BRPI0712216A2 - produção de composto aromático monoalquilatado - Google Patents
produção de composto aromático monoalquilatado Download PDFInfo
- Publication number
- BRPI0712216A2 BRPI0712216A2 BRPI0712216-0A BRPI0712216A BRPI0712216A2 BR PI0712216 A2 BRPI0712216 A2 BR PI0712216A2 BR PI0712216 A BRPI0712216 A BR PI0712216A BR PI0712216 A2 BRPI0712216 A2 BR PI0712216A2
- Authority
- BR
- Brazil
- Prior art keywords
- aromatic compound
- monoalkylated aromatic
- production
- reaction zone
- particulate material
- Prior art date
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Classifications
-
- 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
- C07C6/08—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond
- C07C6/12—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J29/00—Catalysts comprising molecular sieves
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J29/00—Catalysts comprising molecular sieves
- B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
- B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J29/00—Catalysts comprising molecular sieves
- B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
- B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- B01J29/70—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups B01J29/08 - B01J29/65
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J29/00—Catalysts comprising molecular sieves
- B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
- B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- B01J29/70—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups B01J29/08 - B01J29/65
- B01J29/7007—Zeolite Beta
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J29/00—Catalysts comprising molecular sieves
- B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
- B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- B01J29/70—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups B01J29/08 - B01J29/65
- B01J29/7038—MWW-type, e.g. MCM-22, ERB-1, ITQ-1, PSH-3 or SSZ-25
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/30—Catalysts, in general, characterised by their form or physical properties characterised by their physical properties
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/50—Catalysts, in general, characterised by their form or physical properties characterised by their shape or configuration
- B01J35/55—Cylinders or rings
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/70—Catalysts, in general, characterised by their form or physical properties characterised by their crystalline properties, e.g. semi-crystalline
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/0009—Use of binding agents; Moulding; Pressing; Powdering; Granulating; Addition of materials ameliorating the mechanical properties of the product catalyst
- B01J37/0027—Powdering
- B01J37/0045—Drying a slurry, e.g. spray drying
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
- C07C13/28—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof
- C07C13/32—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings
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- 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
- C07C2/66—Catalytic processes
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G29/00—Refining of hydrocarbon oils, in the absence of hydrogen, with other chemicals
- C10G29/20—Organic compounds not containing metal atoms
- C10G29/205—Organic compounds not containing metal atoms by reaction with hydrocarbons added to the hydrocarbon oil
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2229/00—Aspects of molecular sieve catalysts not covered by B01J29/00
- B01J2229/30—After treatment, characterised by the means used
- B01J2229/42—Addition of matrix or binder particles
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2235/00—Indexing scheme associated with group B01J35/00, related to the analysis techniques used to determine the catalysts form or properties
- B01J2235/15—X-ray diffraction
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/0009—Use of binding agents; Moulding; Pressing; Powdering; Granulating; Addition of materials ameliorating the mechanical properties of the product catalyst
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/10—Feedstock materials
- C10G2300/1088—Olefins
- C10G2300/1092—C2-C4 olefins
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/10—Feedstock materials
- C10G2300/1096—Aromatics or polyaromatics
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/40—Characteristics of the process deviating from typical ways of processing
- C10G2300/4018—Spatial velocity, e.g. LHSV, WHSV
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/40—Characteristics of the process deviating from typical ways of processing
- C10G2300/4056—Retrofitting operations
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G2400/00—Products obtained by processes covered by groups C10G9/00 - C10G69/14
- C10G2400/30—Aromatics
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Crystallography & Structural Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Abstract
PRODUçãO DE COMPOSTO AROMáTICO MONOALQUILADO. A presente invenção refere-se a um processo para produção de um composto aromático monoalquilado em uma zona de reação de alquilação, referido processo compreendendo as etapas de: provisão da referida zona de reação de alquilação com um composto aromático alquilatável, um agente de alquilação, e um material particulado catalítico; e contato do referido composto aromático alquilatável e referido agente de alquilação com referido material particulado catalítico na referida zona de reação de alquilação mantida sob condições de alquilação, para formar um produto compreendido do referido composto aromático monoalquilado e composto(s) aromático(s) polialquilado(s), no qual a maioria do referido material particulado catalítico tem uma razão de área superficial sobre volume maior do que cerca de 79cm^-1^.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US80819206P | 2006-05-24 | 2006-05-24 | |
| US60/808192 | 2006-05-24 | ||
| PCT/US2007/009448 WO2007139629A1 (en) | 2006-05-24 | 2007-04-17 | Monoalkylated aromatic compound production |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| BRPI0712216A2 true BRPI0712216A2 (pt) | 2012-03-13 |
| BRPI0712216B1 BRPI0712216B1 (pt) | 2017-04-04 |
Family
ID=37461399
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI0712216A BRPI0712216B1 (pt) | 2006-05-24 | 2007-04-17 | processo de produção de composto aromático monoalquilado em uma zona de reação de alquilação |
Country Status (9)
| Country | Link |
|---|---|
| US (3) | US8247629B2 (pt) |
| EP (1) | EP2041242B1 (pt) |
| JP (1) | JP5604101B2 (pt) |
| KR (1) | KR101199663B1 (pt) |
| CN (1) | CN101454426B (pt) |
| BR (1) | BRPI0712216B1 (pt) |
| SG (2) | SG172597A1 (pt) |
| TW (1) | TWI339650B (pt) |
| WO (1) | WO2007139629A1 (pt) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SG172597A1 (en) | 2006-05-24 | 2011-07-28 | Exxonmobil Chem Patents Inc | Monoalkylated aromatic compound production |
| BRPI0806679B1 (pt) | 2007-02-09 | 2017-04-11 | Exxonmobil Chemical Patents Inc | processo para preparar um composto aromático monoalquilado em uma zona de reação |
| US8816145B2 (en) | 2007-06-21 | 2014-08-26 | Exxonmobil Chemical Patents Inc. | Liquid phase alkylation process |
| MY158196A (en) * | 2009-05-26 | 2016-09-15 | Exxonmobil Chemical Patents Inc | Transalkylation of polycyclohexylbenzenes |
| US20110147263A1 (en) * | 2009-12-18 | 2011-06-23 | Exxonmobil Research And Engineering Company | Process and system to convert olefins to diesel and other distillates |
| CN102892732B (zh) * | 2010-05-20 | 2015-06-03 | 埃克森美孚化学专利公司 | 改进的烷基化方法 |
| CN101972717B (zh) * | 2010-11-05 | 2013-09-18 | 华东理工大学 | 基于进口颗粒调控的旋流器 |
| RU2478429C1 (ru) * | 2011-07-28 | 2013-04-10 | Федеральное государственное бюджетное учреждение науки Ордена Трудового Красного Знамени Институт нефтехимического синтеза им. А.В. Топчиева Российской академии наук (ИНХС РАН) | Катализатор, способ его получения и способ трансалкилирования бензола диэтилбензолами с его использованием |
| TWI483775B (zh) * | 2011-09-16 | 2015-05-11 | Exxonmobil Chem Patents Inc | 經改善之mcm-56製法 |
| US20130205763A1 (en) * | 2012-01-31 | 2013-08-15 | Mitsubishi Heavy Industries, Ltd. | Method of controlling hydraulic machine to reduce torque ripple and/or bearing side load |
| TWI665184B (zh) * | 2017-01-25 | 2019-07-11 | 美商艾克頌美孚化學專利股份有限公司 | 轉烷基化製程及用於此之觸媒組成物 |
| WO2018140149A1 (en) * | 2017-01-25 | 2018-08-02 | Exxonmobil Chemical Patents Inc. | Transalkylation process and catalyst composition used therein |
| EP3573942B1 (en) * | 2017-01-25 | 2021-12-01 | ExxonMobil Chemical Patents Inc. | Transalkylation process and catalyst composition used therein |
| WO2018160327A1 (en) * | 2017-02-28 | 2018-09-07 | Exxonmobil Chemical Patents Inc. | Catalyst compositions and their use in aromatic alkylation processes |
| RU2769447C2 (ru) * | 2017-02-28 | 2022-03-31 | Эксонмобил Кемикэл Пейтентс Инк. | Каталитические композиции и их применение в способах алкилирования ароматических соединений |
| ES2982290T3 (es) * | 2017-03-29 | 2024-10-15 | Exxonmobil Chemical Patents Inc | Métodos para separar impurezas de una corriente de hidrocarburos y su uso en procedimientos de alquilación de compuestos aromáticos |
| JP6896095B2 (ja) | 2017-03-29 | 2021-06-30 | エクソンモービル ケミカル パテンツ インコーポレイテッド | 触媒組成物及び芳香族アルキル化プロセスにおけるそれらの使用 |
| IT201900015066A1 (it) * | 2019-08-27 | 2021-02-27 | Versalis Spa | Procedimento per il trattamento di idrocarburi polialchilaromatici. |
| CN111807920A (zh) * | 2020-07-14 | 2020-10-23 | 中国石油化工股份有限公司 | 一种chppo装置异丙苯原料脱酸的方法和系统 |
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-
2007
- 2007-04-17 SG SG2011035607A patent/SG172597A1/en unknown
- 2007-04-17 BR BRPI0712216A patent/BRPI0712216B1/pt not_active IP Right Cessation
- 2007-04-17 JP JP2009512009A patent/JP5604101B2/ja not_active Expired - Fee Related
- 2007-04-17 SG SG10201607877SA patent/SG10201607877SA/en unknown
- 2007-04-17 CN CN2007800188983A patent/CN101454426B/zh not_active Expired - Fee Related
- 2007-04-17 KR KR1020087028624A patent/KR101199663B1/ko not_active Expired - Fee Related
- 2007-04-17 US US12/299,508 patent/US8247629B2/en not_active Expired - Fee Related
- 2007-04-17 EP EP07775655.9A patent/EP2041242B1/en not_active Not-in-force
- 2007-04-17 WO PCT/US2007/009448 patent/WO2007139629A1/en not_active Ceased
- 2007-04-23 TW TW096114307A patent/TWI339650B/zh not_active IP Right Cessation
-
2012
- 2012-06-29 US US13/537,811 patent/US8357830B2/en not_active Expired - Fee Related
- 2012-11-14 US US13/676,647 patent/US8524967B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| TWI339650B (en) | 2011-04-01 |
| KR101199663B1 (ko) | 2012-11-08 |
| US8524967B2 (en) | 2013-09-03 |
| CN101454426B (zh) | 2013-02-13 |
| EP2041242B1 (en) | 2017-03-29 |
| US20090306446A1 (en) | 2009-12-10 |
| EP2041242A1 (en) | 2009-04-01 |
| SG172597A1 (en) | 2011-07-28 |
| BRPI0712216B1 (pt) | 2017-04-04 |
| CN101454426A (zh) | 2009-06-10 |
| JP2009538299A (ja) | 2009-11-05 |
| SG10201607877SA (en) | 2016-11-29 |
| TW200804233A (en) | 2008-01-16 |
| JP5604101B2 (ja) | 2014-10-08 |
| US8247629B2 (en) | 2012-08-21 |
| US20130072734A1 (en) | 2013-03-21 |
| WO2007139629A1 (en) | 2007-12-06 |
| KR20090019805A (ko) | 2009-02-25 |
| US20120283497A1 (en) | 2012-11-08 |
| US8357830B2 (en) | 2013-01-22 |
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