NL7908937A - Onverzadigde alicyclische ethers en de toepassing daarvan als reuk- smaakmiddelen. - Google Patents
Onverzadigde alicyclische ethers en de toepassing daarvan als reuk- smaakmiddelen. Download PDFInfo
- Publication number
- NL7908937A NL7908937A NL7908937A NL7908937A NL7908937A NL 7908937 A NL7908937 A NL 7908937A NL 7908937 A NL7908937 A NL 7908937A NL 7908937 A NL7908937 A NL 7908937A NL 7908937 A NL7908937 A NL 7908937A
- Authority
- NL
- Netherlands
- Prior art keywords
- compounds
- compounds according
- tobacco
- trimethylcyclododeca
- formula
- Prior art date
Links
- 239000003205 fragrance Substances 0.000 title claims description 9
- 150000002170 ethers Chemical class 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims description 19
- 238000002360 preparation method Methods 0.000 claims description 17
- 241000208125 Nicotiana Species 0.000 claims description 10
- 235000002637 Nicotiana tabacum Nutrition 0.000 claims description 10
- -1 alkyl radical Chemical class 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 10
- 239000002304 perfume Substances 0.000 claims description 10
- 239000000796 flavoring agent Substances 0.000 claims description 7
- 235000019634 flavors Nutrition 0.000 claims description 7
- 230000002378 acidificating effect Effects 0.000 claims description 4
- 235000019505 tobacco product Nutrition 0.000 claims description 3
- DRDYICOUDVAVGE-UHFFFAOYSA-N 1,5,10-trimethylcyclododeca-1,5,9-triene Chemical compound CC1=CCCC=C(C)CCC(C)=CCC1 DRDYICOUDVAVGE-UHFFFAOYSA-N 0.000 claims description 2
- 150000001334 alicyclic compounds Chemical class 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 claims description 2
- 239000012437 perfumed product Substances 0.000 claims description 2
- 239000004480 active ingredient Substances 0.000 claims 1
- 230000002708 enhancing effect Effects 0.000 claims 1
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical compound C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 claims 1
- 235000013305 food Nutrition 0.000 claims 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical group [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 11
- WTBDKXLPRQQMSD-UHFFFAOYSA-N 10-ethoxy-1,5,10-trimethylcyclododeca-1,5-diene Chemical compound CCOC1(C)CCCC=C(C)CCC=C(C)CC1 WTBDKXLPRQQMSD-UHFFFAOYSA-N 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 6
- 238000009835 boiling Methods 0.000 description 5
- 239000007858 starting material Substances 0.000 description 5
- FKUPPRZPSYCDRS-UHFFFAOYSA-N Cyclopentadecanolide Chemical compound O=C1CCCCCCCCCCCCCCO1 FKUPPRZPSYCDRS-UHFFFAOYSA-N 0.000 description 4
- 235000019504 cigarettes Nutrition 0.000 description 4
- OSOIQJGOYGSIMF-UHFFFAOYSA-N cyclopentadecanone Chemical compound O=C1CCCCCCCCCCCCCC1 OSOIQJGOYGSIMF-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- FZIGDKXILZIFTK-UHFFFAOYSA-N 10-methoxy-1,5,10-trimethylcyclododeca-1,5-diene Chemical compound COC1(C)CCCC=C(C)CCC=C(C)CC1 FZIGDKXILZIFTK-UHFFFAOYSA-N 0.000 description 3
- 239000005909 Kieselgur Substances 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- KHWTYGFHPHRQMP-UHFFFAOYSA-N (4-propan-2-ylcyclohexyl)methanol Chemical compound CC(C)C1CCC(CO)CC1 KHWTYGFHPHRQMP-UHFFFAOYSA-N 0.000 description 2
- 241000218645 Cedrus Species 0.000 description 2
- 244000183685 Citrus aurantium Species 0.000 description 2
- 235000007716 Citrus aurantium Nutrition 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- 240000002505 Pogostemon cablin Species 0.000 description 2
- 235000011751 Pogostemon cablin Nutrition 0.000 description 2
- 241000220317 Rosa Species 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 2
- 239000001926 citrus aurantium l. subsp. bergamia wright et arn. oil Substances 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 2
- 238000004508 fractional distillation Methods 0.000 description 2
- 150000002678 macrocyclic compounds Chemical class 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 239000000779 smoke Substances 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- 150000005671 trienes Chemical class 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- GRWFGVWFFZKLTI-IUCAKERBSA-N (-)-α-pinene Chemical compound CC1=CC[C@@H]2C(C)(C)[C@H]1C2 GRWFGVWFFZKLTI-IUCAKERBSA-N 0.000 description 1
- MXIGGIZQUGDKAP-UHFFFAOYSA-N (4-methyl-4-phenylpentan-2-yl) acetate Chemical compound CC(=O)OC(C)CC(C)(C)C1=CC=CC=C1 MXIGGIZQUGDKAP-UHFFFAOYSA-N 0.000 description 1
- 239000001674 (E)-1-(2,6,6-trimethyl-1-cyclohexenyl)but-2-en-1-one Substances 0.000 description 1
- BGTBFNDXYDYBEY-UHFFFAOYSA-N 1-(2,6,6-trimethylcyclohexen-1-yl)but-2-en-1-one Chemical compound CC=CC(=O)C1=C(C)CCCC1(C)C BGTBFNDXYDYBEY-UHFFFAOYSA-N 0.000 description 1
- NFAVNWJJYQAGNB-UHFFFAOYSA-N 2-methylundecanal Chemical compound CCCCCCCCCC(C)C=O NFAVNWJJYQAGNB-UHFFFAOYSA-N 0.000 description 1
- DUAYDERMVQWIJD-UHFFFAOYSA-N 2-n,2-n,6-trimethyl-1,3,5-triazine-2,4-diamine Chemical compound CN(C)C1=NC(C)=NC(N)=N1 DUAYDERMVQWIJD-UHFFFAOYSA-N 0.000 description 1
- MBZRJSQZCBXRGK-UHFFFAOYSA-N 4-tert-Butylcyclohexyl acetate Chemical compound CC(=O)OC1CCC(C(C)(C)C)CC1 MBZRJSQZCBXRGK-UHFFFAOYSA-N 0.000 description 1
- AZUVBPVDRHGGEP-UHFFFAOYSA-N 6a,9a-dimethyl-4,5,7,8,9,9a-hexahydro-6aH-dipyrrolo(2,3-b;3',2',1'-hi)indole Natural products CC(=C)C1CCC(C)=CCCC(C)=CCCC(C)=CC1O AZUVBPVDRHGGEP-UHFFFAOYSA-N 0.000 description 1
- 244000003416 Asparagus officinalis Species 0.000 description 1
- 235000005340 Asparagus officinalis Nutrition 0.000 description 1
- 244000301850 Cupressus sempervirens Species 0.000 description 1
- 241000746418 Dalbergia nigra Species 0.000 description 1
- LLKXNMNOHBQSJW-UHFFFAOYSA-N Elemol Natural products CCC(=C)C1CC(C=CC1(C)C)C(C)(C)O LLKXNMNOHBQSJW-UHFFFAOYSA-N 0.000 description 1
- 235000019501 Lemon oil Nutrition 0.000 description 1
- WSTYNZDAOAEEKG-UHFFFAOYSA-N Mayol Natural products CC1=C(O)C(=O)C=C2C(CCC3(C4CC(C(CC4(CCC33C)C)=O)C)C)(C)C3=CC=C21 WSTYNZDAOAEEKG-UHFFFAOYSA-N 0.000 description 1
- SUAUILGSCPYJCS-UHFFFAOYSA-N Musk ambrette Chemical compound COC1=C([N+]([O-])=O)C(C)=C([N+]([O-])=O)C=C1C(C)(C)C SUAUILGSCPYJCS-UHFFFAOYSA-N 0.000 description 1
- 235000019502 Orange oil Nutrition 0.000 description 1
- 244000284012 Vetiveria zizanioides Species 0.000 description 1
- 235000007769 Vetiveria zizanioides Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 229940062909 amyl salicylate Drugs 0.000 description 1
- 239000007961 artificial flavoring substance Substances 0.000 description 1
- KYZHGEFMXZOSJN-UHFFFAOYSA-N benzoic acid isobutyl ester Natural products CC(C)COC(=O)C1=CC=CC=C1 KYZHGEFMXZOSJN-UHFFFAOYSA-N 0.000 description 1
- 229960002903 benzyl benzoate Drugs 0.000 description 1
- POIARNZEYGURDG-UHFFFAOYSA-N beta-damascenone Natural products CC=CC(=O)C1=C(C)C=CCC1(C)C POIARNZEYGURDG-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000010627 cedar oil Substances 0.000 description 1
- GFJIQNADMLPFOW-UHFFFAOYSA-N cis-Elemol Natural products CC(=C)C1CC(C(C)(C)O)CCC1(C)C=C GFJIQNADMLPFOW-UHFFFAOYSA-N 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 239000010634 clove oil Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 235000001671 coumarin Nutrition 0.000 description 1
- 229960000956 coumarin Drugs 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- DDTBPAQBQHZRDW-UHFFFAOYSA-N cyclododecane Chemical class C1CCCCCCCCCCC1 DDTBPAQBQHZRDW-UHFFFAOYSA-N 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- DSCSNXTUARIQTO-UHFFFAOYSA-N dodeca-1,5,9-triene Chemical compound CCC=CCCC=CCCC=C DSCSNXTUARIQTO-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- GFJIQNADMLPFOW-VNHYZAJKSA-N elemol Chemical compound CC(=C)[C@@H]1C[C@H](C(C)(C)O)CC[C@@]1(C)C=C GFJIQNADMLPFOW-VNHYZAJKSA-N 0.000 description 1
- NYNCZOLNVTXTTP-UHFFFAOYSA-N ethyl 2-(1,3-dioxoisoindol-2-yl)acetate Chemical compound C1=CC=C2C(=O)N(CC(=O)OCC)C(=O)C2=C1 NYNCZOLNVTXTTP-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000001299 ferula galbaniflua resinoid Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000010648 geranium oil Substances 0.000 description 1
- 235000019717 geranium oil Nutrition 0.000 description 1
- 239000012771 household material Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000000171 lavandula angustifolia l. flower oil Substances 0.000 description 1
- 239000010501 lemon oil Substances 0.000 description 1
- MARRJGBPDCCAEK-FSAOVCISSA-N methyl (1r,4ar,4bs,8as,10ar)-1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,8a,9,10,10a-decahydrophenanthrene-1-carboxylate Chemical compound C1CC(C(C)C)=C[C@@H]2CC[C@H]3[C@@](C(=O)OC)(C)CCC[C@]3(C)[C@H]21 MARRJGBPDCCAEK-FSAOVCISSA-N 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000010502 orange oil Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- LVECZGHBXXYWBO-UHFFFAOYSA-N pentadecanolide Natural products CC1CCCCCCCCCCCCC(=O)O1 LVECZGHBXXYWBO-UHFFFAOYSA-N 0.000 description 1
- 239000001738 pogostemon cablin oil Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000010669 rosewood oil Substances 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- LFSYLMRHJKGLDV-UHFFFAOYSA-N tetradecanolide Natural products O=C1CCCCCCCCCCCCCO1 LFSYLMRHJKGLDV-UHFFFAOYSA-N 0.000 description 1
- 239000001383 thymus vulgaris oil white Substances 0.000 description 1
- 238000005829 trimerization reaction Methods 0.000 description 1
- JABYJIQOLGWMQW-UHFFFAOYSA-N undec-4-ene Chemical compound CCCCCCC=CCCC JABYJIQOLGWMQW-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/18—Ethers having an ether-oxygen atom bound to a carbon atom of a ring other than a six-membered aromatic ring
- C07C43/188—Unsaturated ethers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Fats And Perfumes (AREA)
- Cosmetics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Manufacture Of Tobacco Products (AREA)
- Seasonings (AREA)
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1298978 | 1978-12-21 | ||
| CH1298978A CH635810A5 (fr) | 1978-12-21 | 1978-12-21 | Composes alicycliques insatures, procede pour leur preparation et leur utilisation. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NL7908937A true NL7908937A (nl) | 1980-06-24 |
Family
ID=4388288
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL7908937A NL7908937A (nl) | 1978-12-21 | 1979-12-12 | Onverzadigde alicyclische ethers en de toepassing daarvan als reuk- smaakmiddelen. |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US4396781A (en, 2012) |
| JP (1) | JPS614376B2 (en, 2012) |
| CH (1) | CH635810A5 (en, 2012) |
| DE (1) | DE2951508C2 (en, 2012) |
| FR (1) | FR2444656A1 (en, 2012) |
| GB (1) | GB2038827B (en, 2012) |
| NL (1) | NL7908937A (en, 2012) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3219915A1 (de) * | 1982-05-27 | 1983-12-22 | Chemische Werke Hüls AG, 4370 Marl | 2-methoxyethyl-cyclododecenylether, verfahren zu seiner herstellung sowie seine verwendung zur herstellung von 2-methoxyethyl-cyclododecylether |
| AU544089B2 (en) * | 1982-07-01 | 1985-05-16 | Brown & Williamson Tobacco Corporation | Musk flavoured tobacco |
| DE3300341A1 (de) * | 1983-01-07 | 1984-07-12 | Chemische Werke Hüls AG, 4370 Marl | Aliphatische ether des cyclododecen-2-ols, verfahren zu ihrer herstellung sowie ihre verwendung zur herstellung von riechstoffkompositionen |
| DE3711157A1 (de) * | 1987-04-02 | 1988-10-20 | Haarmann & Reimer Gmbh | Methylcyclododecatri-2,5,9-en-1-ole, verfahren zu ihrer herstellung und ihre verwendung |
| EP0374445A1 (fr) * | 1988-12-23 | 1990-06-27 | Firmenich Sa | Nouveaux composés cycliques oxygénés, leur utilisation à titre d'ingrédients parfumants, procédé pour leur préparation |
| JPH0431279U (en, 2012) * | 1990-07-10 | 1992-03-13 | ||
| JPH0443872U (en, 2012) * | 1990-08-20 | 1992-04-14 | ||
| US6868976B1 (en) * | 2002-10-04 | 2005-03-22 | Graber Products, Inc. | Support stand for a bicycle |
| DE102004054477A1 (de) | 2004-11-11 | 2006-05-24 | Degussa Ag | Verfahren zur Herstellung von Trimethylcyclododecatrien |
| FR2880883B1 (fr) * | 2005-01-19 | 2009-01-09 | Mane Fils Sa V | Nouveaux derives de trimethylcyclododecatriene, leur utilisation et produits parfumes les contenant |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3845078A (en) * | 1966-05-20 | 1974-10-29 | Int Flavors & Fragrances Inc | 1,5,9-trimethylcyclododecatriene derivatives |
| US3586727A (en) * | 1969-07-18 | 1971-06-22 | Studiengesellschaft Kohle Mbh | Process for the manufacture of substituted 8,10,and 12-member rings by the catalytic cooligomerization of unsaturated compounds |
| CH530460A (de) * | 1970-01-09 | 1972-11-15 | Givaudan & Cie Sa | Riechstoffkompositionen |
| US3876561A (en) * | 1970-11-03 | 1975-04-08 | Givauden Corp | Novel odorant cyclododecyl ethers |
-
1978
- 1978-12-21 CH CH1298978A patent/CH635810A5/fr not_active IP Right Cessation
-
1979
- 1979-11-30 US US06/098,748 patent/US4396781A/en not_active Expired - Lifetime
- 1979-12-12 NL NL7908937A patent/NL7908937A/nl not_active Application Discontinuation
- 1979-12-20 FR FR7931349A patent/FR2444656A1/fr active Granted
- 1979-12-20 DE DE2951508A patent/DE2951508C2/de not_active Expired
- 1979-12-21 JP JP54165780A patent/JPS614376B2/ja not_active Expired
- 1979-12-21 GB GB7944192A patent/GB2038827B/en not_active Expired
-
1982
- 1982-09-30 US US06/428,679 patent/US4460498A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| FR2444656A1 (fr) | 1980-07-18 |
| DE2951508C2 (de) | 1982-12-30 |
| DE2951508A1 (de) | 1980-07-03 |
| US4460498A (en) | 1984-07-17 |
| CH635810A5 (fr) | 1983-04-29 |
| JPS5587732A (en, 2012) | 1980-07-02 |
| US4396781A (en) | 1983-08-02 |
| GB2038827A (en) | 1980-07-30 |
| GB2038827B (en) | 1983-03-23 |
| JPS614376B2 (en, 2012) | 1986-02-08 |
| FR2444656B1 (en, 2012) | 1982-12-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| BA | A request for search or an international-type search has been filed | ||
| BB | A search report has been drawn up | ||
| BC | A request for examination has been filed | ||
| A85 | Still pending on 85-01-01 | ||
| BV | The patent application has lapsed |