JPS63150274A - ベンゾキノン誘導体陰イオンラジカル塩の製造方法 - Google Patents
ベンゾキノン誘導体陰イオンラジカル塩の製造方法Info
- Publication number
- JPS63150274A JPS63150274A JP61298373A JP29837386A JPS63150274A JP S63150274 A JPS63150274 A JP S63150274A JP 61298373 A JP61298373 A JP 61298373A JP 29837386 A JP29837386 A JP 29837386A JP S63150274 A JPS63150274 A JP S63150274A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- formulas
- tables
- mathematical
- anion
- 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.)
- Granted
Links
- 150000004057 1,4-benzoquinones Chemical class 0.000 title claims abstract description 14
- -1 anionic radical salt Chemical class 0.000 title claims abstract description 14
- 150000001450 anions Chemical class 0.000 title claims abstract description 14
- 238000004519 manufacturing process Methods 0.000 title claims description 8
- 239000000126 substance Substances 0.000 claims abstract description 16
- 150000003839 salts Chemical group 0.000 claims abstract description 14
- 125000003118 aryl group Chemical group 0.000 claims abstract description 5
- 238000006243 chemical reaction Methods 0.000 claims abstract description 5
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 4
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 4
- 150000002367 halogens Chemical class 0.000 claims abstract description 4
- 150000001767 cationic compounds Chemical class 0.000 claims abstract description 3
- 229910001511 metal iodide Inorganic materials 0.000 claims abstract description 3
- 125000003262 carboxylic acid ester group Chemical group [H]C([H])([*:2])OC(=O)C([H])([H])[*:1] 0.000 claims description 3
- 125000000623 heterocyclic group Chemical group 0.000 claims 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 239000000463 material Substances 0.000 abstract description 12
- 150000001875 compounds Chemical class 0.000 abstract description 11
- 239000012776 electronic material Substances 0.000 abstract description 6
- JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical compound O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 abstract 1
- 125000000129 anionic group Chemical group 0.000 abstract 1
- 150000001733 carboxylic acid esters Chemical group 0.000 abstract 1
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 21
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- 239000013078 crystal Substances 0.000 description 4
- 238000000921 elemental analysis Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- HSZCZNFXUDYRKD-UHFFFAOYSA-M lithium iodide Chemical compound [Li+].[I-] HSZCZNFXUDYRKD-UHFFFAOYSA-M 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical group O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
- FQGZKQSSKVAZPH-UHFFFAOYSA-N 1-[2-[ethyl-(2-hydroxy-2-methylpropyl)amino]ethylamino]-4-methylthioxanthen-9-one;hydrochloride Chemical compound Cl.S1C2=CC=CC=C2C(=O)C2=C1C(C)=CC=C2NCCN(CC)CC(C)(C)O FQGZKQSSKVAZPH-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 125000000687 hydroquinonyl group Chemical class C1(O)=C(C=C(O)C=C1)* 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 150000004059 quinone derivatives Chemical class 0.000 description 2
- 239000000523 sample Substances 0.000 description 2
- 239000004065 semiconductor Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229910013470 LiC1 Inorganic materials 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003990 capacitor Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- PLXPTFQGYWXIEA-UHFFFAOYSA-N nitroformonitrile Chemical compound [O-][N+](=O)C#N PLXPTFQGYWXIEA-UHFFFAOYSA-N 0.000 description 1
- 108091008695 photoreceptors Proteins 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
- G03G5/0622—Heterocyclic compounds
- G03G5/0624—Heterocyclic compounds containing one hetero ring
- G03G5/0627—Heterocyclic compounds containing one hetero ring being five-membered
- G03G5/0631—Heterocyclic compounds containing one hetero ring being five-membered containing two hetero atoms
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
- G03G5/0622—Heterocyclic compounds
- G03G5/0644—Heterocyclic compounds containing two or more hetero rings
- G03G5/0646—Heterocyclic compounds containing two or more hetero rings in the same ring system
- G03G5/065—Heterocyclic compounds containing two or more hetero rings in the same ring system containing three relevant rings
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
- G03G5/0662—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic containing metal elements
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Photoreceptors In Electrophotography (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pyridine Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61298373A JPS63150274A (ja) | 1986-12-15 | 1986-12-15 | ベンゾキノン誘導体陰イオンラジカル塩の製造方法 |
| US07/131,665 US4960886A (en) | 1986-12-15 | 1987-12-11 | Charge transfer complex formed between benzoquinone derivative and electron donor and process for producing the same |
| US07/541,517 US5151528A (en) | 1986-12-15 | 1990-06-21 | Charge transfer complex formed between benzoquinone derivative and electron donor and process for producing the same |
| JP5086739A JPH0692959A (ja) | 1986-12-15 | 1993-03-22 | ベンゾキノン誘導体の陰イオンラジカルの塩 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61298373A JPS63150274A (ja) | 1986-12-15 | 1986-12-15 | ベンゾキノン誘導体陰イオンラジカル塩の製造方法 |
| JP5086739A JPH0692959A (ja) | 1986-12-15 | 1993-03-22 | ベンゾキノン誘導体の陰イオンラジカルの塩 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5086739A Division JPH0692959A (ja) | 1986-12-15 | 1993-03-22 | ベンゾキノン誘導体の陰イオンラジカルの塩 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS63150274A true JPS63150274A (ja) | 1988-06-22 |
| JPH0560832B2 JPH0560832B2 (enrdf_load_stackoverflow) | 1993-09-03 |
Family
ID=26427829
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61298373A Granted JPS63150274A (ja) | 1986-12-15 | 1986-12-15 | ベンゾキノン誘導体陰イオンラジカル塩の製造方法 |
| JP5086739A Pending JPH0692959A (ja) | 1986-12-15 | 1993-03-22 | ベンゾキノン誘導体の陰イオンラジカルの塩 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5086739A Pending JPH0692959A (ja) | 1986-12-15 | 1993-03-22 | ベンゾキノン誘導体の陰イオンラジカルの塩 |
Country Status (1)
| Country | Link |
|---|---|
| JP (2) | JPS63150274A (enrdf_load_stackoverflow) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH10251252A (ja) * | 1997-03-06 | 1998-09-22 | Mita Ind Co Ltd | ナフトキノン誘導体およびこれを用いた電子写真感光体 |
| WO2009022736A1 (ja) * | 2007-08-16 | 2009-02-19 | Fujifilm Corporation | ヘテロ環化合物、紫外線吸収剤及びこれを含む組成物 |
| WO2009022738A1 (ja) * | 2007-08-16 | 2009-02-19 | Fujifilm Corporation | 着色組成物、インクジェット記録用インクおよびヘテロ環化合物 |
| JP2009209343A (ja) * | 2007-08-16 | 2009-09-17 | Fujifilm Corp | 紫外線吸収剤及びこれを含む組成物 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61163983A (ja) * | 1985-01-14 | 1986-07-24 | Matsushita Electric Ind Co Ltd | 有機半導体組成物 |
-
1986
- 1986-12-15 JP JP61298373A patent/JPS63150274A/ja active Granted
-
1993
- 1993-03-22 JP JP5086739A patent/JPH0692959A/ja active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH10251252A (ja) * | 1997-03-06 | 1998-09-22 | Mita Ind Co Ltd | ナフトキノン誘導体およびこれを用いた電子写真感光体 |
| WO2009022736A1 (ja) * | 2007-08-16 | 2009-02-19 | Fujifilm Corporation | ヘテロ環化合物、紫外線吸収剤及びこれを含む組成物 |
| WO2009022738A1 (ja) * | 2007-08-16 | 2009-02-19 | Fujifilm Corporation | 着色組成物、インクジェット記録用インクおよびヘテロ環化合物 |
| JP2009209343A (ja) * | 2007-08-16 | 2009-09-17 | Fujifilm Corp | 紫外線吸収剤及びこれを含む組成物 |
| US8039532B2 (en) | 2007-08-16 | 2011-10-18 | Fujifilm Corporation | Heterocyclic compound, ultraviolet absorbent and composition containing the same |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0692959A (ja) | 1994-04-05 |
| JPH0560832B2 (enrdf_load_stackoverflow) | 1993-09-03 |
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