CN109467643A - A kind of LCP glue film and preparation method thereof for FPC industry - Google Patents
A kind of LCP glue film and preparation method thereof for FPC industry Download PDFInfo
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- CN109467643A CN109467643A CN201811150974.2A CN201811150974A CN109467643A CN 109467643 A CN109467643 A CN 109467643A CN 201811150974 A CN201811150974 A CN 201811150974A CN 109467643 A CN109467643 A CN 109467643A
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- liquid crystal
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- glue film
- lcp
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- 239000003292 glue Substances 0.000 title claims abstract description 50
- 238000002360 preparation method Methods 0.000 title claims abstract description 22
- 229920000106 Liquid crystal polymer Polymers 0.000 claims abstract description 73
- 239000004977 Liquid-crystal polymers (LCPs) Substances 0.000 claims abstract description 72
- 239000004973 liquid crystal related substance Substances 0.000 claims abstract description 34
- 239000000178 monomer Substances 0.000 claims abstract description 31
- 244000043261 Hevea brasiliensis Species 0.000 claims abstract description 12
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 12
- 229920003052 natural elastomer Polymers 0.000 claims abstract description 12
- 229920001194 natural rubber Polymers 0.000 claims abstract description 12
- 239000003822 epoxy resin Substances 0.000 claims abstract description 10
- 238000000034 method Methods 0.000 claims abstract description 10
- 229920005668 polycarbonate resin Polymers 0.000 claims abstract description 10
- 239000004431 polycarbonate resin Substances 0.000 claims abstract description 10
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 10
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 8
- 210000002858 crystal cell Anatomy 0.000 claims abstract description 6
- 238000001035 drying Methods 0.000 claims abstract description 6
- 239000003960 organic solvent Substances 0.000 claims abstract description 6
- 238000005453 pelletization Methods 0.000 claims abstract description 6
- 238000005266 casting Methods 0.000 claims abstract description 5
- 238000010792 warming Methods 0.000 claims abstract description 5
- 239000002245 particle Substances 0.000 claims abstract description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- MWSKJDNQKGCKPA-UHFFFAOYSA-N 6-methyl-3a,4,5,7a-tetrahydro-2-benzofuran-1,3-dione Chemical group C1CC(C)=CC2C(=O)OC(=O)C12 MWSKJDNQKGCKPA-UHFFFAOYSA-N 0.000 claims description 4
- 229920005989 resin Polymers 0.000 claims description 4
- 239000011347 resin Substances 0.000 claims description 4
- BSZXAFXFTLXUFV-UHFFFAOYSA-N 1-phenylethylbenzene Chemical compound C=1C=CC=CC=1C(C)C1=CC=CC=C1 BSZXAFXFTLXUFV-UHFFFAOYSA-N 0.000 claims description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 3
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 claims description 2
- UHFFVFAKEGKNAQ-UHFFFAOYSA-N 2-benzyl-2-(dimethylamino)-1-(4-morpholin-4-ylphenyl)butan-1-one Chemical compound C=1C=C(N2CCOCC2)C=CC=1C(=O)C(CC)(N(C)C)CC1=CC=CC=C1 UHFFVFAKEGKNAQ-UHFFFAOYSA-N 0.000 claims description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 2
- 239000004593 Epoxy Substances 0.000 claims description 2
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- -1 methyl mercapto Chemical class 0.000 claims description 2
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 2
- YLHXLHGIAMFFBU-UHFFFAOYSA-N methyl phenylglyoxalate Chemical compound COC(=O)C(=O)C1=CC=CC=C1 YLHXLHGIAMFFBU-UHFFFAOYSA-N 0.000 claims 1
- 239000000463 material Substances 0.000 abstract description 10
- 230000011664 signaling Effects 0.000 abstract description 4
- 239000012943 hotmelt Substances 0.000 abstract description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 16
- 235000019441 ethanol Nutrition 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 230000006872 improvement Effects 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- QWXYZCJEXYQNEI-OSZHWHEXSA-N intermediate I Chemical compound COC(=O)[C@@]1(C=O)[C@H]2CC=[N+](C\C2=C\C)CCc2c1[nH]c1ccccc21 QWXYZCJEXYQNEI-OSZHWHEXSA-N 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000006068 polycondensation reaction Methods 0.000 description 3
- 238000001953 recrystallisation Methods 0.000 description 3
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000005452 bending Methods 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 229920002521 macromolecule Polymers 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 230000001191 orthodromic effect Effects 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid group Chemical class S(O)(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- VAPQAGMSICPBKJ-UHFFFAOYSA-N 2-nitroacridine Chemical compound C1=CC=CC2=CC3=CC([N+](=O)[O-])=CC=C3N=C21 VAPQAGMSICPBKJ-UHFFFAOYSA-N 0.000 description 1
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 description 1
- 229920000544 Gore-Tex Polymers 0.000 description 1
- UXMQORVHJMUQFD-UHFFFAOYSA-N Heptanophenone Chemical compound CCCCCCC(=O)C1=CC=CC=C1 UXMQORVHJMUQFD-UHFFFAOYSA-N 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- DMLAVOWQYNRWNQ-UHFFFAOYSA-N azobenzene Chemical group C1=CC=CC=C1N=NC1=CC=CC=C1 DMLAVOWQYNRWNQ-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000007766 curtain coating Methods 0.000 description 1
- WQPDQJCBHQPNCZ-UHFFFAOYSA-N cyclohexa-2,4-dien-1-one Chemical compound O=C1CC=CC=C1 WQPDQJCBHQPNCZ-UHFFFAOYSA-N 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- 150000001989 diazonium salts Chemical class 0.000 description 1
- MGHPNCMVUAKAIE-UHFFFAOYSA-N diphenylmethanamine Chemical compound C=1C=CC=CC=1C(N)C1=CC=CC=C1 MGHPNCMVUAKAIE-UHFFFAOYSA-N 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 229920006351 engineering plastic Polymers 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical class COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 description 1
- 238000010295 mobile communication Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 238000002390 rotary evaporation Methods 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/10—Esters
- C08F222/1006—Esters of polyhydric alcohols or polyhydric phenols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/08—Macromolecular additives
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J135/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical, and containing at least another carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J135/02—Homopolymers or copolymers of esters
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/10—Adhesives in the form of films or foils without carriers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/38—Polymers
- C09K19/3833—Polymers with mesogenic groups in the side chain
- C09K19/3842—Polyvinyl derivatives
- C09K19/3852—Poly(meth)acrylate derivatives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/10—Esters
- C08F222/1006—Esters of polyhydric alcohols or polyhydric phenols
- C08F222/102—Esters of polyhydric alcohols or polyhydric phenols of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate
- C08F222/1025—Esters of polyhydric alcohols or polyhydric phenols of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate of aromatic dialcohols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
- C08L2205/035—Polymer mixtures characterised by other features containing three or more polymers in a blend containing four or more polymers in a blend
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/08—Polymer mixtures characterised by other features containing additives to improve the compatibility between two polymers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
- C09J2203/326—Applications of adhesives in processes or use of adhesives in the form of films or foils for bonding electronic components such as wafers, chips or semiconductors
Abstract
The LCP glue film and preparation method thereof that the invention proposes a kind of for FPC industry, the glue film are prepared by the liquid crystal monomer as shown in formula I and formula II.Preparation method is as follows: liquid crystal monomer shown in the formula I and the formula II and photoinitiator being poured into liquid crystal cell, at 95 DEG C, the induced polymerization at 3mW/cm2, the ultraviolet light of 365nm exposes 20-30min.The liquid crystal polymer is dissolved in organic solvent, sequentially add natural rubber, polycarbonate resin and bisphenol-type epoxy resin, it is uniformly mixed, curing agent is added, it is warming up to 70 DEG C, glue is obtained, double screw extruder is then continued at and carries out extruding pelletization, the particle after drying is prepared into LCP glue film finally by casting technique.The LPC glue film has lower dielectric constant, improves signaling rate, while having lower fusing point, and stickiness enhances after hot melt, and therefore, the material that can be used for can be widely applied to 5G network glues in viscous.
Description
Technical field
The present invention relates to macromolecule glue technical field of membrane, and in particular to a kind of LCP glue film.
Background technique
FPC is the abbreviation of Flexible Printed Circuit, also known as flexible printed circuit board, is with insulation flexible
Printed circuit board made of substrate has the advantages that many rigid printed circuit plates do not have, its Distribution density height, weight
Gently, thickness is thin, bending is good.It can be substantially reduced the volume of electronic product using FPC, meet electronic product to high density, small-sized
Change, the direction of high reliability development.Therefore, FPC is in space flight, military affairs, mobile communication, laptop computer, computer peripheral equipment, intelligent hand
It is widely used on the fields such as machine, digital camera or product.FPC also have good thermal diffusivity and solderability and easily
In load, overall cost is lower the advantages that.With the growth of smart electronics product sales volume in recent years, FPC, which is used as, is suitable for intelligence
The printed circuit board of electronic product becomes one of the beneficiary of smart electronics industry development.
LCP is the abbreviation of English Liquid Crystal Polymer, at home referred to as liquid crystal polymer, is a kind of new
The high molecular material of type, generally will become the form of liquid crystal under certain heated condition, so therefore gaining the name.This kind of material
With excellent heat resistance and moulding processability.For polymerization based on melt polycondensation, all aromatic LCP is aided with solid phase more
Polycondensation is to be made high molecular weight products.Non- all aromatic LCP plastic material produces product frequently with a step or two step melt polymerizations.
In recent years the technology that high molecular weight LCP is produced in continuous fusion polycondensation is developed.Liquid crystal aromatic polyesters are under liquid crystal state due to it
Macromolecular chain is orientation, it has abnormal regular fibrous structure, and performance is special, and product strength is very high, and is no less than metal
And ceramics.Tensile strength and bending modulus can be more than the various thermoplastic engineering plastics to grow up over 10 years.Mechanical performance, ruler
Very little stability, optical property, electrical property, chemical resistance, anti-flammability, processability are good, heat-resist, thermal expansion coefficient compared with
It is low.The monomer of use is different, and the performance of liquid crystal polyester obtained, processability and price are also different.The filler difference of selection, filler
The difference of additive amount also all influences its performance.
In recent years, the application of LCP flourishes, and the Related product of LCP, LCP can be seen in many high level and high-end field
Glue film and LCP glue film belong to same material, and multi-layer FPC plays the role of each layer of bonding, can regard LCP's as when producing
OCA glue.
There is LCP material macromolecule to arrange orthodromic, and LCP molecule flow behavior is influenced by processing method after processing film.
Superex (Foster-Miller) company of investment LCP membrane material production exploitation earliest is cut with rotating die head regulation different directions
Shear force arranges orthodromic with regulatory molecule.Japanese Kuraray company is by penetrating inflation method in blown film manufacturing process, into one
The glue film characteristic in the direction step control MD/TD；Then using can pass through, twin shaft extension is secondary to be added Primatec (Japan Gore-Tex)
Work mode increases the direction TD molecules align characteristic.
LCP glue film demand is growing, and the environment such as high temperature, solarization, humidity are often touched in routine use, it is therefore desirable to
LCP material has preferable weatherability, heat resistance and good mechanical property.
Summary of the invention
In order to solve the above technical problems, the present invention provides a kind of for the LCP glue film of FPC industry and its preparation side
Method, it is intended that a kind of LCP glue film is provided, it is poly- by addition high frequency adhering resin bisphenol-type epoxy resin, high frequency compatilizer
Carbonate resin and natural rubber improve signaling rate, simultaneously so that it has lower dielectric constant in high frequency
With lower fusing point, stickiness enhances after hot melt, and therefore, the material that can be used for can be widely applied to 5G network glues in viscous.
The present invention provides a kind of liquid crystal polymer, is prepared by the liquid crystal monomer as shown in formula I and formula II:
In II general structure of formula, R1, R2=H, Cl, Br, I, CH3, CH2CH3, OH, OCH3, COCH3, OCOCH3, Ph,
Ar。
Improved as of the invention further, include the following steps: liquid crystal monomer shown in the formula I and the formula II and
Photoinitiator pours into liquid crystal cell, at 95 DEG C, in 3mW/cm2, induced polymerization under the ultraviolet light of 365nm exposes 20-30min,
Up to liquid crystal polymer；Monomer shown in the formula I, monomer and photoinitiator shown in the formula II mass fraction ratio be (50-
70): (35-45): (1-3).
As further improvement of the invention, the matter of monomer shown in the formula I, monomer and photoinitiator shown in the formula II
Amount score ratio is 60:37:2.
As further improvement of the invention, photoinitiator is selected from 2- hydroxy-2-methyl -1- phenylacetone, 1- hydroxyl ring
Hexyl phenyl ketone, 2- methyl -2- (4- morpholinyl) -1- [4- (methyl mercapto) phenyl] -1- acetone, 2- dimethylamino -2- benzyl -
1- [4- (4- morpholinyl) phenyl] -1- butanone, 2- hydroxy-2-methyl -1- [4- (2- hydroxyl-oxethyl) phenyl] -1- acetone, benzene
One or more of formic acid methyl esters and diphenylethan.
The present invention further protects a kind of LCP glue film prepared with above-mentioned liquid crystal polymer, further includes biphenol type epoxy tree
Rouge, polycarbonate resin, curing agent and natural rubber.
As further improvement of the invention, liquid crystal polymer, bisphenol-type epoxy resin, polycarbonate resin, curing agent
Mass ratio with natural rubber is 67:17:22:2:12.
As further improvement of the invention, curing agent is methyl tetrahydro phthalic anhydride or 4,4'- two aminodiphenylmethane.
As further improvement of the invention, dielectric constant of the LCP glue film at 3GHz is 2.4-2.8, and the loss factor is
0.001-0.002；Hydroscopicity is 0.02-0.05%；Tensile strength is 360-400MPa；Liquid crystal section is between 160-182 DEG C
The present invention further protects a kind of preparation method of above-mentioned LCP glue film, comprising the following steps: by the polymerizable mesogenic
Object is dissolved in organic solvent, is sequentially added natural rubber, polycarbonate resin and bisphenol-type epoxy resin, is uniformly mixed,
Curing agent is added, is warming up to 70 DEG C, obtains glue, then continues at double screw extruder and carries out extruding pelletization, finally by curtain coating
Particle after drying is prepared into LCP glue film by technique.
The present invention further protects a kind of application of the above-mentioned LCP glue film in FPC industry.
The invention has the following beneficial effects:
1. LCP glue film of the present invention passes through addition high frequency adhering resin bisphenol-type epoxy resin and high frequency compatilizer polycarbonate
Resin improves signaling rate so that it has lower dielectric constant in high frequency, therefore, can be used for answering extensively
Material for 5G network glues in viscous；
2. liquid crystal monomer prepared by the present invention contains azobenzene structure, thermal stability is good, the liquid crystal polymer mechanics of preparation
Better performances, while there is fine solubility and weatherability, therefore lower hydroscopicity adapts to humidity etc. in daily demand
Environment；
3. the present invention also added natural rubber, fusing point is low, so that LCP glue film obtained is meltable after heated, stickiness increases
Add, solidifies after cooling, the performance with glue film；
4. LCP glue film manufacturing process of the present invention is simple, raw material sources are wide, easy to use convenient for storage and transport, adapt to more
Therefore kind environment is with a wide range of applications.
Detailed description of the invention
Fig. 1 is the preparation technology figure of LCP glue film.
Specific embodiment
Below in conjunction with the embodiment of the present invention, the technical scheme in the embodiment of the invention is clearly and completely described,
Obviously, the embodiment described is the embodiment of part of representative of the invention, rather than whole embodiments, this field are general
Other all embodiments obtained belong to protection of the invention to logical technical staff without making creative work
Range.
The preparation of 1 liquid crystal polymer of embodiment
The synthesis of liquid crystal monomer shown in formula I:
In the structure shown in formula I general formula, R1=H.
It takes 0.1mol resorcinol and 0.22mol P-hydroxybenzoic acid to be dissolved in 100mL methanol, few drops of concentrated sulfuric acids is added dropwise, add
It after thermal response 2h, filters, ethanol washing solid obtains the intermediate I of liquid crystal monomer shown in formula I；
It takes the intermediate I of liquid crystal monomer shown in 0.1mol formula I to be dissolved in 120mL ethyl alcohol, is added dropwise 0.22mol1,7- dibromo heptan
Alkane is added 0.02molKOH, is heated to 60 DEG C of reaction 3h, filters, and ethyl alcohol recrystallization obtains the centre of liquid crystal monomer shown in formula I
Body Π；
By intermediate Π, 0.2mol potassium acrylate of liquid crystal monomer shown in 0.1mol formula I, 2g tetrabutylammonium bromide and a small amount of
Reactor is added in the tetrahydrofuran of hydroquinone and 120mL, and stirring and dissolving is warming up to 50 DEG C under nitrogen protection, continues logical nitrogen
Sealing system after gas 1h is further continued for reaction 48h, is cooled to room temperature later, filters, and rotary evaporation removes most solvent, will
Concentrate is added in suitable water, and precipitating, filtering is precipitated, and ethyl alcohol recrystallization obtains liquid crystal monomer shown in formula II.
The synthesis of liquid crystal monomer shown in formula II:
In II general structure of formula, R2=H.
It takes 0.12mol para-aminophenol to be put into reactor, the aqueous solution of the sodium nitrite of molar ratio 1:1 is added, at 0 DEG C
The aqueous solution of 2mol/L hydrochloric acid is added dropwise, diazonium salt solution is made.Adjust the reaction was continued 1h after pH=8-9, continue to adjust pH value of solution=
4, it saltouts, filters, it is dry, obtain the intermediate I of liquid crystal monomer shown in formula II；
It takes the intermediate I of liquid crystal monomer shown in 0.1mol formula II to be dissolved in 120mL ethyl alcohol, is added dropwise 0.22mol1,7- dibromo heptan
Alkane is added 0.02molKOH, is heated to 60 DEG C of reaction 3h, filters, and ethyl alcohol recrystallization obtains the centre of liquid crystal monomer shown in formula II
Body Π；
It takes intermediate Π and the 0.21mol acrylic acid of liquid crystal monomer shown in 0.1mol formula II to be dissolved in 100mL methanol, number is added dropwise
The concentrated sulfuric acid is dripped, after 2h is reacted in heating, is filtered, ethanol washing solid obtains liquid crystal monomer shown in formula II.
The preparation of liquid crystal polymer, include the following steps: liquid crystal monomer shown in formula II described in formula I described in 50g and 35g and
1g photoinitiator 1- hydroxycyclohexyl phenyl ketone pours into liquid crystal cell, at 95 DEG C, in 3mW/cm2, under the ultraviolet light of 365nm
Induced polymerization exposes 20min to get liquid crystal polymer, yield 90%.
The preparation of 2 liquid crystal polymer of embodiment
The preparation of liquid crystal polymer, include the following steps: liquid crystal monomer shown in formula II described in formula I described in 70g and 45g and
3g photoinitiator 2- hydroxy-2-methyl -1- [4- (2- hydroxyl-oxethyl) phenyl] -1- acetone pours into liquid crystal cell, at 95 DEG C,
In 3mW/cm2, induced polymerization under the ultraviolet light of 365nm exposes 30min to get liquid crystal polymer, yield 91%.
In the structure shown in formula I general formula, R1=Br, in II general structure of formula, R2=OCH3。
The preparation of 3 liquid crystal polymer of embodiment
The preparation of liquid crystal polymer, include the following steps: liquid crystal monomer shown in formula II described in formula I described in 60g and 40g and
2g photoinitiator diphenylethan pours into liquid crystal cell, at 95 DEG C, in 3mW/cm2, induced polymerization under the ultraviolet light of 365nm,
25min is exposed to get liquid crystal polymer, yield 96%.
In the structure shown in formula I general formula, R1=H, in II general structure of formula, R2=Cl.
The preparation of 4 LCP glue film of embodiment
The following steps are included: liquid crystal polymer described in 65g is dissolved in organic solvent, sequentially add 10g natural rubber,
20g polycarbonate resin and 15g bisphenol-type epoxy resin, are uniformly mixed, and 1g curing agent methyl tetrahydro phthalic anhydride, heating is added
To 70 DEG C, glue is obtained, double screw extruder is then continued at and carries out extruding pelletization, finally by casting technique by the grain after drying
Son is prepared into LCP glue film.
The preparation of 5 LCP glue film of embodiment
The following steps are included: liquid crystal polymer described in 70g is dissolved in organic solvent, sequentially add 15g natural rubber,
25g polycarbonate resin and 20g bisphenol-type epoxy resin, are uniformly mixed, and 3g curing agent methyl tetrahydro phthalic anhydride, heating is added
To 70 DEG C, glue is obtained, double screw extruder is then continued at and carries out extruding pelletization, finally by casting technique by the grain after drying
Son is prepared into LCP glue film.
The preparation of 6 LCP glue film of embodiment
The following steps are included: liquid crystal polymer described in 67g is dissolved in organic solvent, successively plus 12g enter natural rubber,
22g polycarbonate resin and 17g bisphenol-type epoxy resin, are uniformly mixed, and 2g curing agent 4, bis- amido diphenyl of 4'- is added
Methane is warming up to 70 DEG C, obtains glue, then continues at double screw extruder and carries out extruding pelletization, will finally by casting technique
Particle after drying is prepared into LCP glue film.
1 performance test of test case
LCP glue film prepared by 4-6 of the embodiment of the present invention is tested for the property, the results are shown in Table 1.
1 the performance test results table of table
As seen from the above table, the LCP glue film of preparation of the embodiment of the present invention has preferable comprehensive performance, dielectric constant under high frequency
It is low, signaling rate is improved, can be widely applied in 5G network；With good mechanical property, hydroscopicity is low, and heat-resisting
Therefore property, good weatherability adapt to the environment such as daily demand high temperature, solarization, humidity.
Those skilled in the art is not under conditions of departing from the spirit and scope of the present invention that claims determine, also
Various modifications can be carried out to the above content.Therefore the scope of the present invention is not limited in above explanation, but by
The range of claims determines.
Claims (10)
1. a kind of liquid crystal polymer, which is characterized in that be prepared by the liquid crystal monomer as shown in formula I and formula II:
In II general structure of formula, R1, R2=H, Cl, Br, I, CH3, CH2CH3, OH, OCH3, COCH3, OCOCH3, Ph, Ar.
2. a kind of method for preparing liquid crystal polymer described in claim 1, which comprises the steps of: by the formula I
It is poured into liquid crystal cell with liquid crystal monomer shown in the formula II and photoinitiator, at 95 DEG C, in 3mW/cm2, the ultraviolet light of 365nm
Lower induced polymerization exposes 20-30min to get liquid crystal polymer；
Monomer shown in the formula I, monomer and photoinitiator shown in the formula II mass fraction ratio be (50-70): (35-45):
(1-3)。
3. a kind of preparation method of liquid crystal polymer according to claim 2, which is characterized in that monomer shown in the formula I, institute
The mass fraction ratio for stating monomer shown in formula II and photoinitiator is 60:37:2.
4. a kind of preparation method of liquid crystal polymer according to claim 2, which is characterized in that the photoinitiator is selected from 2-
Hydroxy-2-methyl -1- phenylacetone, 1- hydroxycyclohexyl phenyl ketone, 2- methyl -2- (4- morpholinyl) -1- [4- (methyl mercapto)
Phenyl] -1- acetone, 2- dimethylamino -2- benzyl -1- [4- (4- morpholinyl) phenyl] -1- butanone, 2- hydroxy-2-methyl -1-
One or more of [4- (2- hydroxyl-oxethyl) phenyl] -1- acetone, methyl benzoylformate and diphenylethan.
5. a kind of LCP glue film of the preparation of the liquid crystal polymer described in claim 1, it is characterised in that further include biphenol type epoxy tree
Rouge, polycarbonate resin, curing agent and natural rubber.
6. LCP glue film according to claim 5, which is characterized in that the liquid crystal polymer, is gathered bisphenol-type epoxy resin
The mass ratio of carbonate resin, curing agent and natural rubber is 67:17:22:2:12.
7. LCP glue film according to claim 5, which is characterized in that the curing agent is methyl tetrahydro phthalic anhydride or 4,4'- bis-
Aminodiphenylmethane.
8. LCP glue film according to claim 5, which is characterized in that dielectric constant of the LCP glue film at 3GHz be
2.4-2.8 the loss factor is 0.001-0.002；Hydroscopicity is 0.02-0.05%；Tensile strength is 360-400MPa；Liquid crystal area
Between between 160-182 DEG C.
9. a kind of preparation method of LCP glue film according to claim 5, which comprises the following steps: by the liquid
Crystalline polymer is dissolved in organic solvent, is sequentially added natural rubber, polycarbonate resin and bisphenol-type epoxy resin, is stirred
Uniformly, curing agent is added, is warming up to 70 DEG C, obtains glue, then continues at double screw extruder and carries out extruding pelletization, finally by
Particle after drying is prepared into LCP glue film by casting technique.
10. a kind of application of the LCP glue film in FPC industry according to claim 5.
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