DK2738189T3 - Amfifilt makromolekyle og anvendelse deraf - Google Patents
Amfifilt makromolekyle og anvendelse deraf Download PDFInfo
- Publication number
- DK2738189T3 DK2738189T3 DK11869894.3T DK11869894T DK2738189T3 DK 2738189 T3 DK2738189 T3 DK 2738189T3 DK 11869894 T DK11869894 T DK 11869894T DK 2738189 T3 DK2738189 T3 DK 2738189T3
- Authority
- DK
- Denmark
- Prior art keywords
- formula
- amphiphilic macromolecule
- amphiphilic
- molecular weight
- structural unit
- Prior art date
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- 229920002521 macromolecule Polymers 0.000 title claims description 101
- 239000000178 monomer Substances 0.000 claims description 27
- 239000003795 chemical substances by application Substances 0.000 claims description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
- 239000003921 oil Substances 0.000 claims description 13
- 239000010779 crude oil Substances 0.000 claims description 11
- 238000009826 distribution Methods 0.000 claims description 7
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 239000004927 clay Substances 0.000 claims description 3
- 238000006073 displacement reaction Methods 0.000 claims description 3
- 238000005553 drilling Methods 0.000 claims description 3
- 239000012530 fluid Substances 0.000 claims description 3
- 230000014759 maintenance of location Effects 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 239000010802 sludge Substances 0.000 claims description 3
- 239000003381 stabilizer Substances 0.000 claims description 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 238000004065 wastewater treatment Methods 0.000 claims 2
- 239000012744 reinforcing agent Substances 0.000 claims 1
- -1 wastewater treatment Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 60
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 30
- 229910001873 dinitrogen Inorganic materials 0.000 description 30
- 239000000243 solution Substances 0.000 description 21
- 230000015572 biosynthetic process Effects 0.000 description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 18
- 238000003786 synthesis reaction Methods 0.000 description 15
- 239000003999 initiator Substances 0.000 description 12
- 239000000203 mixture Substances 0.000 description 11
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 10
- 238000004090 dissolution Methods 0.000 description 10
- 238000001035 drying Methods 0.000 description 10
- 239000000295 fuel oil Substances 0.000 description 10
- 229910052760 oxygen Inorganic materials 0.000 description 10
- 239000001301 oxygen Substances 0.000 description 10
- 239000003002 pH adjusting agent Substances 0.000 description 10
- 229920000642 polymer Polymers 0.000 description 8
- 230000033558 biomineral tissue development Effects 0.000 description 7
- 238000012360 testing method Methods 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 230000001965 increasing effect Effects 0.000 description 5
- 239000003638 chemical reducing agent Substances 0.000 description 4
- 230000007423 decrease Effects 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 239000010865 sewage Substances 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 230000002708 enhancing effect Effects 0.000 description 2
- 239000008398 formation water Substances 0.000 description 2
- 125000001165 hydrophobic group Chemical group 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 239000011435 rock Substances 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- 238000005728 strengthening Methods 0.000 description 2
- 229910006069 SO3H Inorganic materials 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 239000013505 freshwater Substances 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 230000009878 intermolecular interaction Effects 0.000 description 1
- 230000008863 intramolecular interaction Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 238000012673 precipitation polymerization Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 238000010079 rubber tapping Methods 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- SONHXMAHPHADTF-UHFFFAOYSA-M sodium;2-methylprop-2-enoate Chemical group [Na+].CC(=C)C([O-])=O SONHXMAHPHADTF-UHFFFAOYSA-M 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F226/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
- C08F226/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen by a single or double bond to nitrogen
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- C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
- C04B24/16—Sulfur-containing compounds
- C04B24/161—Macromolecular compounds comprising sulfonate or sulfate groups
- C04B24/163—Macromolecular compounds comprising sulfonate or sulfate groups obtained by reactions only involving carbon-to-carbon unsaturated bonds
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- C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
- C04B24/24—Macromolecular compounds
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- C04B24/2652—Nitrogen containing polymers, e.g. polyacrylamides, polyacrylonitriles
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- C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
- C04B24/24—Macromolecular compounds
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- C09K8/42—Compositions for cementing, e.g. for cementing casings into boreholes; Compositions for plugging, e.g. for killing wells
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- C09K8/58—Compositions for enhanced recovery methods for obtaining hydrocarbons, i.e. for improving the mobility of the oil, e.g. displacing fluids
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- C08F212/26—Nitrogen
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
- C08F220/343—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate in the form of urethane links
- C08F220/346—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate in the form of urethane links and further oxygen
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
- C08F220/36—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate containing oxygen in addition to the carboxy oxygen, e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate
- C08F220/365—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate containing oxygen in addition to the carboxy oxygen, e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate containing further carboxylic moieties
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- General Life Sciences & Earth Sciences (AREA)
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- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Ceramic Engineering (AREA)
- Structural Engineering (AREA)
- Dispersion Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Separation Of Suspended Particles By Flocculating Agents (AREA)
- Treatment Of Sludge (AREA)
- Lubricants (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Claims (12)
1. Amfifilt makromolekyle, kendetegnet ved, at: det som gentagelsesenheder har en strukturenhed A til justering af molekylvægt, molekylvægtfordeling og ladningskarakteristika, en højt sterisk hindret strukturenhed B og en amfi-filisk strukturenhed C, hvilken højt sterisk hindret strukturenhed B omfatter en struktur G og en struktur med formel (4), hvor struktur G er en cyklisk car-bonhydridstruktur dannet på basis af to nærliggende carbonatomer i hovedkæden eller er udvalgt fra en struktur med formel (3):
hvor, i formel (3), R5 er H eller en methylgruppe, fortrinsvis H; R6 er et radikal udvalgt fra gruppen bestående af strukturerne med formel (5) og formel (6):
i formel (5), a er et heltal fra 1 til 11, i formel (4), R7 er H; Rs er udvalgt fra gruppen bestående af H, -S03H og salte deraf,
N+(CH3)2(CH2)aCI-l32Cr; ξ og σ er henholdsvis heltal fra 1 til 15; og den amfifile strukturenhed C har en struktur med formel (8):
i formel (8), R9 er H eller en methylgruppe; Rio er -N+(CH3)2(CH2)rCH3X', -N+((CH2)sCH3)3X- eller -N+(CH3)((CH2),CH3)2X-; r er et heltal fra 3 til 21; s er et heltal fra 2 til 9; t er et heltal fra 3 til 15; og X- er Cl' eller Br\
2. Amfifilt makromolekyle ifølge krav 1, kendetegnet ved, at strukturenhed A til justering af molekylvægt, molekylvægtfordeling og ladningskarakteristika omfatter en (meth)acrylamidmonomerenhed Ai og/eller en (meth)acrylmonomerenhed A2.
3. Amfifilt makromolekyle ifølge krav 2, kendetegnet ved, at, baseret på 100 mol-% af alle gentagelsesenhederne af det amfifile makromolekyle, er molprocentdelen af (meth)acrylamidmonomerenhed Ai 70-99 mol-%; og molprocentdelen af (meth)acrylmonomerenhed A2 er 1-30 mol-%.
4. Amfifilt makromolekyle ifølge krav 1, kendetegnet ved, at, baseret på 100 mol-% af alle gentagelsesenhederne af det amfifile makromolekyle, er molprocentdelen af struktur G 0,02-2 mol-%; og molprocentdelen af strukturen med formel (4) er 0,05-5 mol-%.
5. Amfifilt makromolekyle ifølge krav 1, kendetegnet ved, at, baseret på 100 mol-% af alle gentagelsesenhederne af det amfifile makromolekyle, er molprocentdelen af strukturen med formel (8) 0,05-10 mol-%.
6. Amfifilt makromolekyle ifølge krav 1, kendetegnet ved, at, strukturenhed A til justering af molekylvægt, molekylvægtfordeling og ladningskarakteristika har en struktur med formel (21:
hvor, i formel (2), Ri er H eller en methylgruppe; R2 og R3 uafhængigt er udvalgt fra gruppen bestående af H og en CrC3-alkylgruppe; R4 er udvalgt fra gruppen bestående af H og en methylgruppe; Gr er -OH eller -0'Na+; m og n betegner molprocentdelene af strukturenhederne i det totale amfifile makromolekyle, og m er fra 70 til 99 mol-%; n er fra 1 til 30 mol-%.
7. Amfifilt makromolekyle ifølge krav 1, kendetegnet ved, at, den cykliske carbonhydridstruktur dannet på basis af to nærliggende carbonatomer i hovedkæden er udvalgt fra gruppen bestående af:
8. Amfifilt makromolekyle ifølge krav 1, kendetegnet ved, at den højt sterisk hindrede strukturenhed B har en struktur med formel (7):
hvor, i formel (7), definitionen på G er som beskrevet i krav 1; definitionerne på R7 og Rs er beskrevet i formel (4); henholdsvis x og y betegner molprocentdelene af strukturenhederne i det totale amfifile makromolekyle, og x er fra 0,02 til 2 mol-%, y er fra 0,05 til 5 mol-%.
9. Amfifilt makromolekyle ifølge krav 1, kendetegnet ved, at det amfifile makromolekyle har en struktur med formel (9):
hvor, i formel (9), R4 er udvalgt fra gruppen bestående af H og en methyl-gruppe; m og n betegner molprocentdelene af strukturenhederne i det totale amfifile makromolekyle, og m er fra 70 til 99 mol-%; n er fra 1 til 30 mol-%; definitionerne på G, R7, R8, x og y er som beskrevet i formel (7); definitionerne på R9 og Rio er som beskrevet i formel (8); z betegner molprocentdelen af denne strukturenhed det totale amfifile makromolekyle, og z er fra 0,05 til 10 mol-%.
10. Amfifilt makromolekyle ifølge krav 1, som er en forbindelse af formlerne (l)-(X):
!
/ ! i
11. Amfifilt makromolekyle ifølge et hvilket som helst af kravene 1 til 10, kendetegnet ved, at det har en molekylvægt på mellem 1000000-20000000.
12. Anvendelse af det amfifile makromolekyle ifølge et hvilket som helst af kravene 1 til 10 ved oliefeltboring, brønd-cementering, frakturering, opsamling og transport af råolie, spildevandsbehandling, slambehandling og papirfremstilling som forstærket olieproduktionsmiddel og oliefortrængningsmiddel, middel til reduktion af viskositeten af tung olie, fraktureringsfluid, lerstabilisator, spildevandsbehandlingsmiddel, fastholdelseshjælpemiddel og afvandingshjælpemiddel og forstærkningsmiddel til papirfremstilling.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011102103193A CN102382242B (zh) | 2011-07-26 | 2011-07-26 | 一种两亲高分子及其用途 |
| PCT/CN2011/001576 WO2013013354A1 (zh) | 2011-07-26 | 2011-09-16 | 一种两亲高分子及其用途 |
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| DK2738189T3 true DK2738189T3 (da) | 2017-02-20 |
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| US (1) | US9738741B2 (da) |
| EP (1) | EP2738189B1 (da) |
| CN (1) | CN102382242B (da) |
| CA (1) | CA2842783C (da) |
| DK (1) | DK2738189T3 (da) |
| EA (1) | EA025931B1 (da) |
| ES (1) | ES2630738T3 (da) |
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| US9593276B2 (en) | 2012-12-21 | 2017-03-14 | Halliburton Energy Services, Inc. | Reversibly coagulatable and redispersable polymer including at least one monomer including a switchable-amphiphilic functional group and methods of using the same |
| CN104371061B (zh) | 2013-08-14 | 2016-08-17 | 中国石油化工股份有限公司 | 一种阳离子聚合物及其在堵漏剂中的应用 |
| CN105646777A (zh) * | 2015-12-29 | 2016-06-08 | 四川光亚聚合物化工有限公司 | 一种疏水缔合聚合物及其制备方法 |
| CN106701053A (zh) * | 2016-12-08 | 2017-05-24 | 北京百特泰科能源工程技术有限公司 | 一种高分子原油活化剂及其制备方法与应用 |
| CN106675543B (zh) * | 2017-02-17 | 2018-06-01 | 中国石油大学(华东) | 一种盐增黏水溶性两亲聚合物驱油剂 |
| CN110317295B (zh) * | 2018-03-29 | 2021-06-11 | 中国石油化工股份有限公司 | 一种活性分子降粘剂及其制备方法 |
| CN109705263A (zh) * | 2019-01-22 | 2019-05-03 | 刘忠 | 一种稠油降粘剂 |
| CN116257740B (zh) * | 2023-05-16 | 2023-08-04 | 中海油天津化工研究设计院有限公司 | 一种海洋石油油气水生产大数据处理系统 |
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| US4653584A (en) * | 1985-05-30 | 1987-03-31 | The Standard Oil Company | Maleimide-modified bioresistant polymers and enhanced oil recovery method employing same |
| US4702319A (en) * | 1986-12-29 | 1987-10-27 | Exxon Research And Engineering Company | Enhanced oil recovery with hydrophobically associating polymers containing sulfonate functionality |
| JPH09279500A (ja) * | 1996-04-16 | 1997-10-28 | Sanyo Chem Ind Ltd | 紙用防滑剤もしくはサイズ剤 |
| CN1314720C (zh) * | 2004-12-13 | 2007-05-09 | 大连广汇化学有限公司 | 高分子量两性高分子的制备方法 |
| FR2914647B1 (fr) * | 2007-04-05 | 2011-10-21 | Rhodia Recherches Et Tech | Copolymere comprenant des unites betainiques et des unites hydrophobes et/ou amphiphiles,procede de preparation,et utilisations. |
| CN101284893B (zh) * | 2008-06-06 | 2010-10-27 | 成都理工大学 | 梳型两亲水溶性共聚物及其制备方法和用途 |
| CN101492515B (zh) * | 2009-01-23 | 2011-06-15 | 成都理工大学 | 丙烯酰胺改性接枝共聚物及其制备方法和用途 |
| CN101570697B (zh) * | 2009-06-01 | 2013-01-02 | 中国科学院化学研究所 | 一种原油破乳剂 |
| ES2534193T3 (es) * | 2009-12-01 | 2015-04-20 | Lubrizol Advanced Materials, Inc. | Polímeros hidrolíticamente estables para múltiples fines |
| CN101781386B (zh) * | 2009-12-31 | 2012-06-13 | 中国科学院化学研究所 | 一种两亲高分子驱油剂的制备方法 |
| CN101798503B (zh) * | 2010-01-05 | 2012-07-11 | 西南石油大学 | 一种用于提高采收率的聚合物驱油剂及其应用 |
| CN102382243B (zh) | 2011-07-26 | 2013-03-27 | 中国科学院化学研究所 | 一种两亲高分子和用途 |
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- 2011-09-16 CA CA2842783A patent/CA2842783C/en active Active
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- 2011-09-16 US US14/235,016 patent/US9738741B2/en active Active
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- 2011-09-16 EA EA201490338A patent/EA025931B1/ru not_active IP Right Cessation
- 2011-09-16 WO PCT/CN2011/001576 patent/WO2013013354A1/zh not_active Ceased
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| EA201490338A1 (ru) | 2014-05-30 |
| ES2630738T3 (es) | 2017-08-23 |
| EP2738189A1 (en) | 2014-06-04 |
| US20140316092A1 (en) | 2014-10-23 |
| US9738741B2 (en) | 2017-08-22 |
| MY166452A (en) | 2018-06-27 |
| WO2013013354A1 (zh) | 2013-01-31 |
| EA025931B1 (ru) | 2017-02-28 |
| CA2842783C (en) | 2016-03-29 |
| EP2738189B1 (en) | 2016-11-09 |
| EP2738189A4 (en) | 2015-08-19 |
| CN102382242B (zh) | 2013-10-23 |
| CN102382242A (zh) | 2012-03-21 |
| CA2842783A1 (en) | 2013-01-31 |
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