Page 32 - 《精细化工》2023年第5期

·952· 精细化工 FINE CHEMICALS 第 40 卷

[54] TIAN S, MAO W, SUN P F, et al. Breakthrough synthesis of tetrafluoropropene by catalytic isomerization of trans-1,3,3,3-
2,3,3,3-tetrafluoropropene via hydrogen-assisted selective tetrafluoropropene over alumina catalysts[J]. Applied Catalysis A:
dehydrochlorination of 1,1,1,2-tetrafluoro-2-chloropropane over General, 2020, 606: 117800.
nickel phosphides[J]. Journal of Catalysis, 2020, 391: 366-377. [78] BALDYCHEV I S, BRANDSTADTER S M, CHEUNG P, et al.
[55] SUN X H. Compositions and methods for synthesis of 2,3-dichloro- Integrated process for the production of Z-1,1,1,4,4,4-hexafluoro-
1,1,1,2-tetrafluoropropane and 2,3,3,3-tetrafluoropropene: 2-butene: US9758452B2[P]. 2017-9-12.
WO2021003207A2[P]. 2021-01-07. [79] LIU W C, LI L, MA C F, et al. Nitrogen-phosphorus-modified
[56] MUKHOPADHYAY S S M, NAIR H K, TUNG H S, et al. Processes granular carbon-supported bimetallic catalyst, preparation method
for synthesis of 1,3,3,3-tetrafluoropropene: US2005245773A1[P]. therefor and use thereof : WO2021104437A1[P]. 2021-06-03.
2005-11-03. [80] ZHANG C P (张呈平), ZHANG N (张妮), QING F Y (庆飞要),
[57] MAHLER B A, NAPPA M J. Compositions: EP2634165A2[P]. et al. Method for preparing E-1, 1, 1, 4, 4, 4-hexafluoro-2-butene by
2013-09-04. gas phase fluorination: CN112723981B[P]. 2021-07-16.
[58] MUKHOPADHYAY S S M, NAIR H K, TUNG H S, et al. Processes [81] PENG S, SIEVERT A C. Processes for producing Z-1,1,1,4,4,4-
for synthesis of 1,3,3,3-tetrafluoropropene and 2,3,3,3-tetrafluoropropene: hexafluorobut-2-ene and intermediates for producing same:
WO2005108334A1[P]. 2005-11-17. WO2020206335A1[P]. 2020-10-08.
[59] KOMATSU Y, NOSE M, SHIBANUMA T, et al. Processes for [82] TUNG H S, WANG H Y. Process for the manufacture of hexafluoro-
preparing 2,3,3,3-Tetrafluoropropene and 1,3,3,3-tetrafluoropropene: 2-butene: US08426655B2 [P]. 2013-4-23.
WO2010016401A2[P]. 2010-02-11. [83] PENG S, PETROV V A. Process and intermediates for preparing
[60] KOMATSU Y, NOSE M, SHIBANUMA T, et al. Processes for 1,1,3-trichloro-4,4,4-trifluorobut-1-ene and (E)-1,1,1,4,4,4-
preparing 2,3,3,3-tetrafluoropropene: WO2010050373A2[P]. 2010-05-06. hexafluorobut-2-ene: WO2019113052A1[P]. 2019-6-13.
[61] NAPPA M J. Catalytic isomerization of 2,3,3,3-tetrafluoropropene: [84] ZHANG C P (张呈平), DONG L (董利), ZHANG N (张妮), et al.
US2013253234A1[P]. 2013-09-26. The preparation method of E-1,1,1,4,4,4-hexafluoro-2-butene:
[62] KUHNEL M F, LENTZ D. Titanium-catalyzed C—F activation of CN108727155B[P]. 2021-01-01.
fluoroalkenes[J]. Angewandte Chemie International Edition, 2010, [85] QUAN H D, TAMURA M, MIZUKADO J, et al. Method for
49: 2933-2936. producing a fluorocompound: US20130158304A1[P]. 2013-6-20.
[63] JAEGER A D, EHM C, LENTZ D. Organocatalytic C—F bond [86] PENG S, SIEVERT A C. Processes for producing Z-1,1,1,4,4,4-
activation with alanes[J]. Chemistry-A European Journal, 2018, hexafluorobut-2-ene and intermediates for producing same:
24(26): 6769-6777. WO2020206322A1[P]. 2020-10-08.
[64] JAEGER A D, LENTZ D. Rare earth metal catalyzed C—F bond [87] QUAN H D (权恒道), ZHANG C P (张呈平), JIA X Q (贾晓卿), et
activation[J]. Zeitschrift fur Anorganische und Allgemeine Chemie, al. The preparation method of Z-1,1,1,4,4,4-hexafluoro-2-butene:
2018, 644(21): 1229-1233. CN106008147B[P]. 2018-11-02.
[65] JAEGER A D, WALTER R, EHM C, et al. Gallium hydrides and [88] PENG S. Process to produce (Z)-1,1,1,4,4,4-hexafluoro-2-butene and
O/N-donors as tunable systems in C — F bond activation[J]. intermediates: WO2021178507A1[P]. 2021-09-10.
Chemistry-An Asian Journal, 2018, 13(19): 2908-2915. [89] PENG S, NAPPA M J. Dehydrochlorination of chlorinated reactants
[66] NAIR H K, NALEWAJEK D, POSS A J, et al. Process for to produce 1,1,1,4,4,4-hexafluoro-2-butyne: WO2014052695A1[P].
1,3,3,3-Tetrafluoropropene: WO2013122822A1[P]. 2013-08-22. 2014-04-03.
[67] NOSE M, SUGIYAMA A, YAMASHITA T. Process for preparing [90] MCGUINNESS C E, ANDREW P, SHARRATT A P. Process for the
fluorine-containing propenes containing 2,3,3,3-tetrafluoropropene isomerisation of C3-7 (hydro)(halo)fluoroalkenes: US10179754B2
and 1,3,3,3-tetrafluoropropene: WO2010101198A1[P]. 2010-09-10. [P]. 2019-1-15.
[68] NAKAMURA N, OKAMOTO S. Method for manufacturing [91] HU Q X (胡淇翔), WANG X D (王晓东), XU Q R (徐庆瑞), et al.
(E)-1,3,3,3-Tetrafluoropropene: JP2015120669A[P]. 2015-07-02. Gas-phase continuous synthesis method of cis-1,1,1,4,4,4-
[69] JIA X Q (贾晓卿), ZHANG N (张妮), DONG L (董利), et al. hexafluoro-2-butene: CN110590496A[P]. 2019-12-20.
Preparation method of E-1-halogen-3,3,3-trifluoropropene: [92] ZHANG C P (张呈平)，GUO Q (郭勤)，JIA X Q (贾晓卿), et al.
CN112723985B[P]. 2021-07-09. Method for preparing Z-1-R-3,3,3-trifluoropropene by gas-phase
[70] YANG H E, QUAN H D, TAMURA M, et al. Investigation into isomerization using isomerization catalyst: CN112811975B[P].
antimony pentafluoride-based catalyst in preparing organo-fluorine 2021-07-30.
compounds[P]. Journal of Molecular Catalysis A: Chemical, 2005, [93] RUSSELL M H, HOOGEWEG G, WEBSTER E M, et al. TFA from
233: 99-104. HFO-1234yf: Accumulation and aquatic risk in terminal water
[71] QUAN H D, YANG H E, TAMURA M, et al. Preparation of bodies[J]. Environmental Toxicology and Chemistry, 2012, 31(9):
1,1,1,3,3-pentafluoropropane (HFC-245fa) by using a SbF 5-attached 1957-1965.
catalyst[J]. Journal of Fluorine Chemistry, 2007, 128: 190-195. [94] ZHANG C P (张呈平), GUO Q (郭勤), QUAN H D (权恒道). Past,
[72] BRADLEY D E, DEMMIN T R, HARIDASON N K. Process for present and future of SF 6 substitutes for power insulation[J]. Fine
producing fluoroolefins: WO03027051A1[P]. 2003-04-03. Chemicals (精细化工), 2022, 39(5): 882-891.
[73] FANG X X, WANG Y, JIA W Z, et al. Dehydrofluorination of 1, 1, 1, [95] ZHANG C P (张呈平), GUO Q (郭勤), JIA X Q (贾晓卿), et al.
3, 3-pentafluoropropane over C-AlF 3 composite catalysts: Improved Research progress of immersion coolant for data centers[J]. Fine
catalyst stability by the presence of pre-deposited carbon[J]. Applied Chemicals (精细化工), 2022, 39(11): 2184-2195.
Catalysis A, General, 2019, 576: 39-46. [96] SINGH R R , PHAM H T , WILSON D P, et al. Compositions
[74] SONG J D, SONG T Y, ZHANG T T, et al. High performance containing fluorine substituted olefins: WO2007002625A2[P]. 2007-01-04.
V 2O 5/MgF 2 catalysts for gas-phase dehydrofluorination of [97] RACHED W. Method of heating and/or air conditioning of a vehicle:
1,1,1,3,3-pentafluoropropane: Support-induced evolution of new WO2010061084A1[P]. 2010-06-03.
active sites[J]. Journal of Catalysis, 2018, 364: 271-281. [98] GUO Q (郭勤). Study on atmospheric chemistry and development
[75] REN Y Y, LV F N, QING F Y, et al. A structural, mechanistic, and strategy of novel fluorine-containing substituents[D]. Beijing:
kinetic study of the dehydrofluorination of 1,1,1,3,3-pentafluoropropane Beijing Institute of Technology (北京科技大学), 2021.
in the absence of catalyst[J]. Journal of Fluorine Chemistry, 2021, [99] ZHANG C P (张呈平), QING F Y (庆飞要), JIA X Q (贾晓卿),
249: 109722. et al. Synthesis and application of five-membered ring fluoride[J].
[76] JIA X Q (贾晓卿), ZHANG N (张妮), DONG L (董利), et al. CIESC Journal (化工学报) , 2020, 71(9): 3963-3978.
Preparation method of Z-1-halogen-3,3,3-trifluoropropene: [100] CHEN H Y (陈鸿应). The fifth substitute production line of Yuji
CN112723983B[P]. 2021-07-16. chlorofluorocarbons settled in Quanzhou, Fujian[N]. China Chemical
[77] ZHANG D, ZHANG J J, SUN D N. Synthesis of cis-1,3,3,3- Industry News (中国化工报), 2022/10/28.