JP2015506914A5 - - Google Patents
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- Publication number
- JP2015506914A5 JP2015506914A5 JP2014545900A JP2014545900A JP2015506914A5 JP 2015506914 A5 JP2015506914 A5 JP 2015506914A5 JP 2014545900 A JP2014545900 A JP 2014545900A JP 2014545900 A JP2014545900 A JP 2014545900A JP 2015506914 A5 JP2015506914 A5 JP 2015506914A5
- Authority
- JP
- Japan
- Prior art keywords
- benzyl
- phenyl
- independently
- reaction mixture
- compound
- 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
- -1 aromatic diester compound Chemical class 0.000 claims description 16
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 16
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 11
- 239000011541 reaction mixture Substances 0.000 claims description 10
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 8
- 125000005499 phosphonyl group Chemical group 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 5
- 238000003756 stirring Methods 0.000 claims description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 238000010992 reflux Methods 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- 239000007864 aqueous solution Substances 0.000 claims description 2
- 150000001491 aromatic compounds Chemical class 0.000 claims description 2
- 238000001816 cooling Methods 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000002244 precipitate Substances 0.000 claims description 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- NJLFKVDADYXYFX-UHFFFAOYSA-N dimethyl 5-(dimethylphosphorylmethoxy)benzene-1,3-dicarboxylate Chemical compound COC(=O)C1=CC(OCP(C)(C)=O)=CC(C(=O)OC)=C1 NJLFKVDADYXYFX-UHFFFAOYSA-N 0.000 description 2
- DOSDTCPDBPRFHQ-UHFFFAOYSA-N dimethyl 5-hydroxybenzene-1,3-dicarboxylate Chemical compound COC(=O)C1=CC(O)=CC(C(=O)OC)=C1 DOSDTCPDBPRFHQ-UHFFFAOYSA-N 0.000 description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- CVNMBKFJYRAHPO-UHFFFAOYSA-N [chloro(methyl)phosphoryl]methane Chemical compound CP(C)(Cl)=O CVNMBKFJYRAHPO-UHFFFAOYSA-N 0.000 description 1
- QPQGTZMAQRXCJW-UHFFFAOYSA-N [chloro(phenyl)phosphoryl]benzene Chemical compound C=1C=CC=CC=1P(=O)(Cl)C1=CC=CC=C1 QPQGTZMAQRXCJW-UHFFFAOYSA-N 0.000 description 1
- 239000000010 aprotic solvent Substances 0.000 description 1
- VACOMSNNWGXHSF-UHFFFAOYSA-N chloro(dimethylphosphoryl)methane Chemical compound CP(C)(=O)CCl VACOMSNNWGXHSF-UHFFFAOYSA-N 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 125000004122 cyclic group Chemical class 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13/314,664 | 2011-12-08 | ||
| US13/314,664 US8513454B2 (en) | 2011-12-08 | 2011-12-08 | Preparation of (phosphonyl) aromatic diesters and acids |
| PCT/US2012/060090 WO2013085620A1 (en) | 2011-12-08 | 2012-10-12 | Preparation of (phosphonyl) aromatic diesters and acids |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015506914A JP2015506914A (ja) | 2015-03-05 |
| JP2015506914A5 true JP2015506914A5 (enExample) | 2015-11-26 |
| JP6153939B2 JP6153939B2 (ja) | 2017-06-28 |
Family
ID=48572591
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014545900A Active JP6153939B2 (ja) | 2011-12-08 | 2012-10-12 | (ホスホニル)芳香族化合物および酸の調製 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US8513454B2 (enExample) |
| EP (1) | EP2788366B1 (enExample) |
| JP (1) | JP6153939B2 (enExample) |
| KR (1) | KR102055734B1 (enExample) |
| CN (1) | CN103987720B (enExample) |
| AU (1) | AU2012348328B2 (enExample) |
| DK (1) | DK2788366T3 (enExample) |
| IN (1) | IN2014DN03468A (enExample) |
| WO (1) | WO2013085620A1 (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8722846B2 (en) | 2011-12-08 | 2014-05-13 | E I Du Pont De Nemours And Company | Preparation of homopolymer and copolymers of (phosphonyl)aromatic diesters and acids |
| SG10201508945YA (en) | 2015-10-29 | 2017-05-30 | Mastercard International Inc | Method and system for cardless use of an automated teller machine (atm) |
| US11756032B2 (en) | 2016-04-01 | 2023-09-12 | Sionic Mobile Corporation | Methods and systems for secure payment processing |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2258663A1 (de) * | 1972-11-30 | 1974-06-06 | Hoechst Ag | Schwerentflammbare thermoplastische polyester |
| DE2258662A1 (de) * | 1972-11-30 | 1974-06-06 | Hoechst Ag | Neue tertiaere phosphinoxyde und verfahren zu ihrer herstellung |
| NL175521C (nl) * | 1973-04-26 | 1984-11-16 | Hoechst Ag | Werkwijze voor het bereiden van carbonzuurchloriden. |
| US3962232A (en) | 1973-11-05 | 1976-06-08 | Eli Lilly And Company | 7-methoxycephalosporins |
| US4131594A (en) | 1974-05-25 | 1978-12-26 | Teijin Limited | Fire-resistant thermoplastic polyester resin compositions and process for rendering polyesters fire-resistant |
| US4107152A (en) | 1974-12-17 | 1978-08-15 | Bayer Aktiengesellschaft | Polyurethanes produced from phosphorus containing flame retarding agents which are reactive with isocyanates |
| DE2459491A1 (de) * | 1974-12-17 | 1976-06-24 | Bayer Ag | Gegenueber isocyanaten reaktive phosphorhaltige flammschutzmittel |
| DE4338825A1 (de) * | 1993-11-13 | 1995-05-18 | Hoechst Ag | Bis-(phosphinoalkoxi)-biarylverbindungen und ein Verfahren zu ihrer Herstellung |
| US5616659A (en) | 1994-01-19 | 1997-04-01 | Southwest Research Institute | Low flammability thermoset polymers |
| EP1153953B1 (en) | 1998-10-23 | 2008-11-05 | Toyo Boseki Kabushiki Kaisha | Polymerization catalyst for polyester production, polyester, and process for producing polyester |
| TW490474B (en) | 2000-01-04 | 2002-06-11 | Nat Science Council | Phosphorus group containing flame retardant hardener, advanced epoxy resins and cured epoxy resins thereof |
| US7378538B2 (en) * | 2003-02-18 | 2008-05-27 | Tokai University | Compound having phosphorylcholine group, polymer thereof and process for producing the same |
| US8895648B2 (en) | 2009-05-13 | 2014-11-25 | Chemtura Corporation | Phosphorus-containing flame retardants |
| TW201127809A (en) * | 2009-09-02 | 2011-08-16 | Du Pont | Process for the synthesis of fluorinated ethers of aromatic acids |
| AU2010289572A1 (en) * | 2009-09-02 | 2012-03-15 | E. I. Du Pont De Nemours And Company | Fluoroether functionalized aromatic diesters and derivatives thereof |
| US8722846B2 (en) * | 2011-12-08 | 2014-05-13 | E I Du Pont De Nemours And Company | Preparation of homopolymer and copolymers of (phosphonyl)aromatic diesters and acids |
-
2011
- 2011-12-08 US US13/314,664 patent/US8513454B2/en not_active Expired - Fee Related
-
2012
- 2012-10-12 WO PCT/US2012/060090 patent/WO2013085620A1/en not_active Ceased
- 2012-10-12 AU AU2012348328A patent/AU2012348328B2/en not_active Ceased
- 2012-10-12 CN CN201280060201.XA patent/CN103987720B/zh active Active
- 2012-10-12 IN IN3468DEN2014 patent/IN2014DN03468A/en unknown
- 2012-10-12 EP EP12855025.8A patent/EP2788366B1/en active Active
- 2012-10-12 KR KR1020147018475A patent/KR102055734B1/ko not_active Expired - Fee Related
- 2012-10-12 DK DK12855025.8T patent/DK2788366T3/en active
- 2012-10-12 JP JP2014545900A patent/JP6153939B2/ja active Active
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