CN100586981C - Silicon group-containing 1,4-phenylene vinylidene and its preparation method and application - Google Patents
Silicon group-containing 1,4-phenylene vinylidene and its preparation method and application Download PDFInfo
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Abstract
The invention is the method for preparing 1,4- containing silicon silicon group (Si-PPV) and its application. Compared with the present technology which has complex equipment, low lightening efficiency and unsatisfying heat stability, the invention uses polymer 3 as the raw material, generates 4 which then has coupling reaction with 6, generating 7, and the acquiring the active monomer through mole without water existence, the active monomer is changed into Si-PPV through Gilch reaction. The polymer has outstanding film-making performance, heat stability and lightening efficiency.
Description
Invention field
The invention discloses electroluminescence high luminescent properties a class silicon-containing group 1,4-phenylene vinylidene, i.e. Si-PPV and its production and application.This polymkeric substance can be used for fields such as luminescent device, photocell, photodiode.
Background of invention
Begin so far from nineteen nineties, people have had more deep understanding to polymer electroluminescence.Electroluminescent is the process that is converted into luminous energy by electric energy, and promptly current carrier is two pouring-in luminous.Has essentially identical luminescence mechanism with the ground pole tube light-emitting, thereby they also can be counted as a kind of photodiode: under the driving of external voltage, be transferred to luminescent layer respectively and take place compound by anodal injected holes with by the negative pole injected electrons, thereby give off energy, give the luminophore molecule with transmission ofenergy again, it is excited, from the ground state transition to excited state, when excited molecule produces luminescence phenomenon because of radiative transition when excited state is got back to ground state.Polymer electroluminescence material, because of its flexibility, easily machine-shaping is difficult for crystallization, and the chain conjugated polymers is an one-dimentional structure simultaneously, and its band gap numerical value is suitable with visible light energy.Soluble polymer has good mechanical property and good film-forming properties again, becomes the focus of present electroluminescent area research.This base polymer mainly contains: polyacetylene (polyaR3etylene), polypyrrole (polypyttole), poly-(3-alkylthrophene) (Poly (3-alkylthiophene), P3AT), polyaniline (polyaniline, PANi), poly-to benzene (poly (para-phenylenel), PPP), poly-furans (polyfuran), polyphenylacetylene (poly (para-phenylene-vinylene, PPV), poly-fluorenes (polyfluorene, PFO), (Poly (N-VinylR3arbazole) PVR3z) waits semiconductive polymer or luminescence polymer and their derivative or multipolymer to polyvinyl carbazole, and wherein PPV and derivative thereof are to study in the world at present and use at most, the base polymer that effect is best.The polymkeric substance that contains the PPV structure is innumerable.Wherein, people study and more are, poly-(1,4-phenylene vinylidene (being PPV) (J.H.Burroughs, D.D.R3.Bradley, A.R.Brown etc., nature 347,539 (1990)); Poly-(2-methoxyl group-5-(2 '-ethyl hexyl oxy)-1,4-phenylene vinylidene) is MEH-PPV (United States Patent (USP) 5189136); DMO-PPV; R3N-PPV; BR3HA-PPV; PDM-PPV; DMOP-PPV; P-PPV; BuEH-PPV; The polymkeric substance of single repeating unit such as R3HEN-PPV, and by different repeat units, for example, oxadiazoles unit, fluorenes and modification unit thereof, thiophene and modification unit thereof etc. and multipolymers such as the copolymerization of PPV unit, grafting, polycondensation, homopolymerization.
Mainly be good illumination efficiency and thermostability preferably for the requirement of luminescence polymer material.Improve the luminous efficiency of material, find out from top principle of luminosity, can successfully carry out, need electroluminescent device to satisfy certain intrinsic requirement for making whole luminescence process, comprise effective injection of current carrier, the equilibrium transmission of two kinds of current carriers and the aspects such as effective utilization of exciton energy.Single like this PPV material just can not satisfy its requirement.Therefore there is the people to adopt the method for adding carrier blocking layers,, influenced the performance of device, also increased the complicacy of element manufacturing owing to the defective and the interfacial effect of interlayer.
Summary of the invention
The purpose of this invention is to provide a kind of good film-forming property, luminous efficiency height, Heat stability is good, polymkeric substance of the green light that carrying object injection and transmittability are good and preparation method thereof, Application Areas.
The PPV material Si-PPV of a kind of silicon-containing group of the present invention, its structure is as follows
Wherein, R
1, R
2Be the H atom, or C
1-C
10Alkyl, alkoxyl group, R
3Be C
1-C
20Alkyl, n=3-10000.
Among the present invention, the molecular weight of polymkeric substance is 100,000-1,500,000.
Among the present invention, the synthetic earlier polymerization single polymerization monomer that contains active group.
R wherein
1, R
2Be hydrogen atom, or C
1-C
10Alkyl, alkoxyl group, R
3Be C
1-C
20Straight chained alkyl or the band side chain alkyl, X is a halogen.
(1) with the anhydrous tetrahydro furan be solvent ,-70 ℃～-80 ℃ down with lithium alkylide reaction 1-10 hour, pair lithiums for compound, be 1 to the mol ratio of two halobenzenes and lithium alkylide: (2-6);
(2) go up two lithiums of step for a compound and a chlorosilane coupled reaction, must be to disilane base benzene, temperature of reaction-70 ℃～-80 ℃, time 1-5 hour, be warming up in 0.5-3 hour then under the room temperature and reacted 3-12 hour, washing, dry, underpressure distillation must be to disilane base benzene, in to two halobenzenes, be 1 to the mol ratio of two halobenzenes and a chlorosilane: (2-8);
(3) to disilane base benzene under anhydrous condition, with 1,4-dioxane or acetate are solvent, with Paraformaldehyde 96, hydrogen halide reaction, must contain active polymerization single polymerization monomer 2 through two halomethylations, 5-disilane base is to xylylene dihalide, temperature of reaction is 0 ℃～80 ℃, time is 3-48 hour, is 1 to the mol ratio of disilane base benzene and Paraformaldehyde 96: (2-10), the content of hydrogen halide in solvent is that 30wt% is to saturated;
Contain active polymerization single polymerization monomer and react, get target product by Gilch;
(4) anhydrous tetrahydro furan is a solvent, under nitrogen protection, is catalyzer with sodium alkoxide or potassium alcoholate ,-70 ℃～-80 ℃ following polyreaction 2-48 hour, the Si-PPV target product, wherein the mol ratio of monomer and catalyzer is 1: (3-10).
It is as follows that each goes on foot reaction process:
In the following formula, X is a halogen, and THF is a tetrahydrofuran (THF), R
1, R
2, R
3Be alkyl, solvent is 1,4-dioxane or acetate.
Polymerization velocity of the present invention is more even, and the dispersity of product is less, and molecular-weight average is bigger, and the luminescent properties of gained material is better.
Among the present invention, lithium alkylide is the alkyl lithium compounds that contains 1-10 carbon atom, as n-Butyl Lithium, and iso-octyl lithium etc.
Among the present invention, be 1 gram to the ratio of the quality of two halobenzenes and solvent: (5-100 milliliter).
Among the present invention, polymerisation catalysts is sodium alkoxide or the potassium alcoholate that contains 1-10 carbon atom.
Among the present invention, monomer is 1 gram with the ratio of solvent: (50-300 milliliter).
Among the present invention, in tetrahydrofuran (THF) or toluene, concentration is 0.1～20mg/ml with polymer dissolution, after getting clear solution, remove by filter impurity, casting film-forming obtains the uniform film of thickness to the good anode substrate of photoetching under the room temperature, and vacuum evaporated aluminium is as negative electrode then.
Among the present invention, the concentration of polymers soln is 5～15mg/ml.
Among the present invention, the solvent of polymer dissolution is a tetrahydrofuran (THF).
During above-mentioned polymer dissolution, can suitably heat, raise the efficiency.After the polymer dissolution, can pass through micron filter, general 0.1-5 micron is to remove the unnecessary impurity that may contain.Then at room temperature by rotation curtain coating, dip-coating curtain coating, down drip prolong, spray ink Printing or other based on the thin film-forming method of solution at matrix, as forming optics available free of pinholes film on glass, plastics or other matrix.
Among the present invention, the level that Si-PPV prepares electroluminescent device is: anode substrate/Si-PPV layer/aluminium negative electrode.
Most typical is that the ITO (glass) that can select for use photoetching good is an anode, and Si-PPV is spun to the ito glass surface, and vacuum evaporated aluminium is as negative electrode then.
Among the present invention, the Si-PPV that makes can use in the luminescent device field.
The Si-PPV that the present invention makes can be used for the luminescent device field, as electroluminescent cell, photodiode, photocell, photosensor, optoelectronic switch, various electrode/polymkeric substance/elements such as electrode.
The PPV material of silicon-containing group of the present invention has good film forming properties, good thermostability and higher luminescent properties, and having preferably, carrying object injects and transmittability.The synthetic application two halobenzenes of monomer whose is raw material, makes two lithiums for compound, then with a chlorosilane coupled reaction, generates disilane base benzene, and its side reaction is less; Under anhydrous condition behind two halomethylations 2,5-disilane base is to xylylene dihalide, multiple halides is difficult to separate and causes the very low shortcoming of yield when having avoided in the conventional synthetic method halogenating reaction.When monomer polymerization, adopt low temperature polymerization, make the polymer dispersed degree less, molecular weight is higher, thereby has overcome the influence of the big and small molecular weight product of conventional dispersity in synthetic to luminance purity and luminescent lifetime.Polymer film forming of the present invention is good, the luminous efficiency height, and Heat stability is good, carrying object injection and transmittability are good.
Embodiment
Further specify the present invention below in conjunction with example, but embodiment does not limit protection scope of the present invention.
Embodiment
Embodiment one Synthetic 2,5-two (the bi-methoxy octyl group is silica-based)-PPV: structural formula is as follows:
(1) synthesize 1,4-two (the bi-methoxy octyl group is silica-based) benzene: 10.0 gram (42mmol) paradibromobenzenes are dissolved in the 100ml anhydrous tetrahydro furan, feed N
2Protection; in-78 ℃ of freshly prepd n-Butyl Lithium tetrahydrofuran solution 50ml (100mmol) that slowly drip 2M; keep this thermotonus after 3 hours; slowly drip 20 gram (84mmol) dimethoxy octyl group chlorosilanes in-78 ℃; react after 2 hours; in 3 hours, slowly be warmed up to room temperature, finished in 6 hours in room temperature reaction.Reactant is through washing, and dry back underpressure distillation gets product.Boiling point: 173 ℃/0.2mmHg.
The analytical results of product is as follows:
1H NMR (R3DR3l
3): δ (ppm) 7.08 (4H, unimodal, R1r-H),, 1.45-1.15 (24H, multiplet), 0.97-0.75 (10H, multiplet), 0.19 (12H, unimodal).
Can confirm down array structure thus:
(2) Synthetic 2,5-two (the bi-methoxy octyl group is silica-based) is to benzyl dichloride: 10 gram (21mmol) 1,4-two (the bi-methoxy octyl group is silica-based) benzene is dissolved in 60ml anhydrous 1, in the 4-dioxane, add 2.0 gram (67mmol) Paraformaldehyde 96s, cool to 0-5 ℃, feed hydrogen chloride gas to saturated, react and be warmed up to room temperature reaction after 24 hours after 1 hour, be warmed up to 80 ℃ of reactions 4 hours.After removing solvent under reduced pressure, get product, be colourless liquid through post.
The analytical results of product is as follows:
1H NMR (R3DR3l
3): δ (ppm) 7.36 (2H, unimodal, R1r-H), 4.22 (4H, unimodal, R1r-R3H
2R3l), 1.45-1.15 (24H, multiplet), 0.92-0.72 (10H, multiplet), 0.20 (12H, unimodal).
Can confirm down array structure thus:
(3) Synthetic 2; 5-two (the bi-methoxy octyl group is silica-based)-PPV:2.0 restrains (3.4mmol) 2; 5-two (the bi-methoxy octyl group is silica-based) is dissolved in the 100ml anhydrous tetrahydro furan benzyl dichloride; under nitrogen protection, stir; be cooled to-70 ℃ of sodium methylate 10ml that in 15 minutes, drip 1M; dropwise; keep this temperature to continue reaction 4 hours; fall to then in the 500ml methyl alcohol; suction filtration is dissolved in the 100ml tetrahydrofuran (THF) with the gained solid, falls in the 500ml methyl alcohol again; suction filtration gets product after the vacuum-drying of gained solid behind the triplicate.GPR3 analyzes: weight-average molecular weight: 180,000, and dispersity: 2.17.
Embodiment two Synthetic 2s, 5-two (methoxyl group butoxy octyl group is silica-based)-PPV: structural formula is as follows:
(1) synthesize 1,4-two (methoxyl group butoxy octyl group is silica-based) benzene: 10.0 gram paradibromobenzenes (42mmol) are dissolved in the 500ml anhydrous tetrahydro furan, feed N
2Protection in-70 ℃ of freshly prepd n-propyl lithium tetrahydrofuran solution 100ml (200mmol) that slowly drip 2M, keeps this thermotonus after 3 hours.Slowly drip 40 in-70 ℃ and restrain (142mmol) methoxyl group butoxy octyl group chlorosilanes, react after 2 hours, in 3 hours, slowly be warmed up to room temperature, finished in 12 hours in room temperature reaction.Reactant is through washing, and dry back underpressure distillation gets product.Boiling point: 181 ℃/0.2mmHg.
The analytical results of product is as follows:
1HNMR (R3DR3l
3): δ (ppm) 7.06 (4H, unimodal, R1r-H),, 1.48-1.13 (32H, multiplet), 0.95-0.34 (20H, multiplet), 0.19 (6H, unimodal).
Can confirm down array structure thus:
(2) Synthetic 2,5-two (methoxyl group butoxy octyl group is silica-based) is to benzyl dichloride: 10 gram (18mmol) 1,4-two (methoxyl group butoxy octyl group is silica-based) benzene is dissolved in 200ml anhydrous 1, in the 4-dioxane, add 3.0 gram (100mmol) Paraformaldehyde 96s, cool to 0-5 ℃, feed hydrogen chloride gas to saturated, react and be warmed up to room temperature reaction after 24 hours after 1 hour, be warmed up to 80 ℃ of reactions 4 hours.After removing solvent under reduced pressure, get product, be colourless liquid through post.
The analytical results of product is as follows:
1H NMR (R3DR3l
3): δ (ppm) 7.34 (2H, unimodal, R1r-H), 4.20 (4H, unimodal, R1r-R3H
2R3l), 1.48-1.10 (32H, multiplet), 0.97-0.30 (20H, multiplet), 0.19 (6H, unimodal).Can confirm down array structure thus:
(3) Synthetic 2; 5-two (methoxyl group butoxy octyl group is silica-based)-PPV:2.0 restrains (3.0mmol) 2; 5-two (methoxyl group butoxy octyl group is silica-based) is dissolved in the 100ml anhydrous tetrahydro furan benzyl dichloride; under nitrogen protection, stir; be cooled to-80 ℃ of sodium ethylate 20ml (20mmol) that in 15 minutes, drip 1M; dropwise; keep this temperature to continue reaction 4 hours; fall to then in the 500ml methyl alcohol; suction filtration is dissolved in the 100ml tetrahydrofuran (THF) with the gained solid, falls in the 500ml methyl alcohol again; suction filtration gets product after the vacuum-drying of gained solid behind the triplicate.GPR3 analyzes: weight-average molecular weight: 230,000, and dispersity: 2.09.
Embodiment three Synthetic 2s, 5-two (the Methyl Octyl octadecyl is silica-based)-PPV: structural formula is as follows:
(1) synthesize 1,4-two (the Methyl Octyl octadecyl is silica-based) benzene: 10.0 gram (42mmol) paradibromobenzenes are dissolved in the 200ml anhydrous tetrahydro furan, feed N
2Protection in-80 ℃ of fresh iso-octyl lithium tetrahydrofuran solution 120ml (240mmol) that slowly drip 2M, keeps this thermotonus after 8 hours.Slowly drip 130 in-80 ℃ and restrain (292mmol) Methyl Octyl octadecyl chlorosilanes, react after 5 hours, in 3 hours, slowly be warmed up to room temperature, finished in 12 hours in room temperature reaction.Reactant is through washing, and dry back underpressure distillation gets product.Boiling point: 168 ℃/0.1mmHg.
The analytical results of product is as follows:
1H NMR (R3DR3l
3): δ (ppm) 7.23 (4H, unimodal, R1r-H), 1.50-1.10 (88H, multiplet), 0.99-0.73 (20H, multiplet), 0.28 (6H, unimodal).
Can confirm down array structure thus:
(2) Synthetic 2,5-two (the Methyl Octyl octadecyl is silica-based) is to cyclite: 10 gram (11mmol) 1,4-two (the Methyl Octyl octadecyl is silica-based) benzene is dissolved in the 100ml anhydrous acetic acid that contains HR2r30%, cool to 0-5 ℃, add 3.0 gram (100mmol) Paraformaldehyde 96s, react and be warmed up to room temperature reaction after 36 hours after 1 hour, be warmed up to 80 ℃ of reactions 4 hours.After removing solvent under reduced pressure, get product, be colourless liquid through post.
The analytical results of product is as follows:
1H NMR (R3DR3l
3): δ (ppm) 7.42 (2H, unimodal, R1r-H), 4.48 (4H, unimodal, R1r-R3H
2R2r), 1.50-1.10 (88H, multiplet), 0.95-0.70 (20H, multiplet), 0.30 (6H, unimodal).Can confirm down array structure thus:
(3) Synthetic 2; 5-two (the Methyl Octyl octadecyl is silica-based)-PPV:2.0 restrains (2.0mmol) 2; 5-two (the Methyl Octyl octadecyl is silica-based) is dissolved in the 500ml anhydrous tetrahydro furan cyclite; under nitrogen protection, stir; be cooled to-80 ℃ of potassium tert.-butoxide 20ml (20mmol) that in 15 minutes, drip 1M; dropwise; keep this temperature to continue reaction 40 hours; fall to then in the 500ml methyl alcohol; suction filtration is dissolved in the 100ml tetrahydrofuran (THF) with the gained solid, falls in the 500ml methyl alcohol again; suction filtration gets product after the vacuum-drying of gained solid behind the triplicate.GPR3 analyzes: weight-average molecular weight: 950,000, and dispersity: 2.15.
Embodiment four Synthetic 2s, 5-two (two hexyl hexadecyls are silica-based)-PPV: structural formula is as follows:
(1) synthesize 1,4-two (two hexyl hexadecyls are silica-based) benzene: 10.0 gram paradibromobenzenes (42mmol) are dissolved in the 800ml anhydrous tetrahydro furan, feed N
2Protection in-75 ℃ of fresh hexyllithium tetrahydrofuran solution 70ml that slowly drip 2M, keeps this thermotonus after 2 hours.Slowly drip 77 in-75 ℃ and restrain (168mmol) two hexyl hexadecyl chlorosilanes, react after 1 hour, in 1 hour, slowly be warmed up to room temperature, finished in 3 hours in room temperature reaction.Reactant is through washing, and dry back underpressure distillation gets product.Boiling point: 172 ℃/0.1mmHg.
The analytical results of product is as follows:
1H NMR (R3DR3l
3): δ (ppm) 7.23 (4H, unimodal, R1r-H), 1.52-1.08 (88H, multiplet), 0.99-0.73 (30H, multiplet).
Can confirm down array structure thus:
(2) Synthetic 2,5-two (two hexyl hexadecyls are silica-based) is to cyclite: 10 gram (11mmol) 1,4-two (two hexyl hexadecyls are silica-based) benzene is dissolved in the 150ml anhydrous acetic acid that contains HR2r30%, cool to 0-5 ℃, add 2.0 gram (67mmol) Paraformaldehyde 96s, react and be warmed up to room temperature reaction after 30 hours after 1 hour, be warmed up to 80 ℃ of reactions 8 hours.After removing solvent under reduced pressure, get product, be colourless liquid through post.
The analytical results of product is as follows:
1H NMR (R3DR3l
3): δ (ppm) 7.40 (2H, unimodal, R1r-H), 4.48 (4H, unimodal, R1r-R3H
2R2r), 1.50-1.10 (88H, multiplet), 0.92-0.74 (30H, multiplet).
Can confirm down array structure thus:
(3) Synthetic 2; 5-two (two hexyl hexadecyls are silica-based)-PPV:2.0 restrains (1.8mmol) 2; 5-two (two hexyl hexadecyls are silica-based) is dissolved in the 400ml anhydrous tetrahydro furan cyclite; under nitrogen protection, stir; be cooled to-80 ℃ of potassium tert.-butoxide 12ml that in 15 minutes, drip 1M; dropwise; keep this temperature to continue reaction 40 hours; fall to then in the 500ml methyl alcohol; suction filtration is dissolved in the 100ml tetrahydrofuran (THF) with the gained solid, falls in the 500ml methyl alcohol again; suction filtration gets product after the vacuum-drying of gained solid behind the triplicate.GPR3 analyzes: weight-average molecular weight: 1310,000, and dispersity: 2.25.
Embodiment five makes electroluminescent interlayer device
The thin-film component of preparation sandwich structure, the order of its each layer is as follows: ito anode/polymer luminescent material/aluminium negative electrode.Polymer luminescent material is respectively the luminescent material of embodiment 1,2 preparations, and reference material is pure PPV and conventional synthetic Si-PPV.Base material is a glass.Each layer thickness is as follows respectively: 100/300/100, and unit: nanometer.Light-emitting zone 0.25R3m2.The spin coating solvent for use all is THF.Data are listed in the table below:
| Electroluminescent peak λ (nm) | Trigger voltage/V | Brightness/R3d/m2* | Luminous efficiency/% | The life-span/hour * * | |
| The pure PPV of reference | 550 | 6.5 | 0.2 | 2 | 9 |
| Reference Si-PPV | 510 | 5.0 | 10 | 5 | 12 |
| Embodiment 1 | 520 | 2.9 | 25 | 12 | 16.2 |
| Embodiment 2 | 515 | 3.0 | 28 | 15 | 17.7 |
| Embodiment 3 | 518 | 2.8 | 32 | 14 | 20 |
| Embodiment 4 | 513 | 2.6 | 35 | 13 | 24 |
Annotate: *---the brightness during for voltage 5V
*---the life-span during for voltage 8V.
As can be seen, many behind the silicon side chain, all there have been large increase in the brightness of material and luminous efficiency and life-span.And compare performance with the usual method synthetic large increase has been arranged with synthetic method synthetic Si-PPV of the present invention.
Top description and example disclose several method of the present invention and material, but the invention is not restricted to above-mentioned specific examples, and it comprises interior all improvement and the variation of the spirit and scope of the present invention defined in claims of the present invention.
Claims (4)
1,1 of a kind of silicon-containing group, the preparation method of 4-phenylene vinylidene polymkeric substance is characterized in that the synthetic earlier polymerization single polymerization monomer that contains active group:
R wherein
1, R
2Be hydrogen atom, or C
1-C
10Alkyl, alkoxyl group, R
3Be C
1-C
20Straight chained alkyl or the band side chain alkyl, X is a halogen,
(1) with the anhydrous tetrahydro furan be solvent, to two halobenzenes-70 ℃～-80 ℃ down with lithium alkylide reaction 1-10 hour, pair lithiums for compound, be 1 to the mol ratio of two halobenzenes and lithium alkylide: 2-6;
(2) above-mentioned pair of lithium is for a compound and a chlorosilane coupled reaction, must be to disilane base benzene, temperature of reaction-70 ℃～-80 ℃, time 1-5 hour, be warming up in 0.5-3 hour then under the room temperature and reacted 3-12 hour, washing, dry, underpressure distillation must be to disilane base benzene, in to two halobenzenes, be 1 to the mol ratio of two halobenzenes and a chlorosilane: 2-8;
(3) to disilane base benzene under anhydrous condition, with 1,4-dioxane or acetate are solvent, with Paraformaldehyde 96, hydrogen halide reaction, the two halomethylations of warp must contain the polymerization single polymerization monomer 2 of active group, and 5-disilane base is to xylylene dihalide, temperature of reaction is 0 ℃～80 ℃, time is 3-48 hour, is 1 to the mol ratio of disilane base benzene and Paraformaldehyde 96: 2-10, the hydrogen halide content in solvent is that 30wt% is to saturated;
The polymerization single polymerization monomer that contains active group reacts by Gilch, gets target product:
(4) anhydrous tetrahydro furan is a solvent, under nitrogen protection, is catalyzer with sodium alkoxide or potassium alcoholate ,-70 ℃～-80 ℃ following polyreaction 2-48 hour, target product, wherein the mol ratio of monomer and catalyzer is 1: 3-10;
1 of described silicon-containing group, the structure of 4-phenylene vinylidene polymkeric substance is as follows:
R wherein
1, R
2Be the H atom, or C
1-C
10Alkyl, alkoxyl group, R
3Be C
1-C
20Alkyl, n=3-10000.
2, the method for claim 1 is characterized in that lithium alkylide is the alkyl lithium compounds that contains 1-10 carbon atom.
3, the method for claim 1 is characterized in that the ratio to the quality of two halobenzenes and solvent is 1 gram: the 5-100 milliliter.
4, the method for claim 1 is characterized in that polymerisation catalysts is sodium alkoxide or the potassium alcoholate that contains 1-10 carbon atom.
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Non-Patent Citations (2)
| Title |
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| A Family of ElectroluminescentSilyl-SubstitutedPoly(p-phenylenevinylene)s:synthesis,Characterization,andStructure-Property Relationships. Z.K.Chen, et al.MACROMOLECULES,Vol.33 No.24. 2000 |
| A Family of ElectroluminescentSilyl-SubstitutedPoly(p-phenylenevinylene)s:synthesis,Characterization,andStructure-Property Relationships.Z.K.Chen,et al.MACROMOLECULES,Vol.33 No.24. 2000 * |
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