BE1008444A6 - Procede de stabilisation de produits a base d'hydroxycetones posant des problemes d'instabilite et d'evolution de teinte. - Google Patents
Procede de stabilisation de produits a base d'hydroxycetones posant des problemes d'instabilite et d'evolution de teinte. Download PDFInfo
- Publication number
- BE1008444A6 BE1008444A6 BE9500947A BE9500947A BE1008444A6 BE 1008444 A6 BE1008444 A6 BE 1008444A6 BE 9500947 A BE9500947 A BE 9500947A BE 9500947 A BE9500947 A BE 9500947A BE 1008444 A6 BE1008444 A6 BE 1008444A6
- Authority
- BE
- Belgium
- Prior art keywords
- sep
- color
- tbc
- evolution
- days
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 13
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 title claims abstract description 12
- 230000006641 stabilisation Effects 0.000 title description 8
- 238000011105 stabilization Methods 0.000 title description 8
- 230000008569 process Effects 0.000 title description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 8
- 230000000087 stabilizing effect Effects 0.000 claims abstract description 6
- 239000007787 solid Substances 0.000 claims abstract description 5
- XESZUVZBAMCAEJ-UHFFFAOYSA-N 4-tert-butylcatechol Chemical compound CC(C)(C)C1=CC=C(O)C(O)=C1 XESZUVZBAMCAEJ-UHFFFAOYSA-N 0.000 claims description 59
- 230000008859 change Effects 0.000 abstract description 5
- 239000000047 product Substances 0.000 description 27
- 239000003381 stabilizer Substances 0.000 description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- 239000002904 solvent Substances 0.000 description 11
- 238000004821 distillation Methods 0.000 description 9
- 230000015556 catabolic process Effects 0.000 description 7
- 238000006731 degradation reaction Methods 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- 239000000126 substance Substances 0.000 description 6
- 238000011161 development Methods 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 3
- 230000004075 alteration Effects 0.000 description 3
- 239000012298 atmosphere Substances 0.000 description 3
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- ZWBUSAWJHMPOEJ-UHFFFAOYSA-N 2-Hydroxyhexan-3-one Chemical compound CCCC(=O)C(C)O ZWBUSAWJHMPOEJ-UHFFFAOYSA-N 0.000 description 2
- MRBKEAMVRSLQPH-UHFFFAOYSA-N 3-tert-butyl-4-hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1 MRBKEAMVRSLQPH-UHFFFAOYSA-N 0.000 description 2
- ZTNMOVNJFJOLRD-UHFFFAOYSA-N 4-[difluoro(nitro)methyl]-5,5,5-trifluoro-4-hydroxypentan-2-one Chemical compound FC(C(CC(C)=O)(C(F)(F)F)O)([N+](=O)[O-])F ZTNMOVNJFJOLRD-UHFFFAOYSA-N 0.000 description 2
- PUQOFPBLAZEPBN-UHFFFAOYSA-N 5,5,5-trifluoro-4-hydroxy-4-(trifluoromethyl)pentan-2-one Chemical compound CC(=O)CC(O)(C(F)(F)F)C(F)(F)F PUQOFPBLAZEPBN-UHFFFAOYSA-N 0.000 description 2
- 229910000975 Carbon steel Inorganic materials 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- 239000010962 carbon steel Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000004891 communication Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- XLSMFKSTNGKWQX-UHFFFAOYSA-N hydroxyacetone Chemical compound CC(=O)CO XLSMFKSTNGKWQX-UHFFFAOYSA-N 0.000 description 2
- -1 ketone radical Chemical class 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- XNLICIUVMPYHGG-UHFFFAOYSA-N pentan-2-one Chemical compound CCCC(C)=O XNLICIUVMPYHGG-UHFFFAOYSA-N 0.000 description 2
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 2
- 239000002966 varnish Substances 0.000 description 2
- MLQZVJWKNRVVMC-UHFFFAOYSA-N 1,1,1,5,5,5-hexafluoro-4-hydroxy-4-methylpentan-2-one Chemical compound FC(F)(F)C(O)(C)CC(=O)C(F)(F)F MLQZVJWKNRVVMC-UHFFFAOYSA-N 0.000 description 1
- QOKPUVSMTYVWOH-UHFFFAOYSA-N 1,5-dichloro-1,1,5,5-tetrafluoro-4-hydroxy-4-methylpentan-2-one Chemical compound ClC(C(CC(C(F)(F)Cl)(C)O)=O)(F)F QOKPUVSMTYVWOH-UHFFFAOYSA-N 0.000 description 1
- ZGZKVGZQESEKDJ-UHFFFAOYSA-N 1-bromo-4-hydroxy-4-methylpentan-2-one Chemical compound CC(C)(O)CC(=O)CBr ZGZKVGZQESEKDJ-UHFFFAOYSA-N 0.000 description 1
- MTVWNJLYMMAKPQ-UHFFFAOYSA-N 1-bromo-5,5,5-trifluoro-4-hydroxy-4-(trifluoromethyl)pentan-2-one Chemical compound FC(F)(F)C(C(F)(F)F)(O)CC(=O)CBr MTVWNJLYMMAKPQ-UHFFFAOYSA-N 0.000 description 1
- NAOYHAKZLFCKQW-UHFFFAOYSA-N 1-chloro-5,5,5-trifluoro-4-hydroxy-4-(trifluoromethyl)pentan-2-one Chemical compound FC(F)(F)C(C(F)(F)F)(O)CC(=O)CCl NAOYHAKZLFCKQW-UHFFFAOYSA-N 0.000 description 1
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 1
- LJUUNWRAANUKNF-UHFFFAOYSA-N 3-chloro-4-hydroxy-4-methylpentan-2-one Chemical compound CC(=O)C(Cl)C(C)(C)O LJUUNWRAANUKNF-UHFFFAOYSA-N 0.000 description 1
- JIGUICYYOYEXFS-UHFFFAOYSA-N 3-tert-butylbenzene-1,2-diol Chemical compound CC(C)(C)C1=CC=CC(O)=C1O JIGUICYYOYEXFS-UHFFFAOYSA-N 0.000 description 1
- SKCYVGUCBRYGTE-UHFFFAOYSA-N 4-hydroxyhexan-3-one Chemical compound CCC(O)C(=O)CC SKCYVGUCBRYGTE-UHFFFAOYSA-N 0.000 description 1
- FAMKEQFDENXQKO-UHFFFAOYSA-N 5-chloro-4-(chloromethyl)-4-hydroxypentan-2-one Chemical compound CC(=O)CC(O)(CCl)CCl FAMKEQFDENXQKO-UHFFFAOYSA-N 0.000 description 1
- 102000014944 Lysosome-Associated Membrane Glycoproteins Human genes 0.000 description 1
- 108010064171 Lysosome-Associated Membrane Glycoproteins Proteins 0.000 description 1
- 239000005844 Thymol Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000002613 anti-polymerizing effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl Chemical compound [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 229910003002 lithium salt Inorganic materials 0.000 description 1
- 159000000002 lithium salts Chemical class 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000003908 quality control method Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229960000790 thymol Drugs 0.000 description 1
- 230000003442 weekly effect Effects 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/86—Use of additives, e.g. for stabilisation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BR9404586A BR9404586A (pt) | 1994-11-18 | 1994-11-18 | Processo de estabilizaçao de produtos hidróxi-cetonicos sujeitos a problemas de instabilidade e evoluçao da cor |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE1008444A6 true BE1008444A6 (fr) | 1996-05-07 |
Family
ID=4060043
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE9500947A BE1008444A6 (fr) | 1994-11-18 | 1995-11-17 | Procede de stabilisation de produits a base d'hydroxycetones posant des problemes d'instabilite et d'evolution de teinte. |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE1008444A6 (enrdf_load_stackoverflow) |
| BR (1) | BR9404586A (enrdf_load_stackoverflow) |
| FR (1) | FR2727109B1 (enrdf_load_stackoverflow) |
| GB (1) | GB2295150B (enrdf_load_stackoverflow) |
| IT (1) | IT1281033B1 (enrdf_load_stackoverflow) |
| ZA (1) | ZA959749B (enrdf_load_stackoverflow) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2750996B1 (fr) * | 1996-07-12 | 1998-11-13 | Rhone Poulenc Chimie | Composition empechant la polymerisation de monomeres a insaturation ethylenique, procede de preparation et utilisation de celle-ci |
| FR3013709A1 (fr) * | 2013-11-27 | 2015-05-29 | Arkema France | Procede de stabilisation d'hydroxycetone et composition stabilisee |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH307969A (de) * | 1951-05-25 | 1955-06-30 | Ici Ltd | Verfahren zur Stabilisierung organischer Stoffe gegen Autoxydation und Polymerisation und nach diesem Verfahren hergestelltes Gemisch. |
-
1994
- 1994-11-18 BR BR9404586A patent/BR9404586A/pt not_active IP Right Cessation
-
1995
- 1995-11-16 ZA ZA959749A patent/ZA959749B/xx unknown
- 1995-11-17 GB GB9523600A patent/GB2295150B/en not_active Expired - Fee Related
- 1995-11-17 BE BE9500947A patent/BE1008444A6/fr not_active IP Right Cessation
- 1995-11-17 IT IT95TO000924A patent/IT1281033B1/it active IP Right Grant
- 1995-11-17 FR FR9513674A patent/FR2727109B1/fr not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| IT1281033B1 (it) | 1998-02-11 |
| BR9404586A (pt) | 1997-03-04 |
| ZA959749B (en) | 1996-05-29 |
| GB2295150A (en) | 1996-05-22 |
| FR2727109A1 (fr) | 1996-05-24 |
| ITTO950924A1 (it) | 1997-05-17 |
| GB9523600D0 (en) | 1996-01-17 |
| FR2727109B1 (fr) | 1998-05-22 |
| GB2295150B (en) | 1998-04-22 |
| ITTO950924A0 (enrdf_load_stackoverflow) | 1995-11-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| RE | Patent lapsed |
Owner name: S.A. RHODIA Effective date: 19991130 |