FI61299C - Regenereringsfoerfarande foer kinonfoerbindningar - Google Patents
Regenereringsfoerfarande foer kinonfoerbindningar Download PDFInfo
- Publication number
- FI61299C FI61299C FI3538/72A FI353872A FI61299C FI 61299 C FI61299 C FI 61299C FI 3538/72 A FI3538/72 A FI 3538/72A FI 353872 A FI353872 A FI 353872A FI 61299 C FI61299 C FI 61299C
- Authority
- FI
- Finland
- Prior art keywords
- working solution
- treatment
- reduced
- quinone
- oxidized
- Prior art date
Links
- 239000012224 working solution Substances 0.000 description 44
- 238000011282 treatment Methods 0.000 description 34
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 23
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 18
- 238000000034 method Methods 0.000 description 17
- -1 alkali metal aluminosilicate Chemical class 0.000 description 14
- 239000003795 chemical substances by application Substances 0.000 description 13
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 230000001172 regenerating effect Effects 0.000 description 12
- 230000008929 regeneration Effects 0.000 description 12
- 238000011069 regeneration method Methods 0.000 description 12
- 239000002904 solvent Substances 0.000 description 12
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 11
- 239000000243 solution Substances 0.000 description 9
- 150000004053 quinones Chemical class 0.000 description 8
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 6
- 125000004122 cyclic group Chemical group 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- SJEBAWHUJDUKQK-UHFFFAOYSA-N 2-ethylanthraquinone Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC=C3C(=O)C2=C1 SJEBAWHUJDUKQK-UHFFFAOYSA-N 0.000 description 5
- KFVBMBOOLFSJHV-UHFFFAOYSA-K aluminum;sodium;hexane-1,2,3,4,5,6-hexol;carbonate;hydroxide Chemical compound [OH-].[Na+].[Al+3].[O-]C([O-])=O.OCC(O)C(O)C(O)C(O)CO KFVBMBOOLFSJHV-UHFFFAOYSA-K 0.000 description 5
- 238000000354 decomposition reaction Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 239000012492 regenerant Substances 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 238000010923 batch production Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 238000009835 boiling Methods 0.000 description 3
- 239000007857 degradation product Substances 0.000 description 3
- 150000002118 epoxides Chemical class 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 238000005984 hydrogenation reaction Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- QNLZIZAQLLYXTC-UHFFFAOYSA-N 1,2-dimethylnaphthalene Chemical compound C1=CC=CC2=C(C)C(C)=CC=C21 QNLZIZAQLLYXTC-UHFFFAOYSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- 229910000503 Na-aluminosilicate Inorganic materials 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 2
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 2
- 229910000287 alkaline earth metal oxide Inorganic materials 0.000 description 2
- 229910000323 aluminium silicate Inorganic materials 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 125000000687 hydroquinonyl group Chemical class C1(O)=C(C=C(O)C=C1)* 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- IMXBRVLCKXGWSS-UHFFFAOYSA-N methyl 2-cyclohexylacetate Chemical compound COC(=O)CC1CCCCC1 IMXBRVLCKXGWSS-UHFFFAOYSA-N 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 235000012217 sodium aluminium silicate Nutrition 0.000 description 2
- 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 1
- RKMPHYRYSONWOL-UHFFFAOYSA-N 1-ethyl-1,2,3,4-tetrahydroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(CC)CCC2 RKMPHYRYSONWOL-UHFFFAOYSA-N 0.000 description 1
- AAHIKPPSMXWKAV-UHFFFAOYSA-N 2,3-diethylnaphthalene-1,4-dione Chemical compound C1=CC=C2C(=O)C(CC)=C(CC)C(=O)C2=C1 AAHIKPPSMXWKAV-UHFFFAOYSA-N 0.000 description 1
- PTTPXKJBFFKCEK-UHFFFAOYSA-N 2-Methyl-4-heptanone Chemical compound CC(C)CC(=O)CC(C)C PTTPXKJBFFKCEK-UHFFFAOYSA-N 0.000 description 1
- BXRGMKVTCTWHRD-UHFFFAOYSA-N 2-butyl-3-methylnaphthalene-1,4-dione Chemical compound C1=CC=C2C(=O)C(CCCC)=C(C)C(=O)C2=C1 BXRGMKVTCTWHRD-UHFFFAOYSA-N 0.000 description 1
- JORLUGVBYJSSAW-UHFFFAOYSA-N 2-ethyl-1,2,3,4-tetrahydroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1CC(CC)CC2 JORLUGVBYJSSAW-UHFFFAOYSA-N 0.000 description 1
- UMWZLYTVXQBTTE-UHFFFAOYSA-N 2-pentylanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=CC(CCCCC)=CC=C3C(=O)C2=C1 UMWZLYTVXQBTTE-UHFFFAOYSA-N 0.000 description 1
- YTPSFXZMJKMUJE-UHFFFAOYSA-N 2-tert-butylanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=CC(C(C)(C)C)=CC=C3C(=O)C2=C1 YTPSFXZMJKMUJE-UHFFFAOYSA-N 0.000 description 1
- HXQPUEQDBSPXTE-UHFFFAOYSA-N Diisobutylcarbinol Chemical compound CC(C)CC(O)CC(C)C HXQPUEQDBSPXTE-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000010907 mechanical stirring Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000000429 sodium aluminium silicate Substances 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 210000000689 upper leg Anatomy 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B15/00—Peroxides; Peroxyhydrates; Peroxyacids or salts thereof; Superoxides; Ozonides
- C01B15/01—Hydrogen peroxide
- C01B15/022—Preparation from organic compounds
- C01B15/023—Preparation from organic compounds by the alkyl-anthraquinone process
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Epoxy Compounds (AREA)
- Treatment Of Water By Oxidation Or Reduction (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB5903071 | 1971-12-20 | ||
| GB5902971 | 1971-12-20 | ||
| GB5903071 | 1971-12-20 | ||
| GB5902971A GB1405251A (en) | 1971-12-20 | 1971-12-20 | Peroxygen compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FI61299B FI61299B (fi) | 1982-03-31 |
| FI61299C true FI61299C (fi) | 1982-07-12 |
Family
ID=26267762
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI3538/72A FI61299C (fi) | 1971-12-20 | 1972-12-14 | Regenereringsfoerfarande foer kinonfoerbindningar |
Country Status (13)
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4566998A (en) * | 1981-09-28 | 1986-01-28 | Foret S.A. | Production of hydrogen peroxide |
| JP4735500B2 (ja) * | 2006-09-29 | 2011-07-27 | 三菱瓦斯化学株式会社 | アントラキノン法による過酸化水素の製造方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1138743B (de) * | 1958-06-24 | 1962-10-31 | Laporte Chemical | Verfahren zur Regenerierung von verbrauchten organischen Arbeitsloesungen bei der Wasserstoffperoxydherstellung |
| NL123981C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1961-02-27 | 1900-01-01 | ||
| DE1273499B (de) * | 1964-07-28 | 1968-07-25 | Degussa | Verfahren zum Regenerieren von Arbeitsloesungen fuer die Herstellung von Wasserstoffperoxid nach dem Anthrachinonverfahren |
| US3432267A (en) * | 1967-05-26 | 1969-03-11 | Fmc Corp | Regeneration of anthraquinone working solution used in the production of hydrogen peroxide |
-
0
- BE BE792900D patent/BE792900A/xx not_active IP Right Cessation
-
1971
- 1971-12-20 GB GB5902971A patent/GB1405251A/en not_active Expired
-
1972
- 1972-12-07 CA CA158,785A patent/CA994989A/en not_active Expired
- 1972-12-08 IN IN2099/72A patent/IN137860B/en unknown
- 1972-12-13 JP JP12634372A patent/JPS5730801B2/ja not_active Expired
- 1972-12-14 FI FI3538/72A patent/FI61299C/fi active
- 1972-12-14 IT IT7254728A patent/IT974499B/it active
- 1972-12-18 NL NLAANVRAGE7217248,A patent/NL175610C/xx not_active IP Right Cessation
- 1972-12-18 FR FR7245144A patent/FR2164667B1/fr not_active Expired
- 1972-12-18 ES ES409763A patent/ES409763A1/es not_active Expired
- 1972-12-18 DE DE2261894A patent/DE2261894C2/de not_active Expired
- 1972-12-19 AT AT1081372A patent/AT360490B/de not_active IP Right Cessation
- 1972-12-20 RO RO73237A patent/RO62354A/ro unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR2164667B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1976-06-04 |
| DE2261894A1 (de) | 1973-06-28 |
| NL7217248A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1973-06-22 |
| DE2261894C2 (de) | 1983-03-17 |
| AT360490B (de) | 1981-01-12 |
| RO62354A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1977-08-15 |
| BE792900A (fr) | 1973-06-18 |
| ATA1081372A (de) | 1980-06-15 |
| JPS4869793A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1973-09-21 |
| NL175610B (nl) | 1984-07-02 |
| FR2164667A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1973-08-03 |
| FI61299B (fi) | 1982-03-31 |
| GB1405251A (en) | 1975-09-10 |
| IT974499B (it) | 1974-06-20 |
| NL175610C (nl) | 1984-12-03 |
| IN137860B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1975-10-04 |
| ES409763A1 (es) | 1976-04-16 |
| CA994989A (en) | 1976-08-17 |
| JPS5730801B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1982-07-01 |
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