KR20190107126A - 농축된 람노리피드 조성물의 탈색 - Google Patents
농축된 람노리피드 조성물의 탈색 Download PDFInfo
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- KR20190107126A KR20190107126A KR1020197024933A KR20197024933A KR20190107126A KR 20190107126 A KR20190107126 A KR 20190107126A KR 1020197024933 A KR1020197024933 A KR 1020197024933A KR 20197024933 A KR20197024933 A KR 20197024933A KR 20190107126 A KR20190107126 A KR 20190107126A
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- percarbonate
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- FCBUKWWQSZQDDI-UHFFFAOYSA-N rhamnolipid Chemical compound CCCCCCCC(CC(O)=O)OC(=O)CC(CCCCCCC)OC1OC(C)C(O)C(O)C1OC1C(O)C(O)C(O)C(C)O1 FCBUKWWQSZQDDI-UHFFFAOYSA-N 0.000 title claims abstract description 30
- 239000000203 mixture Substances 0.000 title claims abstract description 18
- 238000004042 decolorization Methods 0.000 title description 8
- 238000000034 method Methods 0.000 claims abstract description 37
- 230000008569 process Effects 0.000 claims abstract description 19
- MWNQXXOSWHCCOZ-UHFFFAOYSA-L sodium;oxido carbonate Chemical class [Na+].[O-]OC([O-])=O MWNQXXOSWHCCOZ-UHFFFAOYSA-L 0.000 claims abstract description 13
- 230000003472 neutralizing effect Effects 0.000 claims abstract description 7
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 22
- 230000002378 acidificating effect Effects 0.000 claims description 17
- 239000007791 liquid phase Substances 0.000 claims description 16
- 239000002609 medium Substances 0.000 claims description 8
- 239000003921 oil Substances 0.000 claims description 8
- 239000012071 phase Substances 0.000 claims description 7
- 239000007790 solid phase Substances 0.000 claims description 6
- 230000001965 increasing effect Effects 0.000 claims description 5
- 239000007787 solid Substances 0.000 claims description 5
- 239000012736 aqueous medium Substances 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 239000002351 wastewater Substances 0.000 abstract description 8
- VTIIJXUACCWYHX-UHFFFAOYSA-L disodium;carboxylatooxy carbonate Chemical compound [Na+].[Na+].[O-]C(=O)OOC([O-])=O VTIIJXUACCWYHX-UHFFFAOYSA-L 0.000 description 32
- 229940045872 sodium percarbonate Drugs 0.000 description 32
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 30
- 238000000855 fermentation Methods 0.000 description 12
- 230000004151 fermentation Effects 0.000 description 12
- 230000003287 optical effect Effects 0.000 description 11
- 238000010438 heat treatment Methods 0.000 description 10
- 229960002163 hydrogen peroxide Drugs 0.000 description 10
- 238000004519 manufacturing process Methods 0.000 description 10
- 239000007858 starting material Substances 0.000 description 9
- 230000009467 reduction Effects 0.000 description 7
- 239000003876 biosurfactant Substances 0.000 description 6
- YNCMLFHHXWETLD-UHFFFAOYSA-N pyocyanin Chemical compound CN1C2=CC=CC=C2N=C2C1=CC=CC2=O YNCMLFHHXWETLD-UHFFFAOYSA-N 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 239000004094 surface-active agent Substances 0.000 description 6
- 241000589517 Pseudomonas aeruginosa Species 0.000 description 5
- 150000002632 lipids Chemical class 0.000 description 5
- 235000019198 oils Nutrition 0.000 description 5
- 150000002978 peroxides Chemical class 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical group [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 239000000049 pigment Substances 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 238000003916 acid precipitation Methods 0.000 description 3
- 238000004061 bleaching Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 238000006386 neutralization reaction Methods 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 2
- SHZGCJCMOBCMKK-UHFFFAOYSA-N D-mannomethylose Natural products CC1OC(O)C(O)C(O)C1O SHZGCJCMOBCMKK-UHFFFAOYSA-N 0.000 description 2
- 229930186217 Glycolipid Natural products 0.000 description 2
- SHZGCJCMOBCMKK-JFNONXLTSA-N L-rhamnopyranose Chemical compound C[C@@H]1OC(O)[C@H](O)[C@H](O)[C@H]1O SHZGCJCMOBCMKK-JFNONXLTSA-N 0.000 description 2
- PNNNRSAQSRJVSB-UHFFFAOYSA-N L-rhamnose Natural products CC(O)C(O)C(O)C(O)C=O PNNNRSAQSRJVSB-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 239000003712 decolorant Substances 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000011147 inorganic material Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 230000000813 microbial effect Effects 0.000 description 2
- 244000005700 microbiome Species 0.000 description 2
- 235000013379 molasses Nutrition 0.000 description 2
- 239000011368 organic material Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 235000017550 sodium carbonate Nutrition 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 238000004809 thin layer chromatography Methods 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 238000010564 aerobic fermentation Methods 0.000 description 1
- PNNNRSAQSRJVSB-BXKVDMCESA-N aldehydo-L-rhamnose Chemical compound C[C@H](O)[C@H](O)[C@@H](O)[C@@H](O)C=O PNNNRSAQSRJVSB-BXKVDMCESA-N 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 239000003429 antifungal agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 235000013405 beer Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- WORJEOGGNQDSOE-UHFFFAOYSA-N chloroform;methanol Chemical compound OC.ClC(Cl)Cl WORJEOGGNQDSOE-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 230000008821 health effect Effects 0.000 description 1
- 235000012907 honey Nutrition 0.000 description 1
- -1 hydroxy fatty acids Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 229910001867 inorganic solvent Inorganic materials 0.000 description 1
- 239000003049 inorganic solvent Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 238000000424 optical density measurement Methods 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 229940121125 oxy clean Drugs 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- PFUVRDFDKPNGAV-UHFFFAOYSA-N sodium peroxide Chemical compound [Na+].[Na+].[O-][O-] PFUVRDFDKPNGAV-UHFFFAOYSA-N 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 238000004065 wastewater treatment Methods 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/02—Acyclic radicals, not substituted by cyclic structures
- C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
- C07H15/06—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical being a hydroxyalkyl group esterified by a fatty acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/06—Separation; Purification
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/02—Acyclic radicals, not substituted by cyclic structures
- C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/38—Alcohols, e.g. oxidation products of paraffins
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B3/00—Refining fats or fatty oils
- C11B3/001—Refining fats or fatty oils by a combination of two or more of the means hereafter
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B3/00—Refining fats or fatty oils
- C11B3/02—Refining fats or fatty oils by chemical reaction
- C11B3/04—Refining fats or fatty oils by chemical reaction with acids
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- 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
- C11D1/66—Non-ionic compounds
- C11D1/662—Carbohydrates or derivatives
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- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
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- Materials Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Detergent Compositions (AREA)
- Removal Of Specific Substances (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Treatment Of Water By Oxidation Or Reduction (AREA)
- Saccharide Compounds (AREA)
- Cosmetics (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Fats And Perfumes (AREA)
Abstract
Description
도 2는 2016.01.11.자로 출원된 미국 출원번호 14992995 (US 20160272667 공개)의 실시 예 2에 사용된 반응식을 개략적으로 도시한 것이다.
도 3은 0.75, 1, 1.25, 1.5, 2, 2.5 및 3% EHPC(왼쪽에서 오른쪽으로)로 과탄산나트륨을 첨가한 샘플의 색상을 비교한 것으로, 60℃및 250 rpm에서 30분 동안 가열하여 사진을 찍어 나타낸 것이다.
도 4는 0.75, 1, 1.25, 1.5, 2, 2.5 및 3% EHPC(왼쪽에서 오른쪽으로)로 과탄산나트륨을 첨가 한 샘플의 색상을 비교한 것으로, 60℃ 및 250 rpm으로 3시간 동안 가열하여 사진을 찍어 나타낸 것이다.
도 5는 US 20160272667의 실시 예 2에서 수득된 CCB의 색상(0% EHPC, 왼쪽 첫 번째) vs. 60℃에서 250 rpm으로 30분 동안 가열한 후, 2, 2.5 및 3% EHPC에서 과탄산나트륨 첨가로부터 수득된 CR-CCB의 색상(두 번째 왼쪽에서 오른쪽으로)을 나타낸 것이다.
도 6은 CCB 샘플(0 % EHPC) 및 60℃에서 3시간 동안 가열한 후 다양한 과탄산나트륨 농도(2-3% EHPC)를 갖는 CR-CCB의 광학 밀도를 나타낸 것이다.
도 7은 CCB 샘플(0 % EHPC) 및 45℃에서 4시간 동안 가열한 후 다양한 과탄산나트륨 농도(1-2.5% EHPC)를 갖는 CR-CCB의 광학 밀도를 나타낸 것이다.
도 8은 45℃에서 4시간 동안 가열한 후 과탄산나트륨 첨가(0 % EHPC)가 없는 것에 비해 1-2.5% EHPC를 갖는 CR-CCB 샘플의 광학 밀도(색)의 %감소를 나타낸 것이다.
%EHPC | %Na percarbonate | %NaOH | pH | %H 2 O 2 residue | %H 2 O 2 consumption |
0.75% | 2.3% | 3.6% | 6.9 | 0.50% | 33% |
1.00% | 3.1% | 1.9% | 6.9 | 0.55% | 45% |
1.25% | 3.8% | 1.7% | 7.0 | 0.65% | 48% |
1.50% | 4.6% | 1.5% | 7.1 | 0.69% | 54% |
1.75% | 5.4% | 1.2% | 7.4 | 0.78% | 55% |
2.00% | 6.2% | 1.0% | 7.6 | 0.63% | 69% |
2.50% | 7.7% | 0% | 7.7 | 0.25% | 90% |
3.00% | 9.2% | 0% | 8.1 | 0.18% | 94% |
%EHPC | %Reduction | ||||||
OD 400 | OD 500 | OD 600 | OD 700 | OD 800 | BOD | TSS | |
0.25% | 0% | 0% | 38% | 52% | 63% | 40% | 45% |
0.50% | 32% | 72% | 88% | 92% | 99% | 68% | 53% |
0.75% | 78% | 90% | 95% | 95% | 96% | 28% | -42% |
Claims (7)
- 하기 단계들을 포함하는, 하나 이상의 람노리피드(RL; rhamnolipid)를 포함하는 중화된 조성물 수득하기 위한 유기용매-비사용 제조방법:
(a) 적어도 하나의 람노리피드를 포함하는 수성 매질을 제공하는 단계;
(b) 상기 매질을 산으로 처리하여 고체, 액체 및 오일상을 포함하는 산성 매질을 수득하는 단계;
(c) 단계 (b)의 상기 산성 매질로부터 적어도 액체상을 제거하여 산성 고체상 및 선택적으로 산성 오일상을 수득하는 단계; 및
(d) 단계 (c)에서 수득된 상기 산성 고체상 및 선택적으로 상기 산성 오일상을 단계 (c)의 산성 고체상 및 선택적으로 상기 산성 오일상을 중화 및 탈색시키기에 유효한 양으로 과탄산염(percarbonate salt) 및 선택적으로 제2 염기를 포함하는 조성물로 처리하여 중화된 조성물을 수득하는 단계.
- 제1항에 있어서,
중화 및 탈색 단계가 적어도 약 30 분 이상 동안 약 35-85 ℃의 온도에서 발생하는 것인 제조방법.
- 제1항에 있어서,
단계 (d)에서 상기 과탄산염이 약 0.5 내지 약 3%인 당량의 과산화수소 농도(equivalent hydrogen peroxide concentration; EHPC)의 양으로 존재하는 것인 제조방법.
- 제1항의 제조방법에 따라 수득 가능한 중화 및 탈색 용액을 포함하는 조성물.
- 제1항의 제조방법에서 단계 (b)에서 수득된 액체상의 품질을 증가시키는 방법으로서, 상기 액체상을 품질을 증가시키는데 유효한 양의 과탄산염으로 처리하는 단계를 포함하는 방법.
- 제1항의 제조방법에서 얻은 단계 (b)에서 수득된 액체상에서 BOD 및/또는 TSS를 적어도 약 25% 이상 감소시키는 방법으로서, 상기 액체상에서 BOD 및/또는 TSS를 적어도 약 25 % 이상 감소시키는데 유효한 양으로 과탄산염을 포함하는 조성물로 상기 액체상을 처리하는 단계를 포함하는 방법.
- 제7항에 있어서,
상기 과탄산염이 약 0.2 % 내지 약 0.8 % w/w EHPC의 양으로 존재하는 것인 방법.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201762455562P | 2017-02-06 | 2017-02-06 | |
US62/455,562 | 2017-02-06 | ||
PCT/US2017/035403 WO2018144053A1 (en) | 2017-02-06 | 2017-06-01 | Decolorization of concentrated rhamnolipid composition |
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Publication Number | Publication Date |
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KR20190107126A true KR20190107126A (ko) | 2019-09-18 |
KR102431805B1 KR102431805B1 (ko) | 2022-08-10 |
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US (2) | US10829507B2 (ko) |
EP (1) | EP3577126B1 (ko) |
JP (1) | JP7022139B2 (ko) |
KR (1) | KR102431805B1 (ko) |
CN (1) | CN110248952B (ko) |
AU (1) | AU2017397426B2 (ko) |
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Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4959468A (en) * | 1987-06-12 | 1990-09-25 | Henkel Kommanditgesellschaft Auf Aktien | Color stabilization method for glycoside products |
US5550227A (en) * | 1990-09-25 | 1996-08-27 | S udzucker AG Mannheim/Ochsenfurt | Method for the preparation of rhamnose monohydrate from rhamnolipids |
JPH08231578A (ja) * | 1994-12-03 | 1996-09-10 | Huels Ag | アルキルポリグリコシドの漂白法 |
WO2016115048A1 (en) * | 2015-01-12 | 2016-07-21 | Logos Technologies, Llc | Production of rhamnolipid compositions |
Family Cites Families (62)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0135099A3 (de) | 1983-08-09 | 1987-05-13 | Petrotec Systems AG | Verfahren zur Herstellung von Tensiden |
DE3405664A1 (de) | 1984-02-17 | 1985-09-05 | Wintershall Ag, 3100 Celle | Verfahren zur biotechnischen herstellung von rhamnolipiden und rhamnolipide mit nur einem ss-hydroxidecancarbonsaeurerest im molekuel |
US5013654A (en) | 1984-04-16 | 1991-05-07 | The Board Of Trustees Of The University Of Illinois | Production of emulsifying agents and surfactants |
JPS63182029A (ja) | 1987-01-22 | 1988-07-27 | Agency Of Ind Science & Technol | リポソ−ム |
DE4030262A1 (de) * | 1990-09-25 | 1992-03-26 | Suedzucker Ag | Verfahren zur herstellung von rhamnose aus rhamnolipiden |
ES2145019T3 (es) | 1992-06-25 | 2000-07-01 | Aventis Res & Tech Gmbh & Co | Pseudomonas aeruginosa y su utilizacion para la preparacion de l-ramnosa. |
DE4237334A1 (de) | 1992-11-05 | 1994-05-11 | Hoechst Ag | Verfahren zur quantitativen Aufreinigung von Glycolipiden |
JP2923756B2 (ja) | 1996-09-02 | 1999-07-26 | 通商産業省基礎産業局長 | エタノールを用いたラムノリピッドの製造方法 |
US5866376A (en) * | 1997-02-25 | 1999-02-02 | Universidad Simon Bolivar | Production of oily emulsions mediated by a microbial tenso-active agent |
CN1115190C (zh) * | 1999-05-27 | 2003-07-23 | 大庆石油管理局 | 鼠李糖脂生物表面活性剂、其制备方法及其在三次采油中的应用 |
US6953849B2 (en) | 2001-03-28 | 2005-10-11 | Council Of Scientific And Industrial Research | Process for the isolation of glycolipids |
JP2003052368A (ja) | 2001-08-13 | 2003-02-25 | Rikogaku Shinkokai | ポリヒドロキシアルカン酸とラムノリピッドの同時生産法 |
KR20060018783A (ko) | 2004-08-24 | 2006-03-02 | 공재열 | 해양세균 슈도모나스 아에루기노사(Pseudomonasaeruginosa) BYK-2에 의해 생산되는 당지질 생물유화제 및그 정제방법 |
US7202063B1 (en) | 2004-09-01 | 2007-04-10 | United States Of America As Represented By The Secretary Of Agriculture | Processes for the production of rhamnolipids |
CN1891831A (zh) | 2005-07-01 | 2007-01-10 | 南京理工大学 | 一种鼠李糖脂的制备方法 |
KR20070027151A (ko) | 2005-09-01 | 2007-03-09 | (주)네오팜 | 람노리피드 생산능을 갖는 신규한 테트라제노코코스코렌시스 및 이를 이용한 람노리피드의 제조방법 |
CN1907916A (zh) | 2006-08-03 | 2007-02-07 | 叶建军 | 泥炭湿润剂发酵培养基的配方及其培养方法 |
CN1908180A (zh) | 2006-08-08 | 2007-02-07 | 浙江大学 | 餐饮废油发酵生产鼠李糖脂粗提物及其用途 |
CN100534999C (zh) | 2006-12-15 | 2009-09-02 | 湖南大学 | 生物表面活性剂鼠李糖脂的提取工艺 |
CN101173210A (zh) | 2007-09-30 | 2008-05-07 | 南京理工大学 | 双鼠李糖脂的产生菌筛选及制备方法 |
CN101173238A (zh) | 2007-11-05 | 2008-05-07 | 大庆沃太斯化工有限公司 | 一种工业化生产鼠李糖脂发酵液的培养基配方 |
CN101182560B (zh) | 2007-11-29 | 2011-04-27 | 湖南大学 | 一种提高铜绿假单胞菌产鼠李糖脂的方法 |
CN101265488A (zh) | 2008-04-28 | 2008-09-17 | 乌鲁木齐优耐特生物技术有限公司 | 一种鼠李糖脂生物表面活性剂的发酵生产工艺 |
CN101407831A (zh) | 2008-10-15 | 2009-04-15 | 辛明秀 | 一种大孔树脂制备鼠李糖脂的方法 |
CN101538604A (zh) | 2009-04-09 | 2009-09-23 | 上海交通大学 | 纤维素酶水解中鼠李糖脂生物表面活性剂的在线生产方法 |
KR100940231B1 (ko) | 2009-07-22 | 2010-02-04 | 전남대학교산학협력단 | 람노리피드를 생성하는 슈도모나스속 ep-3와 이를 이용한 진딧물 방제법 |
CN101613725A (zh) | 2009-08-05 | 2009-12-30 | 河北鑫合生物化工有限公司 | 利用微生物发酵制备鼠李糖脂的方法 |
CN101705200B (zh) | 2009-12-10 | 2012-05-30 | 山东省食品发酵工业研究设计院 | 一株产生物表面活性剂的铜绿假单胞杆菌 |
CN101787057B (zh) | 2010-02-09 | 2012-08-22 | 华东理工大学 | 一种鼠李糖脂的分离纯化方法 |
CN101845468B (zh) | 2010-03-30 | 2012-11-14 | 湖州紫金生物科技有限公司 | 一种鼠李糖脂的制备方法及其应用 |
US20110306569A1 (en) | 2010-06-11 | 2011-12-15 | Oregon State University | Rhamnolipid biosurfactant from pseudomonas aeruginosa strain ny3 and methods of use |
EP2410039A1 (en) | 2010-07-22 | 2012-01-25 | Unilever PLC | Rhamnolipids with improved cleaning |
CN103052704A (zh) | 2010-07-22 | 2013-04-17 | 荷兰联合利华有限公司 | 用于提高清洁的鼠李糖脂和酶的组合物 |
DE102010032484A1 (de) | 2010-07-28 | 2012-02-02 | Evonik Goldschmidt Gmbh | Zellen und Verfahren zur Herstellung von Rhamnolipiden |
CN101948787B (zh) | 2010-09-03 | 2012-07-04 | 中国石油天然气股份有限公司 | 筛选鼠李糖脂产生菌的方法及所用培养基 |
CN101948786B (zh) | 2010-09-03 | 2012-04-04 | 中国石油天然气股份有限公司 | 高产鼠李糖脂的铜绿假单胞菌及其应用 |
CN102250790B (zh) | 2011-06-14 | 2014-05-07 | 南京农业大学 | 一株生物表面活性剂高效产生菌s2及其发酵培养基 |
CN103146742A (zh) | 2011-09-05 | 2013-06-12 | 无锡柏欧美地生物科技有限公司 | 利用RhlA和RhlB转基因植物修复环境污染的方法 |
CN102766172A (zh) | 2011-09-19 | 2012-11-07 | 大庆沃太斯化工有限公司 | 一种鼠李糖脂生物表面活性剂干粉的工业化生产方法 |
EP2573172A1 (en) | 2011-09-21 | 2013-03-27 | Heinrich-Heine-Universität Düsseldorf | Means and methods for rhamnolipid production |
CN102432643B (zh) | 2011-10-16 | 2014-09-17 | 湖州紫金生物科技有限公司 | 一种超滤膜应用于鼠李糖脂的分离方法 |
WO2013087674A1 (en) | 2011-12-12 | 2013-06-20 | Technische Universitaet Dortmund | Foam adsorption |
KR20130084760A (ko) | 2012-01-18 | 2013-07-26 | (주)더문팔레스 | 천연물 유래의 여드름 완화 및 치료용 화장료 |
CN102851059B (zh) | 2012-06-25 | 2015-04-15 | 浙江大学 | 一种鼠李糖脂作为破乳剂的应用 |
CN102796781A (zh) | 2012-08-08 | 2012-11-28 | 中国海洋石油总公司 | 用铜绿假单胞杆菌发酵、分离生产鼠李糖脂的方法 |
WO2014039940A1 (en) | 2012-09-10 | 2014-03-13 | Logos Technologies Llc | Cells and methods for the production of rhamnolipids |
DE102012221519A1 (de) | 2012-11-26 | 2014-05-28 | Evonik Industries Ag | Verfahren zur Isolierung von Rhamnolipiden |
DE102013205755A1 (de) | 2013-04-02 | 2014-10-02 | Evonik Industries Ag | Waschmittelformulierung für Textilien enthaltend Rhamnolipide mit einem überwiegenden Gehalt an di-Rhamnolipiden |
DE102013205756A1 (de) | 2013-04-02 | 2014-10-02 | Evonik Industries Ag | Mischungszusammensetzung enthaltend Rhamnolipide |
WO2015030702A2 (en) | 2013-08-26 | 2015-03-05 | Keith Desanto | High purity rhamnolipid cosmetic application |
CN103589765B (zh) | 2013-11-11 | 2015-07-08 | 河北鑫合生物化工有限公司 | 制备鼠李糖脂发酵液的方法 |
CA2934340A1 (en) | 2013-12-12 | 2015-06-18 | Institut National De La Recherche Scientifique | Modulation of the beta-oxidation pathway in the control of rhamnolipid production |
WO2015091294A1 (en) | 2013-12-18 | 2015-06-25 | Unilever Plc | Mono-rhamnolipid based compositions. |
CN103966282B (zh) | 2014-05-19 | 2016-08-24 | 大庆沃太斯化工有限公司 | 一种利用双相碳源发酵制备鼠李糖脂的工业化生产方法 |
CN104099388B (zh) | 2014-07-10 | 2016-09-21 | 中国科学院微生物研究所 | 提高鼠李糖脂产量的方法及其专用铜绿假单胞菌 |
DE102014225789A1 (de) * | 2014-12-15 | 2016-06-16 | Henkel Ag & Co. Kgaa | Wasch- und Reinigungsmittel |
CN104498566A (zh) | 2014-12-17 | 2015-04-08 | 江南大学 | 一种半固态发酵法制备鼠李糖脂的方法及其应用 |
CN104450825A (zh) | 2014-12-26 | 2015-03-25 | 芝王(天津)生物科技有限公司 | 双相发酵制备鼠李糖脂条件优化的方法 |
US9884883B2 (en) | 2015-01-12 | 2018-02-06 | Logos Technologies, Llc | Production of rhamnolipid compositions |
US10144943B2 (en) | 2015-05-05 | 2018-12-04 | Logos Technologies, Llc | Semi-continuous process for the production of rhamnolipids at high yield and titer |
CN104887539B (zh) * | 2015-06-24 | 2018-05-15 | 陈竞 | 一种鼠李糖脂个人清洁用品及其制备方法 |
AU2017234866A1 (en) * | 2016-03-18 | 2018-08-30 | Evonik Degussa Gmbh | Granulate comprising an inorganic solid carrier with at least one biosurfactant contained thereon |
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Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4959468A (en) * | 1987-06-12 | 1990-09-25 | Henkel Kommanditgesellschaft Auf Aktien | Color stabilization method for glycoside products |
US5550227A (en) * | 1990-09-25 | 1996-08-27 | S udzucker AG Mannheim/Ochsenfurt | Method for the preparation of rhamnose monohydrate from rhamnolipids |
JPH08231578A (ja) * | 1994-12-03 | 1996-09-10 | Huels Ag | アルキルポリグリコシドの漂白法 |
WO2016115048A1 (en) * | 2015-01-12 | 2016-07-21 | Logos Technologies, Llc | Production of rhamnolipid compositions |
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MX2019009348A (es) | 2019-10-02 |
EP3577126A4 (en) | 2020-12-09 |
CN110248952B (zh) | 2023-11-14 |
JP2020506199A (ja) | 2020-02-27 |
DK3577126T3 (da) | 2023-10-09 |
US20210040131A1 (en) | 2021-02-11 |
US20180222934A1 (en) | 2018-08-09 |
EP3577126A1 (en) | 2019-12-11 |
ZA201905496B (en) | 2023-12-20 |
CA3052437A1 (en) | 2018-08-09 |
AU2017397426A1 (en) | 2019-09-19 |
FI3577126T3 (fi) | 2023-10-02 |
CA3052437C (en) | 2024-02-20 |
AU2017397426B2 (en) | 2021-12-09 |
US10829507B2 (en) | 2020-11-10 |
JP7022139B2 (ja) | 2022-02-17 |
PL3577126T3 (pl) | 2023-11-27 |
BR112019015966A2 (pt) | 2020-03-24 |
CN110248952A (zh) | 2019-09-17 |
EP3577126B1 (en) | 2023-09-06 |
ES2958604T3 (es) | 2024-02-12 |
WO2018144053A1 (en) | 2018-08-09 |
KR102431805B1 (ko) | 2022-08-10 |
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