RU2013136501A - Линейные алкилфенилсульфонаты на основе биологического сырья - Google Patents

Линейные алкилфенилсульфонаты на основе биологического сырья Download PDF

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RU2013136501A
RU2013136501A RU2013136501/04A RU2013136501A RU2013136501A RU 2013136501 A RU2013136501 A RU 2013136501A RU 2013136501/04 A RU2013136501/04 A RU 2013136501/04A RU 2013136501 A RU2013136501 A RU 2013136501A RU 2013136501 A RU2013136501 A RU 2013136501A
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oil
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Филип Ричард ГРИН
Джеффри Джон СЧЕИБЕЛ
Димитрис Иоаннис КОЛЛЬЯС
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Дзе Проктер Энд Гэмбл Компани
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/02Preparation 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
    • C07C303/04Preparation 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
    • C07C303/08Preparation 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/466Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/54Preparation 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
    • C07C2/64Addition to a carbon atom of a six-membered aromatic ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C6/00Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
    • C07C6/02Metathesis reactions at an unsaturated carbon-to-carbon bond
    • C07C6/04Metathesis reactions at an unsaturated carbon-to-carbon bond at a carbon-to-carbon double bond
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/22Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/18Hydrocarbons
    • C11D3/187Hydrocarbons aromatic
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
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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%.
RU2013136501/04A 2011-02-17 2012-02-17 Линейные алкилфенилсульфонаты на основе биологического сырья RU2013136501A (ru)

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