sample by liquid-crystalline polyester composition injection moulding being 80mm × 10mm × 4mm, uses this sample under 1.82MPa load, to measure heat-drawn wire according to ISO 75-2 standard with the heating rate of 2 DEG C/min.
The testing method of the mobility of described liquid-crystalline polyester composition: be called helicoidal flow characterizing method, be by the liquid-crystalline polyester composition that will evaluate at 150 DEG C after dry 4 hours, use on the injection moulding machine that the mould of shaping spirrillum sample is housed shaping, barrel temperature more than liquid crystal polyester melt temperature 5 DEG C, obtain wide 5mm, thick 1.5mm spirrillum sample, read sample length to weigh the mobility of liquid-crystalline polyester composition.
Structure and the abbreviation of the monomer of the repeating unit (I) that described liquid crystal polyester contains, (II), (III), (IV), (V) correspondence are as follows respectively:
: P-hydroxybenzoic acid (HBA);
: '-biphenyl diphenol (BP);
: Resorcinol (HQ);
: terephthalic acid (TPA);
: NDA (NDA);
: acetic anhydride (AA).
embodiment 1: the preparation of liquid crystal polyester
Be furnished with nitrogen inlet, be with in the 100L reactor of agitator of power of agitator display, add 6.215kg (45mol) HBA, 0.465kg(2.5mol) BP, 2.75kg(25mol) HQ, 2.92kg(17.6mol) TPA, 2.164kg(10mol) NDA, 11.23kg(110mol) AA and 3g magnesium acetate; After displacement nitrogen, back flow reaction 2 hours under nitrogen atmosphere temperature of reaction being elevated to 145 DEG C; Afterwards with 60 DEG C/h of ramp to 330 ~ 355 DEG C (prepolymerization maximum temperature), keep reacting after 30 minutes at such a temperature, in 30min, be evacuated to 200Pa continuation reaction reach preset value to power of agitator.Then being 0.2MPa by adding nitrogen to pressure in reactor, discharging granulation after cooling by still bottom valve;
Above-mentioned for 10kg prepolyer granule is added 50L with in the reactor of agitator, then at 260 DEG C, vacuum tightness is the liquid crystal polyester that under 120Pa condition, solid state polycondensation obtains expection viscosity for 5 hours.Melt temperature and the melt viscosity of gained liquid crystal polyester are listed in table 1.
embodiment 2 ~ 12: the preparation of liquid crystal polyester
HBA, BP, HQ, TPA, NDA and AA and magnesium acetate are fed intake by the formula of table 1, the consumption of described AA is 1.1 times of monomer hydroxyl total mole number, and the consumption of described magnesium acetate is based on total monomer weight 0.02%, and its preparation method is with embodiment 1; Melt temperature and the melt viscosity of gained liquid crystal polyester are listed in table 1.
Table 1
embodiment 13: the preparation of liquid-crystalline polyester composition
By the proportioning of table 2, the 70wt% liquid crystal polyester being prepared gained by embodiment 1 is joined forcing machine from twin-screw extrusion owner spout, 30 wt% glass fibre are joined forcing machine from twin-screw extrusion pusher side spout; Melting mixing under the screw speed of 300RPM, barrel temperature is 290-355 DEG C, extrudes, and obtains liquid-crystalline polyester composition.Test the melt temperature of liquid-crystalline polyester composition, heat-drawn wire and flowing property respectively, its test result is listed in table 2.
embodiment 14 ~ 24: the preparation of liquid-crystalline polyester composition
By the proportioning of table 2, the liquid crystal polyester being prepared gained by embodiment 2 ~ 12 is joined forcing machine from twin-screw extrusion owner spout, glass fibre is joined forcing machine from twin-screw extrusion pusher side spout; Melting mixing under the screw speed of 300RPM, barrel temperature is 290-355 DEG C, extrudes, and obtains liquid-crystalline polyester composition.Test the melt temperature of liquid-crystalline polyester composition, heat-drawn wire and flowing property respectively, its test result is listed in table 2.
Table 2
As can be seen from the embodiment 13 ~ 24 of table 2 and comparative example 4 ~ 6 relatively, the melt temperature of the liquid-crystalline polyester composition that the liquid-crystalline polyester composition that the embodiment of the present application prepares prepares than comparative example is less than 355 DEG C, there is higher heat-drawn wire and more excellent mobility, can be applicable to electronic apparatus junctor product, be more suitable for planar connector field.
Claims (9)
1. a liquid crystal polyester, is characterized in that, comprises following repeating unit:
（Ⅰ）；
（Ⅱ）；
（Ⅲ）；
（Ⅳ）；
（Ⅴ）；
The monomer of described repeating unit (I), (II), (III), (IV), (V) correspondence is respectively
(A),
(B),
(C),
(D) and
(E);
Wherein, based on whole repeating unit, the molar percentage of the repeating unit shown in formula I is 45-65%, the molar percentage sum of formula II, the repeating unit shown in (III) is 17.5-27.5%, and formula II accounts for (II), the 0-25% of the molar percentage sum of the repeating unit shown in (III); The molar percentage sum of formula IV, the repeating unit shown in (V) is 17.5-27.5%, and formula (V) accounts for the 25-60% of molar percentage sum of formula IV, the repeating unit shown in (V).
2. a preparation method for liquid crystal polyester as claimed in claim 1, comprises the steps:
A) by monomer (A), (B), (C), (D) and (E) by under proportioning and acylating agent and catalyst action, at 120-150 DEG C of acetylize 1-6 hour, with the ramp of 10-60 DEG C/h to the above 0-25 DEG C of this prepolymer melt temperature, and insulation reaction 10 minutes to 4 hours; The pressure-controlling of reaction system is 133-101080Pa, and melt polymerization prepares prepolymer;
B) prepolymer of molten state is discharged the rear granulation of cooling by reaction container bottom under the impressed pressure of 0.05-0.6MPa, obtain prepolyer granule;
C), by gained prepolyer granule temperature of reaction of 10-80 DEG C below prepolymer melt temperature, under the condition of pressure≤1000 Pa, reaction times 1-24 hour, heating solid state polymerization obtains expecting the liquid crystal polyester of viscosity.
3. the preparation method of liquid crystal polyester according to claim 2, is characterized in that, in described step a), monomer (D), (E) both mole number sums that feeds intake are 1.05-1:1 with the ratio of (B), (C) both mole number sums that feeds intake.
4. comprise a liquid-crystalline polyester composition for the liquid crystal polyester described in any one of claim 1 ~ 3, percentage, comprise following component:
Liquid crystal polyester 50 ~ 75%;
Mineral filler 25 ~ 50%.
5. liquid-crystalline polyester composition according to claim 4, is characterized in that, described mineral filler is selected from glass fibre, and the diameter of described glass fibre is 10 ~ 20 microns, and length is 50 ~ 250 microns.
6. liquid-crystalline polyester composition according to claim 4, is characterized in that, the melt temperature of described liquid-crystalline polyester composition is 325-353 DEG C.
7. liquid-crystalline polyester composition according to claim 4, is characterized in that, the heat-drawn wire that described liquid-crystalline polyester composition measures with the heating rate of 2 DEG C/min under 1.82MPa load is 275 ~ 300 DEG C.
8. liquid-crystalline polyester composition according to claim 4, is characterized in that, the length of flow that described liquid-crystalline polyester composition adopts helicoidal flow characterizing method to measure is 860-960mm.
9. liquid-crystalline polyester composition as claimed in claim 4 is applied to the purposes of electronic apparatus junctor product.
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Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105462191A (en) * | 2015-12-29 | 2016-04-06 | 江苏沃特特种材料制造有限公司 | Liquid crystal polyester resin compound and preparation method thereof |
| CN105504247A (en) * | 2015-12-30 | 2016-04-20 | 金发科技股份有限公司 | Liquid crystal polyester and liquid crystal polyester composition composed by liquid crystal polyester |
| CN105504714A (en) * | 2015-12-30 | 2016-04-20 | 金发科技股份有限公司 | Liquid crystal polyester composition |
| CN105504697A (en) * | 2015-12-30 | 2016-04-20 | 金发科技股份有限公司 | Liquid crystal polyester composition |
| CN105542135A (en) * | 2015-12-30 | 2016-05-04 | 金发科技股份有限公司 | Liquid crystal polyester and liquid crystal polyester composition consisting of same |
| CN105542136A (en) * | 2015-12-30 | 2016-05-04 | 金发科技股份有限公司 | Liquid crystal polyester and liquid crystal polyester composition consisting of same |
| CN105566868A (en) * | 2015-12-30 | 2016-05-11 | 金发科技股份有限公司 | Liquid crystal polyester composition |
| CN105585828A (en) * | 2015-12-30 | 2016-05-18 | 金发科技股份有限公司 | LCP (liquid crystal polyester) composition |
| CN105837803A (en) * | 2016-02-01 | 2016-08-10 | 金发科技股份有限公司 | Liquid crystal polyester and its molded composition and use |
| CN113099608A (en) * | 2021-04-06 | 2021-07-09 | 深圳市华盈新材料有限公司 | Composite material for 5G antenna |
| WO2022088565A1 (en) * | 2020-10-30 | 2022-05-05 | 金发科技股份有限公司 | Liquid crystal polyester, liquid crystal polyester composition, and use thereof |
| CN114514264A (en) * | 2019-10-31 | 2022-05-17 | 住友化学株式会社 | Liquid crystal polyester powder and method for producing liquid crystal polyester solution composition |
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| CN1328584A (en) * | 1998-09-18 | 2001-12-26 | 伊斯曼化学公司 | Liquid crystalline polyesters having surprisingly good combination of low melting point, high heat distortion temp, low melt viscosity, and high tensile elongation |
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| CN105462191A (en) * | 2015-12-29 | 2016-04-06 | 江苏沃特特种材料制造有限公司 | Liquid crystal polyester resin compound and preparation method thereof |
| CN105462191B (en) * | 2015-12-29 | 2017-12-26 | 江苏沃特特种材料制造有限公司 | A kind of liquid-crystal polyester resin compound and preparation method thereof |
| CN105542135A (en) * | 2015-12-30 | 2016-05-04 | 金发科技股份有限公司 | Liquid crystal polyester and liquid crystal polyester composition consisting of same |
| CN105504247A (en) * | 2015-12-30 | 2016-04-20 | 金发科技股份有限公司 | Liquid crystal polyester and liquid crystal polyester composition composed by liquid crystal polyester |
| CN105504714A (en) * | 2015-12-30 | 2016-04-20 | 金发科技股份有限公司 | Liquid crystal polyester composition |
| CN105542136A (en) * | 2015-12-30 | 2016-05-04 | 金发科技股份有限公司 | Liquid crystal polyester and liquid crystal polyester composition consisting of same |
| CN105566868A (en) * | 2015-12-30 | 2016-05-11 | 金发科技股份有限公司 | Liquid crystal polyester composition |
| CN105585828A (en) * | 2015-12-30 | 2016-05-18 | 金发科技股份有限公司 | LCP (liquid crystal polyester) composition |
| CN105504697A (en) * | 2015-12-30 | 2016-04-20 | 金发科技股份有限公司 | Liquid crystal polyester composition |
| WO2017114162A1 (en) * | 2015-12-30 | 2017-07-06 | 金发科技股份有限公司 | Liquid crystal polyester composition |
| WO2017114160A1 (en) * | 2015-12-30 | 2017-07-06 | 金发科技股份有限公司 | Liquid crystal polyester composition |
| CN105837803B (en) * | 2016-02-01 | 2017-05-31 | 金发科技股份有限公司 | A kind of liquid crystal polyester and the moulding compound being made from it and its application |
| CN105837803A (en) * | 2016-02-01 | 2016-08-10 | 金发科技股份有限公司 | Liquid crystal polyester and its molded composition and use |
| CN114514264A (en) * | 2019-10-31 | 2022-05-17 | 住友化学株式会社 | Liquid crystal polyester powder and method for producing liquid crystal polyester solution composition |
| WO2022088565A1 (en) * | 2020-10-30 | 2022-05-05 | 金发科技股份有限公司 | Liquid crystal polyester, liquid crystal polyester composition, and use thereof |
| CN113099608A (en) * | 2021-04-06 | 2021-07-09 | 深圳市华盈新材料有限公司 | Composite material for 5G antenna |
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