JPS6169991A - Ｎ，Ｎ，Ｎ′，Ｎ′，−テトラキス（ｐ−ジアルキルアミノ）−ｐ−フエニレンジアミンのアミニウム塩の製造法 - Google Patents
Ｎ，Ｎ，Ｎ′，Ｎ′，−テトラキス（ｐ−ジアルキルアミノ）−ｐ−フエニレンジアミンのアミニウム塩の製造法Info
- Publication number
- JPS6169991A JPS6169991A JP59190530A JP19053084A JPS6169991A JP S6169991 A JPS6169991 A JP S6169991A JP 59190530 A JP59190530 A JP 59190530A JP 19053084 A JP19053084 A JP 19053084A JP S6169991 A JPS6169991 A JP S6169991A
- Authority
- JP
- Japan
- Prior art keywords
- ammonium salt
- formula
- anion
- tetrakis
- dialkylamino
- 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
- 150000003863 ammonium salts Chemical class 0.000 title claims abstract description 11
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 10
- 150000001450 anions Chemical class 0.000 claims abstract description 11
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 3
- 239000002253 acid Substances 0.000 claims abstract 4
- 150000003839 salts Chemical class 0.000 claims description 15
- 230000003647 oxidation Effects 0.000 claims description 9
- 238000007254 oxidation reaction Methods 0.000 claims description 9
- -1 inorganic acid ammonium salt Chemical class 0.000 claims description 8
- 239000000126 substance Substances 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims 1
- 239000002904 solvent Substances 0.000 abstract description 4
- 150000001412 amines Chemical class 0.000 abstract description 3
- 230000001590 oxidative effect Effects 0.000 abstract description 2
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 abstract 2
- 125000000129 anionic group Chemical group 0.000 abstract 1
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 14
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 12
- 229910052751 metal Inorganic materials 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- 229910052697 platinum Inorganic materials 0.000 description 7
- 239000013078 crystal Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 229910052709 silver Inorganic materials 0.000 description 5
- 239000004332 silver Substances 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 4
- GGCZERPQGJTIQP-UHFFFAOYSA-N sodium;9,10-dioxoanthracene-2-sulfonic acid Chemical compound [Na+].C1=CC=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 GGCZERPQGJTIQP-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 150000004985 diamines Chemical class 0.000 description 3
- 238000005868 electrolysis reaction Methods 0.000 description 3
- 150000007522 mineralic acids Chemical class 0.000 description 3
- 238000003756 stirring Methods 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
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 2
- 239000006096 absorbing agent Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000003456 ion exchange resin Substances 0.000 description 2
- 229920003303 ion-exchange polymer Polymers 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 230000000737 periodic effect Effects 0.000 description 2
- 239000003495 polar organic solvent Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000010936 titanium Substances 0.000 description 2
- 229910052719 titanium Inorganic materials 0.000 description 2
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- GDDNTTHUKVNJRA-UHFFFAOYSA-N 3-bromo-3,3-difluoroprop-1-ene Chemical compound FC(F)(Br)C=C GDDNTTHUKVNJRA-UHFFFAOYSA-N 0.000 description 1
- RBWNDBNSJFCLBZ-UHFFFAOYSA-N 7-methyl-5,6,7,8-tetrahydro-3h-[1]benzothiolo[2,3-d]pyrimidine-4-thione Chemical compound N1=CNC(=S)C2=C1SC1=C2CCC(C)C1 RBWNDBNSJFCLBZ-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- 229910017971 NH4BF4 Inorganic materials 0.000 description 1
- 241001062472 Stokellia anisodon Species 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- SWLVFNYSXGMGBS-UHFFFAOYSA-N ammonium bromide Chemical compound [NH4+].[Br-] SWLVFNYSXGMGBS-UHFFFAOYSA-N 0.000 description 1
- LDDQLRUQCUTJBB-UHFFFAOYSA-N ammonium fluoride Chemical compound [NH4+].[F-] LDDQLRUQCUTJBB-UHFFFAOYSA-N 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- SOIFLUNRINLCBN-UHFFFAOYSA-N ammonium thiocyanate Chemical compound [NH4+].[S-]C#N SOIFLUNRINLCBN-UHFFFAOYSA-N 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 239000007772 electrode material Substances 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000011133 lead Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 150000004986 phenylenediamines Chemical class 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 229910001925 ruthenium oxide Inorganic materials 0.000 description 1
- WOCIAKWEIIZHES-UHFFFAOYSA-N ruthenium(iv) oxide Chemical compound O=[Ru]=O WOCIAKWEIIZHES-UHFFFAOYSA-N 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Landscapes
- Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59190530A JPS6169991A (ja) | 1984-09-13 | 1984-09-13 | Ｎ，Ｎ，Ｎ′，Ｎ′，−テトラキス（ｐ−ジアルキルアミノ）−ｐ−フエニレンジアミンのアミニウム塩の製造法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59190530A JPS6169991A (ja) | 1984-09-13 | 1984-09-13 | Ｎ，Ｎ，Ｎ′，Ｎ′，−テトラキス（ｐ−ジアルキルアミノ）−ｐ−フエニレンジアミンのアミニウム塩の製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6169991A true JPS6169991A (ja) | 1986-04-10 |
| JPH0314909B2 JPH0314909B2 (enrdf_load_stackoverflow) | 1991-02-27 |
Family
ID=16259619
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59190530A Granted JPS6169991A (ja) | 1984-09-13 | 1984-09-13 | Ｎ，Ｎ，Ｎ′，Ｎ′，−テトラキス（ｐ−ジアルキルアミノ）−ｐ−フエニレンジアミンのアミニウム塩の製造法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6169991A (enrdf_load_stackoverflow) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63290288A (ja) * | 1987-05-22 | 1988-11-28 | Teikoku Chem Ind Corp Ltd | Ｎ，Ｎ，Ｎ′，Ｎ′−テトラキス（ｐ−ジアルキルアミノフェニル）−ｐ−フェニレンジアミンアミニウム塩の製造方法 |
| US5009987A (en) * | 1988-11-16 | 1991-04-23 | Canon Kabushiki Kaisha | Optical recording medium containing IR-ray absorptive compound |
| US5024917A (en) * | 1988-11-28 | 1991-06-18 | Canon Kabushiki Kaisha | Optical recording medium containing meta-position aluminium-type IR-ray absorptive compound |
| US5482822A (en) * | 1992-05-12 | 1996-01-09 | Canon Kabushiki Kaisha | Infrared-absorptive compound and optical recording medium making use of the same |
| US5605732A (en) * | 1992-01-06 | 1997-02-25 | Canon Kabushiki Kaisha | Aminium salt compound and optical recording medium |
| WO1998051661A1 (fr) * | 1997-05-14 | 1998-11-19 | Nippon Kayaku Kabushiki Kaisha | Composes d'aminium et supports d'enregistrement optique renfermant ces composes |
| US10195886B2 (en) | 2016-11-29 | 2019-02-05 | Canon Kabushiki Kaisha | Thermal transfer recording sheet set and image forming method |
| US11021436B2 (en) | 2018-01-25 | 2021-06-01 | Canon Kabushiki Kaisha | Compound, liquid composition, thermal transfer recording sheet, toner, resist composition for color filter, and color filter |
| US11097566B2 (en) | 2016-10-19 | 2021-08-24 | Canon Kabushiki Kaisha | Thermal transfer recording sheet |
-
1984
- 1984-09-13 JP JP59190530A patent/JPS6169991A/ja active Granted
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63290288A (ja) * | 1987-05-22 | 1988-11-28 | Teikoku Chem Ind Corp Ltd | Ｎ，Ｎ，Ｎ′，Ｎ′−テトラキス（ｐ−ジアルキルアミノフェニル）−ｐ−フェニレンジアミンアミニウム塩の製造方法 |
| US5009987A (en) * | 1988-11-16 | 1991-04-23 | Canon Kabushiki Kaisha | Optical recording medium containing IR-ray absorptive compound |
| US5024917A (en) * | 1988-11-28 | 1991-06-18 | Canon Kabushiki Kaisha | Optical recording medium containing meta-position aluminium-type IR-ray absorptive compound |
| US5605732A (en) * | 1992-01-06 | 1997-02-25 | Canon Kabushiki Kaisha | Aminium salt compound and optical recording medium |
| US5482822A (en) * | 1992-05-12 | 1996-01-09 | Canon Kabushiki Kaisha | Infrared-absorptive compound and optical recording medium making use of the same |
| WO1998051661A1 (fr) * | 1997-05-14 | 1998-11-19 | Nippon Kayaku Kabushiki Kaisha | Composes d'aminium et supports d'enregistrement optique renfermant ces composes |
| GB2340833A (en) * | 1997-05-14 | 2000-03-01 | Nippon Kayaku Kk | Aminium compounds and optical recording media containing the same |
| US6214435B1 (en) | 1997-05-14 | 2001-04-10 | Nippon Kayaku Kabushiki Kaisha | Aminium compounds and optical information recording media containing the same |
| GB2340833B (en) * | 1997-05-14 | 2001-06-13 | Nippon Kayaku Kk | Aminium compounds and optical recording media containing the same |
| US11097566B2 (en) | 2016-10-19 | 2021-08-24 | Canon Kabushiki Kaisha | Thermal transfer recording sheet |
| US10195886B2 (en) | 2016-11-29 | 2019-02-05 | Canon Kabushiki Kaisha | Thermal transfer recording sheet set and image forming method |
| US11021436B2 (en) | 2018-01-25 | 2021-06-01 | Canon Kabushiki Kaisha | Compound, liquid composition, thermal transfer recording sheet, toner, resist composition for color filter, and color filter |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0314909B2 (enrdf_load_stackoverflow) | 1991-02-27 |
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