RU2553475C2 - Получение замещенных фенилен ароматических сложных диэфиров - Google Patents
Получение замещенных фенилен ароматических сложных диэфиров Download PDFInfo
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- RU2553475C2 RU2553475C2 RU2011132141/04A RU2011132141A RU2553475C2 RU 2553475 C2 RU2553475 C2 RU 2553475C2 RU 2011132141/04 A RU2011132141/04 A RU 2011132141/04A RU 2011132141 A RU2011132141 A RU 2011132141A RU 2553475 C2 RU2553475 C2 RU 2553475C2
- Authority
- RU
- Russia
- Prior art keywords
- tert
- butyl
- bmpd
- methylcatechol
- carboxylic acid
- Prior art date
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- 238000000034 method Methods 0.000 claims abstract description 60
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- 229930040373 Paraformaldehyde Natural products 0.000 description 4
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
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- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
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- LVTPRIAGCBEGPW-UHFFFAOYSA-N (2-benzoyloxyphenyl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OC1=CC=CC=C1OC(=O)C1=CC=CC=C1 LVTPRIAGCBEGPW-UHFFFAOYSA-N 0.000 description 1
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- MPYSWPLAIXKJPP-UHFFFAOYSA-N 2-bromo-4-tert-butyl-6-methylphenol Chemical compound CC1=CC(C(C)(C)C)=CC(Br)=C1O MPYSWPLAIXKJPP-UHFFFAOYSA-N 0.000 description 1
- OFEFPFXMIUUNBP-UHFFFAOYSA-N 4-tert-butyl-2-chloro-6-methylphenol Chemical compound CC1=CC(C(C)(C)C)=CC(Cl)=C1O OFEFPFXMIUUNBP-UHFFFAOYSA-N 0.000 description 1
- XESZUVZBAMCAEJ-UHFFFAOYSA-N 4-tert-butylcatechol Chemical compound CC(C)(C)C1=CC=C(O)C(O)=C1 XESZUVZBAMCAEJ-UHFFFAOYSA-N 0.000 description 1
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- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical class [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 1
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- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
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- DPSWVNZELZWTKT-UHFFFAOYSA-N naphthalene-1-carbonyl bromide Chemical compound C1=CC=C2C(C(=O)Br)=CC=CC2=C1 DPSWVNZELZWTKT-UHFFFAOYSA-N 0.000 description 1
- NSNPSJGHTQIXDO-UHFFFAOYSA-N naphthalene-1-carbonyl chloride Chemical compound C1=CC=C2C(C(=O)Cl)=CC=CC2=C1 NSNPSJGHTQIXDO-UHFFFAOYSA-N 0.000 description 1
- MQZJWWZUARZRCU-UHFFFAOYSA-N naphthalene-1-carbonyl fluoride Chemical compound C1=CC=C2C(C(=O)F)=CC=CC2=C1 MQZJWWZUARZRCU-UHFFFAOYSA-N 0.000 description 1
- LFDXHVHUFHJSMP-UHFFFAOYSA-N naphthalene-1-carbonyl iodide Chemical compound C1=CC=C2C(C(=O)I)=CC=CC2=C1 LFDXHVHUFHJSMP-UHFFFAOYSA-N 0.000 description 1
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- 238000005191 phase separation Methods 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
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- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 239000004300 potassium benzoate Substances 0.000 description 1
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- 229940103091 potassium benzoate Drugs 0.000 description 1
- NPZDDYUXAQBRCJ-UHFFFAOYSA-M potassium;naphthalene-2-carboxylate Chemical compound [K+].C1=CC=CC2=CC(C(=O)[O-])=CC=C21 NPZDDYUXAQBRCJ-UHFFFAOYSA-M 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000002390 rotary evaporation Methods 0.000 description 1
- 125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 description 1
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- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 229960003885 sodium benzoate Drugs 0.000 description 1
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- BEOOHQFXGBMRKU-UHFFFAOYSA-N sodium cyanoborohydride Chemical compound [Na+].[B-]C#N BEOOHQFXGBMRKU-UHFFFAOYSA-N 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
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- WUJXROKYJRAVIO-UHFFFAOYSA-M sodium;naphthalene-2-carboxylate Chemical compound [Na+].C1=CC=CC2=CC(C(=O)[O-])=CC=C21 WUJXROKYJRAVIO-UHFFFAOYSA-M 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229920006029 tetra-polymer Polymers 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000003809 water extraction Methods 0.000 description 1
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PCT/US2009/069942 WO2010078512A2 (en) | 2008-12-31 | 2009-12-31 | Production of substituted phenylene aromatic diesters |
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WO2010021762A1 (en) * | 2008-08-21 | 2010-02-25 | Dow Global Technologies Inc. | Catalyst composition with mixed selectivity control agent and polymerisation method using it |
BRPI0815326B1 (pt) | 2007-08-24 | 2019-10-08 | W.R Grace & Co. - Conn | Composição de catalisador |
MX2011001972A (es) * | 2008-08-21 | 2011-08-12 | Dow Global Technologies Llc | Copolimero de impacto de propileno de flujo de fusion alto y metodo. |
KR101722275B1 (ko) * | 2008-12-31 | 2017-03-31 | 더블유.알. 그레이스 앤드 캄파니-콘. | 치환된 페닐렌 방향족 디에스테르의 제조 |
US8378045B2 (en) | 2008-12-31 | 2013-02-19 | Dow Global Technologies Llc | Thermoformed article with high stiffness and good optics |
SG172438A1 (en) | 2008-12-31 | 2011-07-28 | Dow Global Technologies Llc | Production of substituted phenylene aromatic diesters |
CN102325808B (zh) | 2008-12-31 | 2014-03-12 | 陶氏环球技术有限责任公司 | 包含取代的1,2-亚苯基芳族二酯内给体的前催化剂组合物及方法 |
KR101784537B1 (ko) * | 2009-12-02 | 2017-10-11 | 더블유.알. 그레이스 앤드 캄파니-콘. | 폴리프로필렌 제조를 위한 촉매 중 내부 공여체로서 2개의 원자로 브릿지된 디카르보네이트 화합물 |
PL2539378T3 (pl) * | 2010-02-26 | 2018-09-28 | W.R. Grace & Co. - Conn. | Halogenowany amidoestr i zawierający go wewnętrzny donor elektronów |
WO2011106494A1 (en) | 2010-02-26 | 2011-09-01 | Dow Global Technologies Llc | Procatalyst composition with substituted amide ester internal electron donor |
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