DE3309310A1 - Verfahren zur entfernung von naphthochinon aus durch luftoxidation von naphthalin hergestelltem phthalsaeureanhydrid - Google Patents
Verfahren zur entfernung von naphthochinon aus durch luftoxidation von naphthalin hergestelltem phthalsaeureanhydridInfo
- Publication number
- DE3309310A1 DE3309310A1 DE3309310A DE3309310A DE3309310A1 DE 3309310 A1 DE3309310 A1 DE 3309310A1 DE 3309310 A DE3309310 A DE 3309310A DE 3309310 A DE3309310 A DE 3309310A DE 3309310 A1 DE3309310 A1 DE 3309310A1
- Authority
- DE
- Germany
- Prior art keywords
- phthalic anhydride
- naphthoquinone
- naphthalene
- air oxidation
- oil
- 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.)
- Withdrawn
Links
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 title claims abstract description 27
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 title claims abstract description 26
- 229930192627 Naphthoquinone Natural products 0.000 title claims abstract description 19
- 150000002791 naphthoquinones Chemical class 0.000 title claims abstract description 19
- 238000000034 method Methods 0.000 title claims abstract description 7
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 title claims description 8
- 230000003647 oxidation Effects 0.000 title claims description 6
- 238000007254 oxidation reaction Methods 0.000 title claims description 6
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 5
- 239000005062 Polybutadiene Substances 0.000 claims description 8
- 229920002857 polybutadiene Polymers 0.000 claims description 8
- 238000006116 polymerization reaction Methods 0.000 claims description 3
- 239000003921 oil Substances 0.000 abstract description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 7
- 235000019198 oils Nutrition 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000004821 distillation Methods 0.000 description 5
- 238000002474 experimental method Methods 0.000 description 5
- 229920001195 polyisoprene Polymers 0.000 description 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- 235000021388 linseed oil Nutrition 0.000 description 4
- 239000000944 linseed oil Substances 0.000 description 4
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 3
- 235000019864 coconut oil Nutrition 0.000 description 3
- 239000003240 coconut oil Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 238000005292 vacuum distillation Methods 0.000 description 3
- IVLRWAWNKKMBFT-UHFFFAOYSA-N 2-benzofuran-1,3-dione;naphthalene Chemical compound C1=CC=CC2=CC=CC=C21.C1=CC=C2C(=O)OC(=O)C2=C1 IVLRWAWNKKMBFT-UHFFFAOYSA-N 0.000 description 2
- 241001550224 Apha Species 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 238000005698 Diels-Alder reaction Methods 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 229910021626 Tin(II) chloride Inorganic materials 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- RRDGKBOYQLLJSW-UHFFFAOYSA-N bis(2-ethylhexyl) 7-oxabicyclo[4.1.0]heptane-3,4-dicarboxylate Chemical compound C1C(C(=O)OCC(CC)CCCC)C(C(=O)OCC(CC)CCCC)CC2OC21 RRDGKBOYQLLJSW-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 235000021588 free fatty acids Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000011150 stannous chloride Nutrition 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000007669 thermal treatment Methods 0.000 description 1
- AXZWODMDQAVCJE-UHFFFAOYSA-L tin(II) chloride (anhydrous) Chemical compound [Cl-].[Cl-].[Sn+2] AXZWODMDQAVCJE-UHFFFAOYSA-L 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/54—Preparation of carboxylic acid anhydrides
- C07C51/573—Separation; Purification; Stabilisation; Use of additives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Furan Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (10)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3309310A DE3309310A1 (de) | 1983-03-16 | 1983-03-16 | Verfahren zur entfernung von naphthochinon aus durch luftoxidation von naphthalin hergestelltem phthalsaeureanhydrid |
| AU22467/83A AU564712B2 (en) | 1983-03-16 | 1983-12-16 | Method for separating naphthoquinone from phthalic anhydride |
| EP84100493A EP0120199B1 (de) | 1983-03-16 | 1984-01-18 | Verfahren zur Entfernung von Naphthochinon aus durch Luftoxidation von Naphthalin hergestelltem Phthalsäureanhydrid |
| DE8484100493T DE3460014D1 (en) | 1983-03-16 | 1984-01-18 | Process for the removal of naphthoquinone from phthalic anhydride obtained by air oxidation of naphthalene |
| AT84100493T ATE16998T1 (de) | 1983-03-16 | 1984-01-18 | Verfahren zur entfernung von naphthochinon aus durch luftoxidation von naphthalin hergestelltem phthalsaeureanhydrid. |
| US06/583,230 US4547578A (en) | 1983-03-16 | 1984-02-24 | Process for removing naphthoquinone from phthalic anhydride produced through air oxidation of naphthalene |
| SU843706854A SU1238733A3 (ru) | 1983-03-16 | 1984-03-02 | Способ очистки фталевого ангидрида от нафтохинона |
| ZA841915A ZA841915B (en) | 1983-03-16 | 1984-03-15 | Process for removing napthoquinone from phthalic anhydride |
| JP59048275A JPS59176271A (ja) | 1983-03-16 | 1984-03-15 | ナフタリンの空気酸化によつて製造した無水フタル酸からナフトキノンを除く方法 |
| KR1019840001332A KR900007317B1 (ko) | 1983-03-16 | 1984-03-16 | 나프탈렌의 공기 산화에 의해 생성된 프탈산 무수물로부터 나프토퀴논을 제거하는 방법 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3309310A DE3309310A1 (de) | 1983-03-16 | 1983-03-16 | Verfahren zur entfernung von naphthochinon aus durch luftoxidation von naphthalin hergestelltem phthalsaeureanhydrid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE3309310A1 true DE3309310A1 (de) | 1984-09-20 |
Family
ID=6193567
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE3309310A Withdrawn DE3309310A1 (de) | 1983-03-16 | 1983-03-16 | Verfahren zur entfernung von naphthochinon aus durch luftoxidation von naphthalin hergestelltem phthalsaeureanhydrid |
Country Status (3)
| Country | Link |
|---|---|
| JP (1) | JPS59176271A (enrdf_load_stackoverflow) |
| DE (1) | DE3309310A1 (enrdf_load_stackoverflow) |
| ZA (1) | ZA841915B (enrdf_load_stackoverflow) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19939629A1 (de) * | 1999-08-20 | 2001-02-22 | Basf Ag | Verfahren zur Herstellung von spezifikationsgerechtem Phthalsäureanhydrid |
-
1983
- 1983-03-16 DE DE3309310A patent/DE3309310A1/de not_active Withdrawn
-
1984
- 1984-03-15 ZA ZA841915A patent/ZA841915B/xx unknown
- 1984-03-15 JP JP59048275A patent/JPS59176271A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| ZA841915B (en) | 1984-11-28 |
| JPH058194B2 (enrdf_load_stackoverflow) | 1993-02-01 |
| JPS59176271A (ja) | 1984-10-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| AG | Has addition no. |
Ref country code: DE Ref document number: 3329026 Format of ref document f/p: P |
|
| 8127 | New person/name/address of the applicant |
Owner name: HUELS AG, 4370 MARL, DE |
|
| 8139 | Disposal/non-payment of the annual fee |