JPH0515039B2 - - Google Patents
Info
- Publication number
- JPH0515039B2 JPH0515039B2 JP59107487A JP10748784A JPH0515039B2 JP H0515039 B2 JPH0515039 B2 JP H0515039B2 JP 59107487 A JP59107487 A JP 59107487A JP 10748784 A JP10748784 A JP 10748784A JP H0515039 B2 JPH0515039 B2 JP H0515039B2
- Authority
- JP
- Japan
- Prior art keywords
- cellulose
- film
- dielectric
- cyanoethylated
- dielectric constant
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 229920002678 cellulose Polymers 0.000 claims description 38
- 239000001913 cellulose Substances 0.000 claims description 38
- 239000000203 mixture Substances 0.000 claims description 27
- 229920005862 polyol Polymers 0.000 claims description 17
- 150000003077 polyols Chemical class 0.000 claims description 17
- 229920000642 polymer Polymers 0.000 claims description 10
- 239000000126 substance Substances 0.000 claims description 10
- 239000006185 dispersion Substances 0.000 claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 238000006116 polymerization reaction Methods 0.000 claims description 2
- 125000000524 functional group Chemical group 0.000 claims 2
- 125000003132 pyranosyl group Chemical group 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- 239000000047 product Substances 0.000 description 12
- 239000000243 solution Substances 0.000 description 11
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 10
- 238000000034 method Methods 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 238000007142 ring opening reaction Methods 0.000 description 9
- 150000003214 pyranose derivatives Chemical group 0.000 description 7
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 5
- 239000003989 dielectric material Substances 0.000 description 5
- 238000005401 electroluminescence Methods 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 239000004372 Polyvinyl alcohol Substances 0.000 description 4
- 230000002378 acidificating effect Effects 0.000 description 4
- 239000012046 mixed solvent Substances 0.000 description 4
- 229920002451 polyvinyl alcohol Polymers 0.000 description 4
- 229910000033 sodium borohydride Inorganic materials 0.000 description 4
- 239000012279 sodium borohydride Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 3
- 229920001218 Pullulan Polymers 0.000 description 3
- 239000004373 Pullulan Substances 0.000 description 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 3
- 238000007278 cyanoethylation reaction Methods 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 239000010410 layer Substances 0.000 description 3
- 238000004020 luminiscence type Methods 0.000 description 3
- KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical compound OI(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-N 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 235000019423 pullulan Nutrition 0.000 description 3
- 238000006722 reduction reaction Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 239000002033 PVDF binder Substances 0.000 description 2
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 2
- 239000005083 Zinc sulfide Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 229910052796 boron Inorganic materials 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000010531 catalytic reduction reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- 239000011888 foil Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 229920006267 polyester film Polymers 0.000 description 2
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 2
- 159000000001 potassium salts Chemical class 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 238000004448 titration Methods 0.000 description 2
- 229910052984 zinc sulfide Inorganic materials 0.000 description 2
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 2
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 1
- GSSXLFACIJSBOM-UHFFFAOYSA-N 2h-pyran-2-ol Chemical group OC1OC=CC=C1 GSSXLFACIJSBOM-UHFFFAOYSA-N 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 238000006845 Michael addition reaction Methods 0.000 description 1
- VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 1
- 229910000564 Raney nickel Inorganic materials 0.000 description 1
- 230000021736 acetylation Effects 0.000 description 1
- 238000006640 acetylation reaction Methods 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003172 aldehyde group Chemical group 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000003957 anion exchange resin Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- -1 boron ions Chemical class 0.000 description 1
- 239000003990 capacitor Substances 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 239000003729 cation exchange resin Substances 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 230000006196 deacetylation Effects 0.000 description 1
- 238000003381 deacetylation reaction Methods 0.000 description 1
- 239000002612 dispersion medium Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000005284 excitation Effects 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 229910003437 indium oxide Inorganic materials 0.000 description 1
- PJXISJQVUVHSOJ-UHFFFAOYSA-N indium(iii) oxide Chemical compound [O-2].[O-2].[O-2].[In+3].[In+3] PJXISJQVUVHSOJ-UHFFFAOYSA-N 0.000 description 1
- 239000002198 insoluble material Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 238000005502 peroxidation Methods 0.000 description 1
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Devices For Indicating Variable Information By Combining Individual Elements (AREA)
Description
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æç©ã«é¢ãããã®ã§ãããDetailed Description of the Invention (Industrial Application Field) The present invention relates to a cellulose-derived polyol derivative, and more specifically, to a cellulose-derived polyol derivative containing a cellulose-derived polyol derivative obtained by ring-opening, reducing, and cyanoethylating cellulose. The present invention relates to a highly dielectric composition.
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ãšããŠãã®æçšæ§ãèŠçŽãããŠããã In recent years, highly dielectric materials have been used in various fields such as electroluminescence and capacitors. In particular, electroluminescence, which produces luminescence when an alternating current electric field is applied to a layer formed by dispersing a compound with luminescent ability such as zinc sulfide in a dielectric material, differs from conventional point luminescence and line luminescence. ,
It is essentially a surface-emitting device, and its usefulness as a type of light-emitting display is being reconsidered.
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ãã For example, applications have already been made to backlights for liquid crystal displays, backlights for automobile dashboards, electrostatic erase lights for copying machines, and other thin displays, and further applications are expected in many directions.
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ãã Among these surface-emitting technologies, organic dispersion electroluminescence type light-emitting devices are expected to be developed with even higher performance because they are relatively inexpensive, lightweight, and flexible. .
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ïŒJournal of Optical Society of AmericaïŒ42
å·»850é ïŒ1952ïŒã«ãè¿°ã¹ãããŠããã(Problems to be Solved by the Invention) By the way, the main function required of a surface light emitter is particularly high brightness. Generally, in order to increase the brightness of electroluminescence, it is effective to use a high-performance light emitter and to use a dielectric material with a high dielectric constant as a dispersion medium for the light emitter. Regarding the fact that the brightness of electroluminescence can be improved by using a material with a high dielectric constant, see, for example, Journal of Optical Society of America 42.
It is also mentioned in Volume 850 (1952).
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ä¹ãããèªé»çã極ããŠäœãã Dielectric materials currently used in the production of organic dispersed electroluminescent devices include cyanoethylated cellulose (dielectric constant = 13-15), vinylidene fluoride (dielectric constant = 7-8), and vinylidene fluoride copolymer (dielectric constant = 7-8). 7-10), epoxy resin (4-5)
are widely used, but all of them have low dielectric constants and therefore have low brightness when used as electroluminescent elements. Among these, when cyanoethylated cellulose is made into a film, it has poor transparency, adhesiveness, and flexibility, and particularly has problems with adhesion to electrodes. In order to improve this adhesiveness, there is a method of mixing cyanoethylated sutucarose, but in any case, almost no improvement in the dielectric constant is observed. In addition, fluorine-based polymers have low dielectric constants and weak adhesive properties, and although attempts have been made to improve this by copolymerization, this is not sufficient. Furthermore, although epoxy resin has strong adhesive strength, it has poor flexibility and has an extremely low dielectric constant.
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ã§ããã(Means and effects for solving the problems) As a result of intensive research in order to solve the above problems, the present inventors discovered that after ring-opening and reduction of at least a part of the pyranose rings of cellulose, cyanoethyl The inventors have discovered that a cellulose-derived polyol derivative obtained by chemical conversion has a significantly higher dielectric constant than conventional substances, and have arrived at the present invention. That is, in the present invention, at least a part of the pyranose rings constituting the cellulose molecule is opened, and the resulting reducible group is reduced to form the corresponding alcohol, and then
The present invention relates to a composition comprising a cyanoethylated cellulose-derived polyol derivative and a substance having compatibility with the substance, and a light-emitting device using the composition.
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èš±åºé¡æžã§ããã The applicant has filed a separate patent application for the cellulose-derived polyol derivative used in the present invention on May 24, 1980.
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ãªãã First, an example of a method for synthesizing a cellulose-derived polyol derivative will be described, but the method is not limited thereto.
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èŠã«ããç·©è¡æ¶²ãçšããã First, the opening of the pyranol ring is performed in a neutral to weakly acidic solution in which periodic acid or a periodate salt is dissolved in water or other solvent. Potassium salts and sodium salts are commercially available as periodate salts, but since potassium salts are neutral to weakly acidic and poorly soluble, it is preferable to use sodium salts. In order to prevent side reactions such as peroxidation, this reaction is preferably carried out at a low temperature while shielding from light, and a buffer is used if necessary.
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èŠãããã Further, the reduction can be carried out by catalytic reduction, sodium borohydride, or the like. When using sodium borohydride, the product forms a stable compound with boron, so it must be purified by passing it through an ion exchange resin or by acetylation and deacetylation after isolation. be.
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ãè¡ãããšãåºæ¥ãã Cyanoethylation can then be carried out by Michael addition of acrylonitrile using an alkali catalyst.
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ãã The ring-opening rate of the ring-opened product, which is an intermediate product in the present invention, can be determined by quantifying the aldehyde group at the cleavage site caused by ring-opening by the hydroxylamine method.
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ãããã The measurement principle of the hydroxylamine method is shown by the following equation.
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ã§äžããããã The measured values in the test using the reaction of this formula are: a = Titration of the standard hydrochloric acid solution (ml) b = Titration of the standard hydrochloric acid solution in a blank test (ml) N = Normality of the standard hydrochloric acid solution S = Weight of the sample ( mg), then weight of carbonyl group (%) W=
28.01Ã(ba)ÃN/SÃ100 At this time, the ring opening rate α (%) is α=162.14ÃW/100/2Ã28.01+2.016ÃW/Ã100Ã
given in 100.
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ããããããã«éå®ããããã®ã§ã¯ãªãã Next, in the present invention, the polymer constituting the highly dielectric composition formed by mixing the above-mentioned cellulose derivative and a compatible polymer, regardless of whether or not it contains a cyanoethyl group, Examples of polymers that do not have a cyanoethyl group include cellulose derivatives, polyvinyl alcohol derivatives, polyacrylic esters, polymethacrylic esters, polyfumaric esters, and acrylates and styrenes. Polymers, methacrylate-styrene copolymers, etc. are mentioned, and examples of polymers having a cyanoethyl group include the above-mentioned polymers not having a cyanoethyl group, as well as cellulose, polyvinyl alcohol, and cyanoethylated polysaccharides. Examples include, but are not limited to, polymers.
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ããšãåºæ¥ãã The highly dielectric composition of the present invention also includes the above-mentioned polymer which does not contain a cyanoethyl group, or cellulose which becomes compatible with the above-mentioned cellulose-derived polyol derivative by cyanoethylation.
It can also be produced by mixing polyvinyl alcohol, pullulan, etc. with an alcohol obtained by opening and reducing at least some of the pyranose rings constituting cellulose, and then cyanoethylating the mixture.
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çšãªçŽ åãåŸãããšãã§ããã The cellulose-derived polyol derivative (at least a portion of the pyranose rings constituting cellulose is ring-opened, reduced, and then cyanoethylated), which is the main component of the present invention, provides excellent dielectric properties, but the shape of the material Depending on the ring-opening and reduction conditions, it becomes wax-like or syrup-like. In particular, those exhibiting a syrupy shape cannot be used alone to form a film. In this case, by blending a substance that is compatible with this cellulose derivative and has film-forming properties, a composition that has both excellent dielectric properties and excellent film-forming properties can be provided. I can do it. Further, since the organic dispersion type electroluminescent device (electroluminescent device) having a mixture of the highly dielectric composition of the present invention and an electroluminescent material as a light emitting layer has a high initial brightness, it is necessary to obtain normal brightness. In this case, the excitation conditions for light emission may be mild, and therefore the device has a long lifetime, making it possible to obtain a practically useful device.
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ïŒãåŸãããã(Example) The present invention will be specifically explained below using Examples, but these are only examples of the present invention, and the present invention is not limited to the combination thereof. The dielectric constant is measured at 1000 Hz Reference example 1 Add 40 g of cellulose with a degree of polymerization of about 300 and 800 ml of a 0.5 mol/sodium metaiodate aqueous solution to a flask equipped with a stirrer, stir at room temperature for 90 hours, filter the precipitate, and wash with water. By repeating this process, 59.4 g of undried ring-opened cellulose (40% moisture) was obtained.
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ã§ãã€ãã A portion of this was taken out and dried in vacuum, and then the carbonyl group was quantified using the hydroxylamine method.The carbonyl group was 31.4%, that is, the ring opening rate was 90.0.
It was %.
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äœãåŸãããã Obtained undried cellulose (water content 40%) 50
g, Raney nickel catalyst (W-7) 15ml and water
Pour 400ml into 1 autoclave and increase the hydrogen pressure.
When catalytic reduction was carried out at 80°C for 2.5 hours under a setting of 30Kg/cm 2 , 0.33mol of hydrogen was absorbed. The reaction solution was centrifuged to collect the supernatant, which was filtered to remove the catalyst. The water in the solution was distilled off under reduced pressure using a rotary evaporator, and the residue was vacuum-dried at 40°C, yielding 22.0 g of reduced product. Obtained.
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ã·ã¢ããšãã«åç©ãåŸãããã 20.0 g of this reduced product, 17.7 g of 5% aqueous sodium hydroxide solution, and 200 ml of acrylonitrile were placed in a flask equipped with a stirrer, and reaction was carried out at 55° C. for 2.5 hours while stirring. After the reaction was completed, acetic acid was added to make the reaction system acidic, and acrylonitrile was distilled off under reduced pressure using a rotary evaporator. Add pure water to the residue to precipitate the product, wash thoroughly with water, dissolve in acetone, pass through a 1ÎŒ membrane filter,
It was poured into a large amount of pure water and reprecipitated. Then the precipitate is 40
After vacuum drying at â, 31.3 g of syrupy cyanoethylated product was obtained.
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çµæ次ã®ãšããã§ãã€ãã The physical properties of the obtained cyanoethylated product were measured and the results were as follows.
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äœ6.3ïœãåŸããShape: Opening rate of brown transparent syrupy pyranose ring: = 90.0% Dielectric constant: ε = 41 (measured at 1000 Hz) Dielectric loss tangent: tan ÎŽ = 0.18 (same as above) Reference example 2 An open ring prepared in the same manner as Reference example 1 20 g of ringed undried cellulose (water content 40%), 400 ml of water, and 7 g of sodium borohydride were mixed into a flask equipped with a stirrer, and stirring was continued at room temperature overnight. After the reaction was completed, acetic acid was added to decompose excess sodium borohydride and the reaction solution was made acidic, followed by cation exchange resin (Dowex = 50, manufactured by Dow Chemical Company), anion exchange resin (Imberlite IRA-410, (manufactured by Rohm and Haas) to remove metal ions and boron ions and purify it. The solvent of the purified reaction solution was distilled off under reduced pressure using a rotary evaporator.
6.3 g of reduced product was obtained.
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ããå€éã®çŽæ°Žäžã«æ³šãã§åæ²ããã 6 g of the obtained reduced product, 5.3 g of 5.0% aqueous sodium hydroxide solution, and 60 ml of acrylonitrile were placed in a flask equipped with a stirrer, and reaction was carried out at 55° C. for 25 hours while stirring. After the reaction was completed, acetic acid was added to make the reaction system acidic, and then acrylonitrile was distilled off under reduced pressure using a rotary evaporator. Add water to the residue and after washing with water, dissolve the product in acetone and dilute with 1ÎŒ
After removing insoluble materials using a membrane filter, the mixture was poured into a large amount of pure water and reprecipitated.
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ã®ã·ã¢ããšãã«åç©ãåŸãããã Dry the precipitate at 40â in a vacuum dryer to give 10.1g.
A cyanoethylated product was obtained.
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çµæã次ã®ãšããã§ãã€ãã The results of measuring various properties of the obtained cyanoethylated product were as follows.
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åªãé€å»ãããShape: Colorless transparent solid Melting point: 98°C Ring opening rate of pyranose ring: 90.0% Dielectric constant: ε = 31 (measured at 1000Hz) Dielectric loss tangent: tan ÎŽ = 0.009 (same as above) Example 1 Produced by the method of Reference Example 1 A composition of 5 g of cellulose-derived polyol derivative (ε=41) and 10 g of cyanoethylated dextran (ε=18) was dissolved and mixed in a mixed solvent of acetone:DMF=9:1 to make a 30% solution, and a part of it was dissolved. After casting on a glass plate and gradually evaporating the solvent at room temperature to form a film, the solvent was removed at 60 to 80°C and 10 -1 to 10 -2 mmHg for 5 hours.
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ã¯ÎµïŒ22ã§ãã€ãã The obtained film was light in color, transparent, and highly flexible. The dielectric constant of this film was ε=22.
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ã«å¯ãã å®çšæ§ã®é«ããã€ã«ã ã§ãã€ãã The cellulose-derived polyol derivative (ε=41) used to make this film has an extremely high dielectric constant, but it has a syrupy shape, so it cannot be made into a film, and it is difficult to make a film using only cyanoethylated dextran. However, the film obtained by blending as in this example had an excellent dielectric constant, was light in color and transparent, and was highly flexible and highly practical.
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çŽ åãäœè£œãããExample 2 DMF was added to the same composition as in Example 1 as a dielectric material to make a 30% solution, and a zinc sulfide luminescent material for electroluminescent devices was added at a weight ratio of 1:1 to the solid content of the composition. The mixture was mixed and thoroughly dispersed using a homomixer. This dispersion was coated on aluminum foil to a thickness of 50ÎŒ by screen printing, and the temperature was kept at 60°C for a day and a night.
It was vacuum dried. A polyvinylidene fluoride film made of polyvinylidene fluoride was bonded to the polyester film so that the vapor-deposited surface of a transparent conductive film in which indium oxide was vapor-deposited was in contact with the polyester film, electrode terminals were attached to the aluminum foil and the transparent conductive film, respectively, and finally an adhesive layer was applied. An electroluminescent device was fabricated by sandwiching them between moisture-proof films and integrating them by thermocompression.
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çŽ åã§ãã€ãã When a voltage of 100V and 60Hz was applied to both terminals of this element, it emitted strong light, and when the luminance was measured,
16Cd/m 2 , making it an excellent light-emitting device.
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æ§ã«ããããå®çšæ§ã®é«ããã€ã«ã ã§ãã€ããExample 3 10 g of the cellulose-derived polyol derivative (ε=41) prepared by the method of Reference Example 1 and 10 g of cyanoethylated pullulan (ε=14) were mixed in acetone:DMF.
= Dissolved in a 9:1 mixed solvent, and the rest were as in Example 1.
A composition film was prepared in the same manner as above. The dielectric constant of this film was ε=24. The cellulose-derived polyol derivative used to make this film is syrup-like and cannot be made into a film by itself.Furthermore, although cyanoethylated pullulan has excellent heat resistance, the film made by itself is not flexible. Although poor, the film made of the composition of this example had an excellent dielectric constant, and was a highly practical film with excellent transparency, flexibility, and heat resistance.
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ãããExample 4 An electroluminescent device was produced in the same manner as in Example 2, except that the same composition as in Example 3 was used as a dielectric.
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17CdïŒm2ã§ãããããããçºå
çŽ åã§ãã€ãã When a voltage of 100V and 60Hz was applied to both terminals of this element, it emitted strong light, and when the luminance was measured,
17Cd/m 2 , making it an excellent light-emitting device.
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åæ§ã«ããçµæç©ãã€ã«ã ãäœè£œãããExample 5 10 g of the cellulose-derived polyol derivative (ε=31) prepared by the method of Example 2 and 10 g of cyanoethylated PVA (ε=14) were mixed in acetone:DMF=
A composition film was prepared in the same manner as in Example 1 except that the mixture was dissolved in a 9:1 mixed solvent.
ãã®ãã€ã«ã ã®èªé»çã¯ÎµïŒ23ã§ãã€ãã The dielectric constant of this film was ε=23.
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ã«èªå°äœã¯ç¡è²éæãèç¹ã98âã®åºäœã§ããã
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ããã€ã«ã ã§ãã€ãã The cellulose-derived polyol derivative used in this film is a colorless and transparent solid with a melting point of 98°C, but its adhesion is not necessarily sufficient, and cyanoethylated PVA has excellent adhesion, flexibility, and transparency, and it forms a film. However, the film of this example has an excellent dielectric constant and has excellent physical properties such as transparency, adhesiveness, and flexibility. It was a highly practical film.
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ããExample 6 An electroluminescent device was produced in the same manner as in Example 2 except that the same composition as in Example 5 was used as the dielectric. When a voltage of 100 V and 60 Hz was applied to both terminals of this device, it emitted strong light. However, when the luminance was measured, it was 15 Cd/m 2 , indicating that it was an excellent light-emitting device.
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ãããExample 7 A ring element obtained by ring-opening and reducing a part of the pyranose rings constituting cellulose in the same manner as in Example 1
10 g of cellulose were subjected to cyanoethylation, purification, and drying under the same conditions as in Reference Example 1. A part of the obtained mixture was dissolved in a mixed solvent in the same manner as in Example 1, cast, and dried to produce a film.
åŸããããã€ã«ã ã¯ç¡è²ã§éææ§ã®ããå¯ææ§
ã«å¯ãã ãã€ã«ã ã§ãã€ããåããã®ãã€ã«ã ã®
èªé»çã¯ÎµïŒ20ã§ãã€ãã The obtained film was colorless, transparent, and highly flexible. Further, the dielectric constant of this film was ε=20.
ãã®ãã€ã«ã ã¯ãã»ã«ããŒã¹ã®ã¿ãã·ã¢ããšã
ã«åãããã€ã«ã ç¶ç©ïŒèªé»çã¯é垞εïŒ13ã
15ïŒã«æ¯ã¹èªé»çåã³éææ§ãããããŠããã This film is a film-like material in which only cellulose is cyanoethylated (the dielectric constant is usually ε = 13 ~
15), it had superior dielectric constant and transparency.
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ããExample 8 An electroluminescent device was produced in the same manner as in Example 2 using the cyanoethylated mixture obtained in Example 7.
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ããš10CdïŒm2ã§ãã€ãã When a voltage of 100 V and 60 Hz was applied to both terminals of this element, it emitted light quite strongly, and when the luminance was measured, it was 10 Cd/m 2 .
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m2ã§ãã€ããComparative Example 1 An electroluminescent device was produced in the same manner as in Example 2, except that the same cyanoethylated polyvinyl alcohol (ε=14) used in Example 5 was used as the dielectric. When a voltage of 100V and 60Hz was applied to both terminals of this element, the luminance was quite weak and the luminance was 5Cd/
It was m2 .
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ããããããå®çšæ§ãé«ããã®ã§ãã€ãã(Effects) As described above, the dielectric composition of the present invention has excellent dielectric properties, and when formed into a film, has excellent transparency, flexibility, adhesiveness, heat resistance, etc. An organic dispersion type electroluminescent device having a light-emitting layer made of a mixture of a composition and an electroluminescent material had extremely high brightness and was highly practical.
Claims (1)
ãäžéšã®ãã©ããŒã¹ç°ãéç°ããçæããå®èœåº
ãéå ããŠåŸãããã¢ã«ã³ãŒã«äœãã·ã¢ããšãã«
åããã»ã«ããŒã¹èµ·æºããªãªãŒã«èªå°äœãšè©²ç©è³ª
ãšçžæº¶æ§ã®ããéåç©ãšããæãé«èªé»æ§çµæ
ç©ã ïŒ ã»ã«ããŒã¹ãæ§æãããã©ããŒã¹ç°ã®å°ããš
ãäžéšã®ãã©ããŒã¹ç°ãéç°ããçæããå®èœåº
ãéå ããŠåŸãããã¢ã«ã³ãŒã«äœãã·ã¢ããšãã«
åããã»ã«ããŒã¹èµ·æºããªãªãŒã«èªå°äœãšã該ç©
質ãšçžæº¶æ§ã®ããéåç©åã³é»å Žçºå äœãšã®æ··å
äœãçºå å±€ãšããåæ£åé»å Žçºå çŽ åã[Scope of Claims] 1. A cellulose-derived polyol derivative obtained by cyanoethylating an alcohol obtained by opening at least some of the pyranose rings constituting cellulose and reducing the resulting functional groups, and said substance. A highly dielectric composition comprising a compatible polymer. 2. A cellulose-derived polyol derivative obtained by cyanoethylating an alcohol obtained by opening at least some of the pyranose rings constituting cellulose and reducing the resulting functional groups, and polymerization that is compatible with the substance. A dispersion type electroluminescent device whose light emitting layer is a mixture of a substance and an electroluminescent substance.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP59107487A JPS60252683A (en) | 1984-05-29 | 1984-05-29 | Dielectric composition and electric field light emitting element |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP59107487A JPS60252683A (en) | 1984-05-29 | 1984-05-29 | Dielectric composition and electric field light emitting element |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS60252683A JPS60252683A (en) | 1985-12-13 |
JPH0515039B2 true JPH0515039B2 (en) | 1993-02-26 |
Family
ID=14460457
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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JP59107487A Granted JPS60252683A (en) | 1984-05-29 | 1984-05-29 | Dielectric composition and electric field light emitting element |
Country Status (1)
Country | Link |
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JP (1) | JPS60252683A (en) |
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1984
- 1984-05-29 JP JP59107487A patent/JPS60252683A/en active Granted
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JPS60252683A (en) | 1985-12-13 |
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