RU2013136501A - Линейные алкилфенилсульфонаты на основе биологического сырья - Google Patents
Линейные алкилфенилсульфонаты на основе биологического сырья Download PDFInfo
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- 239000002994 raw material Substances 0.000 title claims abstract 9
- 239000000203 mixture Substances 0.000 claims abstract 49
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims abstract 24
- 125000000217 alkyl group Chemical group 0.000 claims abstract 18
- 125000005037 alkyl phenyl group Chemical group 0.000 claims abstract 14
- 150000004996 alkyl benzenes Chemical class 0.000 claims abstract 12
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract 11
- 239000000463 material Substances 0.000 claims abstract 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 4
- 229910052799 carbon Inorganic materials 0.000 claims abstract 2
- 239000003921 oil Substances 0.000 claims 16
- 235000019198 oils Nutrition 0.000 claims 16
- 238000000034 method Methods 0.000 claims 11
- 150000001336 alkenes Chemical class 0.000 claims 10
- 235000014113 dietary fatty acids Nutrition 0.000 claims 8
- 239000000194 fatty acid Substances 0.000 claims 8
- 229930195729 fatty acid Natural products 0.000 claims 8
- -1 makeup remover Substances 0.000 claims 6
- 150000004665 fatty acids Chemical class 0.000 claims 5
- 125000002811 oleoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 5
- 238000004140 cleaning Methods 0.000 claims 4
- 239000003599 detergent Substances 0.000 claims 4
- 235000019197 fats Nutrition 0.000 claims 4
- 244000005700 microbiome Species 0.000 claims 4
- 239000003549 soybean oil Substances 0.000 claims 4
- 235000012424 soybean oil Nutrition 0.000 claims 4
- 150000001875 compounds Chemical class 0.000 claims 3
- 239000007788 liquid Substances 0.000 claims 3
- 125000006538 C11 alkyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 2
- 125000006539 C12 alkyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 2
- 241000195493 Cryptophyta Species 0.000 claims 2
- 241000221089 Jatropha Species 0.000 claims 2
- 235000019482 Palm oil Nutrition 0.000 claims 2
- 235000019484 Rapeseed oil Nutrition 0.000 claims 2
- 235000019486 Sunflower oil Nutrition 0.000 claims 2
- 230000002152 alkylating effect Effects 0.000 claims 2
- 235000015278 beef Nutrition 0.000 claims 2
- 239000000828 canola oil Substances 0.000 claims 2
- 235000019519 canola oil Nutrition 0.000 claims 2
- 239000003240 coconut oil Substances 0.000 claims 2
- 235000019864 coconut oil Nutrition 0.000 claims 2
- 235000012343 cottonseed oil Nutrition 0.000 claims 2
- 239000002385 cottonseed oil Substances 0.000 claims 2
- 239000000645 desinfectant Substances 0.000 claims 2
- 239000000975 dye Substances 0.000 claims 2
- 239000003925 fat Substances 0.000 claims 2
- 235000021323 fish oil Nutrition 0.000 claims 2
- 239000000944 linseed oil Substances 0.000 claims 2
- 235000021388 linseed oil Nutrition 0.000 claims 2
- 238000005649 metathesis reaction Methods 0.000 claims 2
- 239000003346 palm kernel oil Substances 0.000 claims 2
- 235000019865 palm kernel oil Nutrition 0.000 claims 2
- 239000002540 palm oil Substances 0.000 claims 2
- 244000144977 poultry Species 0.000 claims 2
- 239000000344 soap Substances 0.000 claims 2
- 239000000126 substance Substances 0.000 claims 2
- 239000002600 sunflower oil Substances 0.000 claims 2
- 239000004094 surface-active agent Substances 0.000 claims 2
- 239000003784 tall oil Substances 0.000 claims 2
- 238000005406 washing Methods 0.000 claims 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- 208000002874 Acne Vulgaris Diseases 0.000 claims 1
- 241000894006 Bacteria Species 0.000 claims 1
- 241000196324 Embryophyta Species 0.000 claims 1
- 102000004190 Enzymes Human genes 0.000 claims 1
- 108090000790 Enzymes Proteins 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 239000004909 Moisturizer Substances 0.000 claims 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 claims 1
- 206010000496 acne Diseases 0.000 claims 1
- 230000003712 anti-aging effect Effects 0.000 claims 1
- 230000001166 anti-perspirative effect Effects 0.000 claims 1
- 239000004599 antimicrobial Substances 0.000 claims 1
- 239000003213 antiperspirant Substances 0.000 claims 1
- 239000007864 aqueous solution Substances 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 239000012459 cleaning agent Substances 0.000 claims 1
- 230000003750 conditioning effect Effects 0.000 claims 1
- 238000005260 corrosion Methods 0.000 claims 1
- 230000007797 corrosion Effects 0.000 claims 1
- 239000002537 cosmetic Substances 0.000 claims 1
- 239000002781 deodorant agent Substances 0.000 claims 1
- 238000004851 dishwashing Methods 0.000 claims 1
- 239000003974 emollient agent Substances 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 239000000284 extract Substances 0.000 claims 1
- 239000000796 flavoring agent Substances 0.000 claims 1
- 235000019634 flavors Nutrition 0.000 claims 1
- 239000006260 foam Substances 0.000 claims 1
- 239000003205 fragrance Substances 0.000 claims 1
- 239000003112 inhibitor Substances 0.000 claims 1
- 229910052500 inorganic mineral Inorganic materials 0.000 claims 1
- 239000011630 iodine Substances 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- 239000011707 mineral Substances 0.000 claims 1
- 230000001333 moisturizer Effects 0.000 claims 1
- 229920000620 organic polymer Polymers 0.000 claims 1
- 239000002245 particle Substances 0.000 claims 1
- 239000000049 pigment Substances 0.000 claims 1
- 229920000642 polymer Polymers 0.000 claims 1
- 239000000843 powder Substances 0.000 claims 1
- 239000003755 preservative agent Substances 0.000 claims 1
- 239000000047 product Substances 0.000 claims 1
- 239000002453 shampoo Substances 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 239000000375 suspending agent Substances 0.000 claims 1
- 239000011782 vitamin Substances 0.000 claims 1
- 229940088594 vitamin Drugs 0.000 claims 1
- 229930003231 vitamin Natural products 0.000 claims 1
- 235000013343 vitamin Nutrition 0.000 claims 1
- 239000001993 wax Substances 0.000 claims 1
- 230000002087 whitening effect Effects 0.000 claims 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 8
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
- C07C303/04—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups
- C07C303/08—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups by reaction with halogenosulfonic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/466—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
- C07C2/64—Addition to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
- C07C6/02—Metathesis reactions at an unsaturated carbon-to-carbon bond
- C07C6/04—Metathesis reactions at an unsaturated carbon-to-carbon bond at a carbon-to-carbon double bond
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/18—Hydrocarbons
- C11D3/187—Hydrocarbons aromatic
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Wood Science & Technology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cosmetics (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
1. Смесь, содержащая:(a) C-Cлинейные алкилбензолы; или(b) C-Cлинейные алкилфенилсульфонаты;при этом смесь содержит меньше, чем приблизительно 5 мас.% от общей массы смеси:(i) линейных алкилбензолов или линейных алкилфенилсульфонатов с алкильными группами, имеющими 9 или меньше атомов углерода, и алкильными группами, имеющими 15 или больше атомов углерода;(ii) C-Cлинейных алкилбензолов или C-Cлинейных алкилфенилсульфонатов, имеющих две или более C-Cалкильных групп в бензоле или фенильной группе; и(iii) C-Cлинейных алкилбензолов или C-Cлинейных алкилфенилсульфонатов, имеющих алкильную группу, содержащую четвертичный атом углерода; ипри этом каждая алкильная группа имеет содержание материала на основе биологического сырья, по меньшей мере, 50%.2. Смесь по п.1, отличающаяся тем, что каждый бензол или каждая фенильная группа имеет содержание материала на основе биологического сырья, по меньшей мере, 50%.3. Смесь по п.1, отличающаяся тем, чтоa) Cалкильная группа составляет менее чем 16 мас.%; иb) сумма C+Cалкильных групп составляет 30-35 мас.%; иc) Cалкильная группа составляет 20-50 мас.%; иd) сумма C+Cалкильных групп составляет 5-30 мас.%; иe) Cалкильная группа составляет 4,5 мас.% или меньше.4. Смесь по п.2, отличающаяся тем, чтоf) Cалкильная группа составляет менее чем 16 мас.%; иg) сумма C+Cалкильных групп составляет 30-35 мас.%; иh) Cалкильная группа составляет 20-50 мас.%; иi) сумма C+Cалкильных групп составляет 5-30 мас.%; иj) Cалкильная группа составляет 4,5 мас.% или меньше.5. Композиция, содержащая(a) от приблизительно 0,001 мас.% до приблизительно 99,999 мас.% смеси C-Cлинейных алкилфенилсульфонатов по п.1 и(b) от приблизительно 0,001 мас.% до приблизительно 99,999 мас.%, по меньшей мере, одного чи�
Claims (20)
1. Смесь, содержащая:
(a) C10-C14 линейные алкилбензолы; или
(b) C10-C14 линейные алкилфенилсульфонаты;
при этом смесь содержит меньше, чем приблизительно 5 мас.% от общей массы смеси:
(i) линейных алкилбензолов или линейных алкилфенилсульфонатов с алкильными группами, имеющими 9 или меньше атомов углерода, и алкильными группами, имеющими 15 или больше атомов углерода;
(ii) C10-C14 линейных алкилбензолов или C10-C14 линейных алкилфенилсульфонатов, имеющих две или более C10-C14 алкильных групп в бензоле или фенильной группе; и
(iii) C10-C14 линейных алкилбензолов или C10-C14 линейных алкилфенилсульфонатов, имеющих алкильную группу, содержащую четвертичный атом углерода; и
при этом каждая алкильная группа имеет содержание материала на основе биологического сырья, по меньшей мере, 50%.
2. Смесь по п.1, отличающаяся тем, что каждый бензол или каждая фенильная группа имеет содержание материала на основе биологического сырья, по меньшей мере, 50%.
3. Смесь по п.1, отличающаяся тем, что
a) C10алкильная группа составляет менее чем 16 мас.%; и
b) сумма C10+C11 алкильных групп составляет 30-35 мас.%; и
c) C12 алкильная группа составляет 20-50 мас.%; и
d) сумма C13+C14 алкильных групп составляет 5-30 мас.%; и
e) C14 алкильная группа составляет 4,5 мас.% или меньше.
4. Смесь по п.2, отличающаяся тем, что
f) C10 алкильная группа составляет менее чем 16 мас.%; и
g) сумма C10+C11 алкильных групп составляет 30-35 мас.%; и
h) C12 алкильная группа составляет 20-50 мас.%; и
i) сумма C13+C14 алкильных групп составляет 5-30 мас.%; и
j) C14 алкильная группа составляет 4,5 мас.% или меньше.
5. Композиция, содержащая
(a) от приблизительно 0,001 мас.% до приблизительно 99,999 мас.% смеси C10-C14 линейных алкилфенилсульфонатов по п.1 и
(b) от приблизительно 0,001 мас.% до приблизительно 99,999 мас.%, по меньшей мере, одного чистящего компонента или, по меньшей мере, одного компонента для личной гигиены.
6. Композиция по п.5, отличающаяся тем, что, по меньшей мере, один чистящий компонент выбран из группы, состоящей из поверхностно-активного вещества, носителя, фермента, моющего компонента, щелочной системы, органического полимерного соединения, оттеночного красителя, отбеливающего соединения, алканоламина, агента, суспендирующего загрязнения, средства против повторного осаждения, ингибитора коррозии и их смесей.
7. Композиция по п.5, отличающаяся тем, что композиция выбрана из группы, состоящей из гранулированного моющего средства, моющего средства в форме куска, жидкого моющего средства для стирки, жидкой композиции для мытья посуды вручную, чистящего средства для твердой поверхности, таблетки, дезинфицирующего средства, промышленного чистящего средства, высококомпактной жидкости, порошка и обеззараживающего средства.
8. Способ стирки загрязненных тканей, включающий стадию, на которой вводят в контакт упомянутые загрязненные ткани с эффективным количеством композиции по п.7 в водном растворе.
9. Композиция по п.5, отличающаяся тем, что, по меньшей мере, один компонент для личной гигиены выбран из группы, состоящей из масла, смягчающего средства, увлажняющего средства, носителя, экстракта, витамина, минерала, антивозрастного соединения, поверхностно-активного вещества, растворителя, полимера, консерванта, противомикробного средства, воска, частицы, красителя, пигмента, ароматного средства и их смесей.
10. Композиция по п.5, отличающаяся тем, что композиция представляет собой шампунь, кондиционер для волос, средство для лечения волос, мыло для лица, средство для мытья тела, мыло для тела, пену для ванной, средство для удаления макияжа, продукт по уходу за кожей, продукт акне контроля, дезодорант, антиперспирант, вспомогательное средство для бритья, косметическое средство, средство для удаления волос, ароматное средство и их смесь.
11. Способ лечения, очистки или кондиционирования кожи или волос, включающий стадию, на которой вводят в контакт кожу или волосы с эффективным количеством композиции по п.5.
12. Способ получения смеси C10-C14 линейных алкилфенилсульфонатов, имеющих контролированное общее распределение атомов углерода, включающий стадии, на которых:
(a) жирную кислоту, сложный эфир жирной кислоты, жир, масло или их смеси, имеющие йодное число, по меньшей мере, приблизительно 15, подвергают взаимодействию с алкеном, в котором общее количество атомов углерода составляет от 2 до 8;
в присутствии каталитически эффективного количества катализатора метатезиса и в стандартных условиях метатезиса с образованием смеси C10-C14алкенов; при этом каждый алкен имеет содержание материала на основе биологического сырья, по меньшей мере, 50%; и смесь содержит меньше, чем приблизительно 5 мас.% от общей массы, смеси алкенов, имеющих 9 или меньше атомов углерода, или 15 или больше атомов углерода;
(b) алкилируют бензол смесью C10-C14алкенов с образованием смеси, содержащей C10-C14 линейные алкилбензолы; и
(c) сульфируют смесь C10-C14 линейных алкилбензолов с образованием смеси, содержащей C10-C14 линейные алкилфенилсульфонаты.
13. Способ по п.12, отличающийся тем, что дополнительно включает стадию, на которой частично гидрируют смесь C10-C14алкенов с образованием смеси по существу мононенасыщенных C10-C14алкенов, после стадии (a) и перед стадией (b).
14. Способ по п.12, отличающийся тем, что бензол имеет содержание материала на основе биологического сырья, по меньшей мере, 50%.
15. Способ по п.12, отличающийся тем, что жирная кислота, сложный эфир жирной кислоты, жир или масло выбраны из или получены из группы, состоящей из пальмового масла, косточкового пальмового масла, кокосового масла, рапсового масла, канолового масла, соевого масла, соевого масла с высоким содержанием олеоила, подсолнечного масла с высоким содержанием олеоила, масла водоросли, хлопкового масла, масла ятрофы, масла бабасу, рыбьего жира, льняного масла, таллового масла, говяжьего жира, жира домашней птицы, камолина, куфеи, микроорганизма и их смесей.
16. Способ по п.14, отличающийся тем, что жирная кислота, сложный эфир жирной кислоты, жир или масло выбраны из или получены из группы, состоящей из пальмового масла, косточкового пальмового масла, кокосового масла, рапсового масла, канолового масла, соевого масла, соевого масла с высоким содержанием олеоила, подсолнечного масла с высоким содержанием олеоила, масла водоросли, хлопкового масла, масла ятрофы, масла бабасу, рыбьего жира, льняного масла, таллового масла, говяжьего жира, жира домашней птицы, камолина, куфеи, микроорганизма и их смесей.
17. Способ по п.12, отличающийся тем, что жирная кислота, сложный эфир жирной кислоты, жир или масло являются маслом с высоким содержанием олеоила.
18. Способ по п.15, отличающийся тем, что микроорганизм выбран из группы, состоящей из бактерии, дрожжей и их смеси.
19. Способ получения смеси C10-C14 линейных алкилфенилсульфонатов, имеющих контролированное общее распределение атомов углерода, включающий стадии, на которых:
(a) дегидратируют C10-C14 спиртовую смесь, полученную либо из растительных веществ, либо биосконструированным микроорганизмом, с образованием смеси C10-C14алкенов; при этом каждый алкен имеет содержание материала на основе биологического сырья, по меньшей мере, 50%;
(b) алкилируют бензол смесью C10-C14алкенов с образованием смеси, содержащей C10-C14 линейные алкилбензолы; и
(c) сульфируют смесь C10-C14 линейных алкилбензолов с образованием смеси, содержащей C10-C14 линейные алкилфенилсульфонаты.
20. Способ по п.19, отличающийся тем, что бензол имеет содержание материала на основе биологического сырья, по меньшей мере, 50%.
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| RU (1) | RU2013136501A (ru) |
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-
2012
- 2012-02-17 EP EP12707196.7A patent/EP2675784B1/en active Active
- 2012-02-17 RU RU2013136501/04A patent/RU2013136501A/ru not_active Application Discontinuation
- 2012-02-17 CN CN201280009050.5A patent/CN103380107B/zh active Active
- 2012-02-17 BR BR112013019684A patent/BR112013019684A2/pt not_active IP Right Cessation
- 2012-02-17 JP JP2013553673A patent/JP2014506581A/ja active Pending
- 2012-02-17 CA CA2827658A patent/CA2827658A1/en not_active Abandoned
- 2012-02-17 WO PCT/US2012/025540 patent/WO2012112828A1/en not_active Ceased
- 2012-02-17 US US13/399,264 patent/US20120213726A1/en not_active Abandoned
- 2012-02-17 MX MX2013009546A patent/MX2013009546A/es unknown
-
2013
- 2013-08-08 ZA ZA2013/05974A patent/ZA201305974B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP2675784B1 (en) | 2017-09-13 |
| EP2675784A1 (en) | 2013-12-25 |
| US20120213726A1 (en) | 2012-08-23 |
| ZA201305974B (en) | 2015-03-25 |
| WO2012112828A1 (en) | 2012-08-23 |
| CN103380107B (zh) | 2015-06-10 |
| BR112013019684A2 (pt) | 2016-10-18 |
| JP2014506581A (ja) | 2014-03-17 |
| CN103380107A (zh) | 2013-10-30 |
| CA2827658A1 (en) | 2012-08-23 |
| WO2012112828A4 (en) | 2012-11-22 |
| MX2013009546A (es) | 2013-11-22 |
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Legal Events
| Date | Code | Title | Description |
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| FA92 | Acknowledgement of application withdrawn (lack of supplementary materials submitted) |
Effective date: 20150727 |