JP2011503187A - テレフタル酸組成物及びその製造方法 - Google Patents
テレフタル酸組成物及びその製造方法 Download PDFInfo
- Publication number
- JP2011503187A JP2011503187A JP2010534068A JP2010534068A JP2011503187A JP 2011503187 A JP2011503187 A JP 2011503187A JP 2010534068 A JP2010534068 A JP 2010534068A JP 2010534068 A JP2010534068 A JP 2010534068A JP 2011503187 A JP2011503187 A JP 2011503187A
- Authority
- JP
- Japan
- Prior art keywords
- furandicarboxylate
- terephthalic acid
- bicyclic ether
- solvent
- fdca
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/377—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups
Abstract
【選択図】なし
Description
本発明方法によって、パラキシレンのような従来のアルキル芳香族供給材料を用いることなくTAが有効に製造される。本発明者らは驚くべきことに、溶媒の存在下で2,5−フランジカルボキシレートをエチレンと反応させて二環式エーテルを製造し、次に二環式エーテルを脱水することによって、高純度のTA組成物が製造されることを発見した。実際、TAの純度は、パラキシレンの酸化からの粗生成物の水素化によって精製した従来のPTAのものと同等であり、少なくとも1種類のグリコールとの反応によって更なる精製の必要なしに繊維及びフィルムを製造するために好適なポリエステルに直接転化させるために十分なものである。
5gのFDCA(Atlantic Chemical Companyから入手できる)及び100gの蒸留脱イオン(D&D)水をオートクレーブ内で配合し、次にエチレンで加圧し、120℃に加熱した。反応時間が経過した後、ユニットを冷却及び減圧し、反応混合物(則ち、「母液」として知られている反応溶媒によって覆われている固体の混合物)を回収した。次に、この混合物を濾過によって分離して、濾過ケーキ(則ち固形分)及び母液を得た。濾過ケーキ及び母液の両方を、高圧液体クロマトグラフィー(HPLC)によって分析した。
ガス入口及び出口を取り付けた高圧反応器中に、100gのFDCA、800gのメタノール、9.41gのリン酸(85%)、及び1.26gの水を充填した。反応器を密閉し、窒素を9回充填及びフラッシュした。次に、入口及び出口を閉止し、反応混合物を撹拌し、200℃に9時間加熱した。反応器を冷却し、排気し、878.95gの全反応器内容物を回収した。固体についてガスクロマトグラフィー分析を行って、以下のガスクロマトグラフィーピーク面積割合が明らかになった:63%−DM−FDCA;21%−モノメチルFDCA;及び14.9%−未反応FDCA。存在していると見積もられる1.1%の未知物質があった。
Claims (24)
- a.溶媒の存在下で2,5−フランジカルボキシレートをエチレンと反応させて二環式エーテルを製造し;そして
b.二環式エーテルを脱水する;
ことを含むテレフタル酸の製造方法。 - 2,5−フランジカルボキシレートをバイオマスから誘導する、請求項1に記載の方法。
- 2,5−フランジカルボキシレートを、
a.バイオマスを、フルクトース、スクロース、及びこれらの混合物を含む糖類に転化し;
b.糖類を5−ヒドロキシメチルフルフラールに転化し;そして
c.5−ヒドロキシメチルフルフラールを2,5−フランジカルボキシレートに酸化する;
ことを含む工程によってバイオマスから誘導する、請求項2に記載の方法。 - 2,5−フランジカルボキシレートが2,5−フランジカルボン酸である、請求項1に記載の方法。
- 溶媒が、水、ジメチルスルホキシド、N−メチル−2−ピロリジノン、N,N−ジメチルホルムアミド、C1〜C10アルコール、C2〜C6ケトン、及びC2〜C10エステルからなる群から選択される、請求項4に記載の方法。
- 溶媒が水である、請求項5に記載の方法。
- 二環式エーテルが7−オキサビシクロ[2.2.1]ヘプト−2−エン−1,4−ジカルボン酸である、請求項4に記載の方法。
- 2,5−フランジカルボキシレートがジメチル−2,5−フランジカルボキシレートである、請求項1に記載の方法。
- 溶媒が、芳香族炭化水素、ジメチルスルホキシド、N−メチル−2−ピロリジノン、N,N−ジメチルホルムアミド、C1〜C10アルコール、C2〜C6ケトン、及びC2〜C10エステルからなる群から選択される、請求項8に記載の方法。
- 溶媒がトルエンである、請求項9に記載の方法。
- 二環式エーテルがジメチル−7−オキサビシクロ[2.2.1]ヘプト−2−エン−1,4−ジカルボキシレートである、請求項8に記載の方法。
- 2,5−フランジカルボキシレートが2,5−フランジカルボン酸とジメチル−2,5−フランジカルボキシレートとの混合物である、請求項1に記載の方法。
- 溶媒が、水、芳香族炭化水素、ジメチルスルホキシド、N−メチル−2−ピロリジノン、N,N−ジメチルホルムアミド、C1〜C10アルコール、C2〜C6ケトン、C2〜C10エステル、及びこれらの混合物からなる群から選択される、請求項12に記載の方法。
- 二環式エーテルが製造される時に二環式エーテルを脱水する、請求項1に記載の方法。
- 二環式エーテルを脱水する前に二環式エーテルを単離する、請求項1に記載の方法。
- 2,5−フランジカルボキシレートをエチレンと反応させ、二環式エーテルを約100℃〜約250℃の範囲の温度で脱水する、請求項1に記載の方法。
- 2,5−フランジカルボキシレートを約10psig〜約2000psig(約68.9kPaG〜約13.8MPaG)の圧力でエチレンと反応させる、請求項1に記載の方法。
- 2,5−フランジカルボキシレートを約60分間〜約480分間反応させる、請求項1に記載の方法。
- 請求項1に記載の方法によって製造されるテレフタル酸組成物。
- 請求項3に記載の方法によって製造されるテレフタル酸組成物。
- 不純物として微量の2,5−フランジカルボン酸を含み、テレフタル酸が約1.5×10−12〜1の炭素12アイソトープに対する炭素14アイソトープの比を有する、テレフタル酸組成物。
- 2,5−フランジカルボン酸の量が約25ppm未満である、請求項21に記載の組成物。
- 不純物として約25ppm未満の2,5−フランジカルボン酸を含む、少なくとも1種類のグリコールとの反応によって更なる精製なしに繊維及びフィルムを製造するために好適なポリエステルに直接転化させるために十分な純度を有するテレフタル酸組成物。
- テレフタル酸が約1.5×10−12〜1の炭素12アイソトープに対する炭素14アイソトープの比を有する、請求項23に記載の組成物。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US11/940,097 | 2007-11-14 | ||
US11/940,097 US7385081B1 (en) | 2007-11-14 | 2007-11-14 | Terephthalic acid composition and process for the production thereof |
PCT/US2008/063703 WO2009064515A1 (en) | 2007-11-14 | 2008-05-15 | Terephthalic acid composition and process for the production thereof |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2011503187A true JP2011503187A (ja) | 2011-01-27 |
JP5441914B2 JP5441914B2 (ja) | 2014-03-12 |
Family
ID=39484342
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2010534068A Expired - Fee Related JP5441914B2 (ja) | 2007-11-14 | 2008-05-15 | テレフタル酸組成物及びその製造方法 |
Country Status (19)
Country | Link |
---|---|
US (2) | US7385081B1 (ja) |
EP (2) | EP2220021B1 (ja) |
JP (1) | JP5441914B2 (ja) |
KR (1) | KR101624362B1 (ja) |
CN (1) | CN101868441B (ja) |
AR (1) | AR071044A1 (ja) |
BR (1) | BRPI0820238A2 (ja) |
CA (1) | CA2705425C (ja) |
DK (1) | DK2220021T3 (ja) |
ES (1) | ES2393075T3 (ja) |
MX (2) | MX2010005230A (ja) |
MY (1) | MY152954A (ja) |
PH (1) | PH12010501044A1 (ja) |
PT (1) | PT2220021E (ja) |
RU (1) | RU2519254C2 (ja) |
SA (1) | SA08290341B1 (ja) |
TW (1) | TWI415834B (ja) |
WO (1) | WO2009064515A1 (ja) |
ZA (1) | ZA201003332B (ja) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2021521224A (ja) * | 2018-04-18 | 2021-08-26 | ユニリーバー・ナームローゼ・ベンノートシヤープ | テレフタル酸ジアルキルの製造方法 |
JP7307286B2 (ja) | 2020-05-15 | 2023-07-11 | アーチャー-ダニエルズ-ミッドランド カンパニー | 少なくとも1種のバイオベースのモノマーを含むモノマーの同時製造 |
Families Citing this family (100)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7385081B1 (en) * | 2007-11-14 | 2008-06-10 | Bp Corporation North America Inc. | Terephthalic acid composition and process for the production thereof |
US20100028512A1 (en) * | 2008-03-28 | 2010-02-04 | The Coca-Cola Company | Bio-based polyethylene terephthalate packaging and method of making thereof |
AU2013203994A1 (en) * | 2008-03-28 | 2013-05-02 | The Coca-Cola Company | Bio-based polyethylene terephthalate polymer and method of making the same |
US20090246430A1 (en) * | 2008-03-28 | 2009-10-01 | The Coca-Cola Company | Bio-based polyethylene terephthalate polymer and method of making same |
FR2931477B1 (fr) * | 2008-05-21 | 2012-08-17 | Arkema France | Acide cyanhydrique derive de matiere premiere renouvable |
EP2370491B1 (en) * | 2008-12-30 | 2016-04-13 | SABIC Global Technologies B.V. | Process of making compositions comprising bio-based therephthalic acid or bio-based dimethyl terephthalate |
US20100168373A1 (en) * | 2008-12-31 | 2010-07-01 | Corrado Berti | Bio-Based Terephthalate Polyesters |
US20100168371A1 (en) * | 2008-12-31 | 2010-07-01 | Corrado Berti | Bio-Based Terephthalate Polyesters |
US20100168461A1 (en) * | 2008-12-31 | 2010-07-01 | Corrado Berti | Bio-Based Terephthalate Polyesters |
US8946472B2 (en) | 2008-12-31 | 2015-02-03 | Sabic Innovative Plastics Ip B.V. | Bio-based terephthalate polyesters |
RU2707890C2 (ru) | 2009-03-03 | 2019-12-02 | Дзе Кока-Кола Компани | Упаковка из полиэтилентерефталата, содержащего биологический материал, и способ его получения |
AU2013203996A1 (en) * | 2009-03-03 | 2013-05-09 | The Coca-Cola Company | Bio-based polyethylene terephthalate packaging and method of making thereof |
AU2010259937B2 (en) | 2009-06-13 | 2016-07-14 | Archer-Daniels-Midland Company | Production of adipic acid and derivatives from carbohydrate-containing materials |
AU2010259935B2 (en) | 2009-06-13 | 2016-05-26 | Archer-Daniels-Midland Company | Production of glutaric acid and derivatives from carbohydrate-containing materials |
US8669397B2 (en) | 2009-06-13 | 2014-03-11 | Rennovia, Inc. | Production of adipic acid and derivatives from carbohydrate-containing materials |
US8415496B2 (en) | 2009-06-16 | 2013-04-09 | Amyris, Inc. | Biobased polyesters |
US8367859B2 (en) | 2009-06-16 | 2013-02-05 | Amyris, Inc. | Cyclohexane 1,4 carboxylates |
US8426639B2 (en) * | 2009-06-16 | 2013-04-23 | Amyris, Inc. | Preparation of trans, trans muconic acid and trans, trans muconates |
US8367858B2 (en) | 2009-06-16 | 2013-02-05 | Amyris, Inc. | Terephthalic and trimellitic based acids and carboxylate derivatives thereof |
US8314267B2 (en) * | 2009-06-26 | 2012-11-20 | Uop Llc | Carbohydrate route to para-xylene and terephthalic acid |
BR112012016855A2 (pt) | 2010-01-08 | 2015-09-15 | Amyris Inc | "métodos para produzir isômeros de ácido mucônico e sais de muconato". |
JP2011168502A (ja) * | 2010-02-16 | 2011-09-01 | Teijin Ltd | 芳香族カルボン酸化合物 |
JP2011168501A (ja) * | 2010-02-16 | 2011-09-01 | Teijin Ltd | 芳香族カルボン酸エステル化合物 |
US8669393B2 (en) | 2010-03-05 | 2014-03-11 | Rennovia, Inc. | Adipic acid compositions |
US9770705B2 (en) | 2010-06-11 | 2017-09-26 | Rennovia Inc. | Oxidation catalysts |
EP3859017A1 (en) | 2010-06-26 | 2021-08-04 | Virdia, Inc. | Methods for production of sugar mixtures |
IL206678A0 (en) | 2010-06-28 | 2010-12-30 | Hcl Cleantech Ltd | A method for the production of fermentable sugars |
IL207945A0 (en) | 2010-09-02 | 2010-12-30 | Robert Jansen | Method for the production of carbohydrates |
EP2481733A1 (en) * | 2011-01-28 | 2012-08-01 | Süd-Chemie AG | Process for manufacturing esters of 2,5-furandicarboxylic acid |
US20120238170A1 (en) * | 2011-03-15 | 2012-09-20 | Paul Thomas Weisman | Fluid Permeable Structured Fibrous Web |
US20120238982A1 (en) * | 2011-03-15 | 2012-09-20 | Paul Thomas Weisman | Structured Fibrous Web |
US20120238979A1 (en) * | 2011-03-15 | 2012-09-20 | Paul Thomas Weisman | Structured Fibrous Web |
EP3401322B1 (en) | 2011-04-07 | 2022-06-08 | Virdia, LLC | Lignocellulose conversion processes and products |
US8796477B2 (en) | 2011-05-24 | 2014-08-05 | Eastman Chemical Company | Oxidation process to produce a crude and/or purified carboxylic acid product |
US8791278B2 (en) | 2011-05-24 | 2014-07-29 | Eastman Chemical Company | Oxidation process to produce a crude and/or purified carboxylic acid product |
US8791277B2 (en) | 2011-05-24 | 2014-07-29 | Eastman Chemical Company | Oxidation process to produce a crude and/or purified carboxylic acid product |
US8846960B2 (en) | 2011-05-24 | 2014-09-30 | Eastman Chemical Company | Oxidation process to produce a crude and/or purified carboxylic acid product |
US9573120B2 (en) | 2014-05-08 | 2017-02-21 | Eastman Chemical Company | Furan-2,5-dicarboxylic acid purge process |
US9199958B2 (en) | 2011-05-24 | 2015-12-01 | Eastman Chemical Company | Oxidation process to produce a crude and/or purified carboxylic acid product |
WO2012173220A1 (ja) | 2011-06-17 | 2012-12-20 | 東レ株式会社 | バイオマス資源由来ポリエステルの製造方法およびバイオマス資源由来ポリエステル |
WO2013015918A1 (en) | 2011-07-22 | 2013-01-31 | Iowa State University Research Foundation, Inc. | Method of regioselective synthesis of substituted benzoates |
US9175133B2 (en) | 2011-09-06 | 2015-11-03 | Toray Industries, Inc. | Polyester with excellent thermostability and manufacturing method therefor |
WO2013034950A1 (en) | 2011-09-08 | 2013-03-14 | Société Anonyme Des Eaux Minerales D'evian | Method for producing a bio-pet polymer |
BR112014006237A2 (pt) | 2011-09-16 | 2017-04-11 | Micromidas Inc | método para produzir para-xileno, uso do para-xileno, método para produzir ácido tereftálico, método para produzir um composto |
WO2013049458A1 (en) | 2011-09-29 | 2013-04-04 | The Procter & Gamble Company | Stabilized adhesives and use thereof |
NL2007509C2 (en) * | 2011-09-30 | 2012-07-11 | Stichting Dienst Landbouwkundi | Process for the preparation of a benzene derivative. |
US9617608B2 (en) | 2011-10-10 | 2017-04-11 | Virdia, Inc. | Sugar compositions |
US10800877B2 (en) | 2011-10-14 | 2020-10-13 | Eastman Chemical Company | Polyester compositions containing furandicarboxylic acid or an ester thereof, and 2,2,4,4-tetramethyl-1,3-cyclobutanediol |
US8889938B2 (en) | 2012-03-15 | 2014-11-18 | Micromidas, Inc. | Methods of producing para-xylene |
GB2517338B (en) | 2012-05-03 | 2020-03-25 | Virdia Inc | A method for fractionating a liquid sample |
US8912349B2 (en) | 2012-06-22 | 2014-12-16 | Eastman Chemical Company | Method for producing purified dialkyl-furan-2,5-dicarboxylate separation and solid liquid separation |
US8748479B2 (en) | 2012-06-22 | 2014-06-10 | Eastman Chemical Company | Process for purifying crude furan 2,5-dicarboxylic acid using hydrogenation |
US8859788B2 (en) | 2012-06-22 | 2014-10-14 | Eastman Chemical Company | Esterification of furan-2,5-dicarboxylic acid to a dialkyl-furan-2,5-dicarboxylate vapor with rectification |
US8969404B2 (en) | 2012-06-22 | 2015-03-03 | Eastman Chemical Company | Purifying crude furan 2,5-dicarboxylic acid by hydrogenation |
US8658810B2 (en) | 2012-06-22 | 2014-02-25 | Eastman Chemical Company | Method for producing purified dialkyl-furan-2,5-dicarboxylate vapor |
US8809556B2 (en) | 2012-07-20 | 2014-08-19 | Eastman Chemical Company | Oxidation process to produce a purified carboxylic acid product via solvent displacement and post oxidation |
US9029580B2 (en) | 2012-07-20 | 2015-05-12 | Eastman Chemical Company | Oxidation process to produce a purified carboxylic acid product via solvent displacement and post oxidation |
US8772513B2 (en) | 2012-08-30 | 2014-07-08 | Eastman Chemical Company | Oxidation process to produce a crude dry carboxylic acid product |
US10626548B2 (en) | 2012-08-31 | 2020-04-21 | Toray Industries, Inc. | Base body for artificial leather |
US10392317B2 (en) | 2012-09-14 | 2019-08-27 | Micromidas, Inc. | Methods of producing para-xylene and terephthalic acid |
US9528133B2 (en) | 2012-09-21 | 2016-12-27 | Synthetic Genomics, Inc. | Compositions and methods for producing chemicals and derivatives thereof |
AU2013317782B2 (en) | 2012-09-21 | 2016-10-06 | Synthetic Genomics, Inc. | Compositions and methods for producing chemicals and derivatives thereof |
NL2009674C2 (en) | 2012-10-22 | 2014-04-23 | Furanix Technologies Bv | Process for the preparation of benzene derivatives. |
US9029579B2 (en) * | 2012-11-08 | 2015-05-12 | Eastman Chemical Company | Method of synthesizing low color furan diesters |
US9006470B2 (en) * | 2012-11-08 | 2015-04-14 | Eastman Chemical Company | Method of synthesizing low color furan diesters |
US9156805B2 (en) | 2012-11-20 | 2015-10-13 | Eastman Chemical Company | Oxidative purification method for producing purified dry furan-2,5-dicarboxylic acid |
US8916719B2 (en) | 2012-11-20 | 2014-12-23 | Eastman Chemical Company | Process for producing dry purified furan-2,5-dicarboxylic acid with oxidation off-gas treatment |
US8916720B2 (en) | 2012-11-20 | 2014-12-23 | Eastman Chemical Company | Process for producing dry purified furan-2,5-dicarboxylic acid with oxidation off-gas treatment |
US20150299086A1 (en) | 2012-11-23 | 2015-10-22 | Eth Zurich | Method for the production of polyethylene terephthalate with a low carbon footprint |
US8871966B2 (en) | 2013-03-15 | 2014-10-28 | Iowa State University Research Foundation, Inc. | Regiospecific synthesis of terephthalates |
US9617236B2 (en) | 2013-05-22 | 2017-04-11 | Iowa State University Research Foundation, Inc. | Synthesis of coumalic acid |
WO2014197195A2 (en) | 2013-06-06 | 2014-12-11 | California Institute Of Technology | Diels-alder reactions catalyzed by lewis acid containing solids: renewable production of bio-plastics |
US9302971B2 (en) | 2013-11-01 | 2016-04-05 | Exxonmobil Chemical Patents Inc. | Process to produce terephthalic acid |
WO2015065722A1 (en) * | 2013-11-01 | 2015-05-07 | Exxonmobil Chemical Patents Inc. | Process to produce terephthalic acid |
DE102013223496A1 (de) | 2013-11-18 | 2015-05-21 | Tesa Se | Neuartiges Polyester geeignet zur Herstellung von Trägermaterialien für Klebebändern |
US9115155B1 (en) | 2014-03-20 | 2015-08-25 | Eastman Chemical Company | Low-pressure synthesis of cyclohexanedimethanol and derivatives |
US9943834B2 (en) | 2014-05-08 | 2018-04-17 | Eastman Chemical Company | Furan-2,5-dicarboxylic acid purge process |
CA2962622A1 (en) * | 2014-10-09 | 2016-04-14 | Bp Corporation North America Inc. | Use of halogens in the production of 2,5-furandicarboxylic acid |
EP3204370A1 (en) * | 2014-10-09 | 2017-08-16 | BP Corporation North America Inc. | Use of reactants in the production of 2,5-furandicarboxylic acid |
CA2962610A1 (en) * | 2014-10-09 | 2016-04-14 | Bp Corporation North America Inc. | Use of carboxylic acids in the production of 2,5-furandicarboxylic acid |
US20170253573A1 (en) * | 2014-10-09 | 2017-09-07 | Bp Corporation North America Inc. | Use of bromine ions in the production of 2,5-furandicarboxylic acid |
CA2962605A1 (en) * | 2014-10-09 | 2016-04-14 | Bp Corporation North America Inc. | Use of an acidic solvent and water in the production of 2,5-furandicarboxylic acid |
CN105566341B (zh) * | 2014-10-10 | 2017-11-24 | 中国科学院宁波材料技术与工程研究所 | 一种7‑氧杂二环[2.2.1]庚‑5‑烯单体及其制备方法和应用 |
KR102250750B1 (ko) * | 2014-10-24 | 2021-05-11 | 에스케이케미칼 주식회사 | 아세틸렌을 사용한 디메틸테레프탈레이트의 제조방법 |
US9321714B1 (en) * | 2014-12-05 | 2016-04-26 | Uop Llc | Processes and catalysts for conversion of 2,5-dimethylfuran derivatives to terephthalate |
EP3242871B1 (en) | 2015-01-07 | 2019-11-06 | Virdia, Inc. | Methods for extracting and converting hemicellulose sugars |
DK3283470T3 (da) | 2015-04-14 | 2023-12-11 | Du Pont | Processer til fremstilling af 2,5-furandicarboxylsyre og derivater deraf |
WO2016191503A1 (en) | 2015-05-27 | 2016-12-01 | Virdia, Inc. | Integrated methods for treating lignocellulosic material |
US9321744B1 (en) | 2015-06-26 | 2016-04-26 | Industrial Technology Research Institute | Method for preparing 2,5-furan dicarboxylic acid |
US11028221B2 (en) | 2015-12-11 | 2021-06-08 | SOCIETE ANONYME DES EAUX MINERALES D'EVIAN et en abrégé “S.A.E.M.E” | PET polymer with an anti-crystallization comonomer that can be bio-sourced |
RU2750483C2 (ru) | 2016-01-13 | 2021-06-28 | СТОРА ЭНЗО ОуВайДжей | Способы получения 2,5-фурандикарбоновой кислоты, и её промежуточных соединений, и производных |
FR3054219B1 (fr) | 2016-07-22 | 2018-08-03 | IFP Energies Nouvelles | Nouveaux procedes d'obtention de composes aromatiques a partir de composes furaniques et d'ethanol. |
CN110506141B (zh) | 2017-03-29 | 2022-02-11 | 东丽株式会社 | 片状物 |
WO2018211838A1 (ja) | 2017-05-18 | 2018-11-22 | 東レ株式会社 | 複合シート状物 |
CN110997647A (zh) | 2017-07-12 | 2020-04-10 | 斯道拉恩索公司 | 纯化的2,5-呋喃二甲酸途径产物 |
US20190023675A1 (en) | 2017-07-20 | 2019-01-24 | Eastman Chemical Company | Method for producing purified dialkyl-furan-2,5-dicarboxylate |
EP3441393B1 (en) * | 2017-08-07 | 2020-03-18 | Rhodia Operations | New cycloadduct precursors of dihalodiphenylsulfones and preparations thereof |
KR102024755B1 (ko) | 2018-01-22 | 2019-11-04 | 한국과학기술연구원 | 실리카에 담지된 헤테로폴리산 촉매 및 이를 이용한 디알킬 테레프탈레이트의 제조방법 |
CN109970552B (zh) * | 2019-03-28 | 2021-02-19 | 厦门大学 | 一种苯甲酸甲酯和苯甲酸乙酯的联产方法 |
CN110256381B (zh) * | 2019-07-25 | 2022-05-17 | 广西科学院 | 一步法清洁制备2,5-呋喃二甲酸的方法 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2005108340A1 (en) * | 2004-04-22 | 2005-11-17 | Eastman Chemical Company | Liquid phase oxidation of p-xylene to terephthalic acid in the presence of a catalyst system containing nickel, manganese, and bromine atoms |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3265762A (en) * | 1962-10-24 | 1966-08-09 | Du Pont | Segmented linear copolyesters of 2, 5-disubstituted terephthalic acids |
US3326944A (en) * | 1964-03-09 | 1967-06-20 | Atlas Chem Ind | Method of producing dehydromucic acid |
FI810523L (fi) | 1980-02-23 | 1981-08-24 | Franz Johann Reitter | Foerfarande och anlaeggning foer kontinuerlig hydrolys av cellulosahaltig vaext-biosubstans foer utvinning av socker |
PL161831B2 (pl) | 1990-02-06 | 1993-08-31 | Univ Lodzki | Sposób otrzymywania kwasu 2,5-furanodikarboksytowego PL |
FR2669634B1 (fr) | 1990-11-22 | 1994-06-10 | Furchim | Procede de fabrication d'acide 2-5-furane dicarboxylique. |
US9777111B2 (en) * | 2005-10-20 | 2017-10-03 | Grupo Petrotemex, S.A. De C.V. | PET polymer with improved properties |
US7385081B1 (en) * | 2007-11-14 | 2008-06-10 | Bp Corporation North America Inc. | Terephthalic acid composition and process for the production thereof |
-
2007
- 2007-11-14 US US11/940,097 patent/US7385081B1/en not_active Expired - Fee Related
-
2008
- 2008-04-29 US US12/111,303 patent/US8299278B2/en active Active
- 2008-05-15 ES ES08755536T patent/ES2393075T3/es active Active
- 2008-05-15 PT PT08755536T patent/PT2220021E/pt unknown
- 2008-05-15 JP JP2010534068A patent/JP5441914B2/ja not_active Expired - Fee Related
- 2008-05-15 BR BRPI0820238-9A patent/BRPI0820238A2/pt not_active IP Right Cessation
- 2008-05-15 PH PH12010501044A patent/PH12010501044A1/en unknown
- 2008-05-15 CA CA2705425A patent/CA2705425C/en not_active Expired - Fee Related
- 2008-05-15 MX MX2010005230A patent/MX2010005230A/es active IP Right Grant
- 2008-05-15 KR KR1020107012663A patent/KR101624362B1/ko not_active IP Right Cessation
- 2008-05-15 WO PCT/US2008/063703 patent/WO2009064515A1/en active Application Filing
- 2008-05-15 RU RU2010123826/04A patent/RU2519254C2/ru not_active IP Right Cessation
- 2008-05-15 DK DK08755536.3T patent/DK2220021T3/da active
- 2008-05-15 EP EP08755536A patent/EP2220021B1/en not_active Not-in-force
- 2008-05-15 CN CN200880116055.1A patent/CN101868441B/zh not_active Expired - Fee Related
- 2008-05-15 EP EP12180345A patent/EP2527316A1/en not_active Withdrawn
- 2008-05-15 MY MYPI20102225 patent/MY152954A/en unknown
- 2008-05-23 TW TW097119196A patent/TWI415834B/zh not_active IP Right Cessation
- 2008-06-04 SA SA8290341A patent/SA08290341B1/ar unknown
- 2008-06-25 AR ARP080102726A patent/AR071044A1/es unknown
-
2010
- 2010-05-11 ZA ZA201003332A patent/ZA201003332B/xx unknown
- 2010-05-12 MX MX2013000850A patent/MX322437B/es unknown
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2005108340A1 (en) * | 2004-04-22 | 2005-11-17 | Eastman Chemical Company | Liquid phase oxidation of p-xylene to terephthalic acid in the presence of a catalyst system containing nickel, manganese, and bromine atoms |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2021521224A (ja) * | 2018-04-18 | 2021-08-26 | ユニリーバー・ナームローゼ・ベンノートシヤープ | テレフタル酸ジアルキルの製造方法 |
JP7314168B2 (ja) | 2018-04-18 | 2023-07-25 | ユニリーバー・アイピー・ホールディングス・ベスローテン・ヴェンノーツハップ | テレフタル酸ジアルキルの製造方法 |
JP7307286B2 (ja) | 2020-05-15 | 2023-07-11 | アーチャー-ダニエルズ-ミッドランド カンパニー | 少なくとも1種のバイオベースのモノマーを含むモノマーの同時製造 |
Also Published As
Publication number | Publication date |
---|---|
MX306900B (ja) | 2013-01-21 |
WO2009064515A1 (en) | 2009-05-22 |
TW200920735A (en) | 2009-05-16 |
CN101868441A (zh) | 2010-10-20 |
CA2705425A1 (en) | 2009-05-22 |
US7385081B1 (en) | 2008-06-10 |
JP5441914B2 (ja) | 2014-03-12 |
KR20100096152A (ko) | 2010-09-01 |
TWI415834B (zh) | 2013-11-21 |
EP2220021A1 (en) | 2010-08-25 |
ES2393075T3 (es) | 2012-12-18 |
MY152954A (en) | 2014-12-15 |
CN101868441B (zh) | 2015-01-07 |
CA2705425C (en) | 2015-02-03 |
RU2010123826A (ru) | 2011-12-20 |
MX322437B (ja) | 2014-07-31 |
PH12010501044A1 (ja) | 2009-05-22 |
MX2010005230A (es) | 2010-05-27 |
PT2220021E (pt) | 2012-08-31 |
EP2220021B1 (en) | 2012-08-15 |
SA08290341B1 (ar) | 2010-11-22 |
EP2527316A1 (en) | 2012-11-28 |
US20090124829A1 (en) | 2009-05-14 |
US8299278B2 (en) | 2012-10-30 |
BRPI0820238A2 (pt) | 2015-06-16 |
RU2519254C2 (ru) | 2014-06-10 |
DK2220021T3 (da) | 2012-09-10 |
KR101624362B1 (ko) | 2016-05-25 |
ZA201003332B (ja) | 2011-04-28 |
AR071044A1 (es) | 2010-05-26 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP5441914B2 (ja) | テレフタル酸組成物及びその製造方法 | |
CN108484545B (zh) | 一种连续合成呋喃二甲酸的方法和系统 | |
US8865921B2 (en) | Method for the preparation of 2,5-furandicarboxylic acid and for the preparation of the dialkyl ester of 2,5-furandicarboxylic acid | |
CA2902493C (en) | Process for making 2,5-furandicarboxylic acid | |
EP2760818A1 (en) | Process for the preparation of a benzene derivative | |
WO2015065722A1 (en) | Process to produce terephthalic acid | |
JP2018039778A (ja) | カルボン酸エステル又はカルボン酸の製造方法 | |
WO2016069229A1 (en) | Aerobic oxidative esterification of sugar-derived 1,4-disubstituted benzene for direct synthesis of dimethylterephthalate | |
BRPI0820238B1 (pt) | Process of production of tereftalic acid and their compositions | |
WO2024062084A1 (en) | Oxidation of furan derivative | |
US20200207731A1 (en) | Synthesis of furan acids from xylonic acid | |
CN102452919B (zh) | 一种内酯催化氧化制备相应羟基酸的方法 | |
CN114853700A (zh) | 一种由5-羟甲基糠醛制备2,5-呋喃二甲酸的生产方法 | |
KR20020062311A (ko) | 벤젠 디카르복시산의 제조방법 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20110106 |
|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20130129 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20130201 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20130430 |
|
A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20130509 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20130530 |
|
A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20130621 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20131021 |
|
A911 | Transfer to examiner for re-examination before appeal (zenchi) |
Free format text: JAPANESE INTERMEDIATE CODE: A911 Effective date: 20131029 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20131118 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20131217 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 5441914 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
LAPS | Cancellation because of no payment of annual fees |