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38 -- oe oe ,,/ Organo Fluorine Industry 2016 ~OE 1 ----- ...H` CFO 1233zd ,,, ( /fl...floe,,Lfl,,/--,, < 726000) " " : 1 33< 3< oe-' ( HCFO 1233zd) " 11< 1< 3< 3< oe- ( HFC 245fa) ~" oel-,, -< "~oe"<oe...` `----...` HCFO 1233zd ~",,/ --~"^ ,,<` HCFO 1233zd ~,, ,,... : 1 33< 3< oe-' ; ...` ; " ; ^ 0 -- -- - ... ` " , i " ~ - ( ODP) "` --- ( GWP) "^~ ...` 1 ...`" ... ~ ----oefl" ( VOC) <l~" "i...oe-< < ,, ^... -- " fi oe ...` HFC 245fa ~ GWP , < oeoe-- < ...-fl < -, 2 ~oe...`oe' "<`"oe ...`~ < `^~- l<--~ `...O< DP "` G< WP " < ... oe< oe- 1 33< 3< oe-' ( 1 chloro 33< 3< trifluoropropene...< HCFO 1233zd) O< DP "` < GWP " --< `...~fl--~ -< " oeHFC 245fa ~~oe----...` -~ HCFO 1233zd ~--~ -,"^l----... <~ ",,oe HCFO 1233zd ~"...^,,'oe <- ,,oe~----"^ "~, 1 HCFO 1233zd ~-- 1 1 -- HCFO 1233zd< CF3 CH = CHCl< ` 130 5E< ----" 19 Z< ----" 40 < ,^" < ...O< DP " 0G< WP -- 7<l `-... < fl--~ <"~oe' " ( cis Z ) " ( trans E ) ` ------------------------------ ... : ,,, ( 1985--) ~<--,,</ < <"oefl,,/--,,/ <-- E HCFO 1233zd "...`,,^ <~ /,,"OE,, ~ ~oe " ...` < ~/ ,, Solstice LBA ^^ <OE,, Forane 1233zd ^^ - 1 "...ODS oe~ ODP GWP " l`-... - 1 ...ODS oe~ ODP GWP "l`-... ODP GWP ^ l--^ ( CFC 11 = 1) ( CO2 = 1) HFC 134a 0 1 300 14 HFC 152a 0 140 1 5 ~OE HFC 245fa 0 1 030 7 6 ~OE HFC 365mfc 0 840 10 8 ~OE HCFO 1233zd 0 7 26 - 1 2 H< CFO 1233zd ~ GWP "l`-...- oe...`^ < --^~ <^ "<oel ,, -~ <---oe 1 2 ...`-- - 2 "..."...`-- - 2 H< CFO 1233zd HFC 245fa "-,, ^~...`- <-- GWP ...`~ -- <<- ,,~--' "~ -- <--"...--~ -< /`"...~...,,/ < HFC 245fa 3 4 HCFO 1233zd ...` --...--<----oefl" ^` ^,,oe- ~ "-- oe ( SNAP) / < ^ fl~ ,, " ( EACH) ,, 2016 ~OE 1 ,,, -----...`HCFO 1233zd 39 - 2 ..."...`-- -- ` -- / l... ( 25 ) / ( mWm 1 K 1 ) ` / -<... / % ---' ( PEL) / ( 10 6 ) ...--~ HCFO 1233zd 130 5 19 0 10 2 300 ... HFC 245fa 134 0 15 3 12 2 300 ... 70 0 49 3 12 0 7 0 1 4 7 8 600 ...-< HFC 365mfc 148 0 40 2 HCFC 141b 117 0 32 0 10 6 10 1 27 0 3 5 9 0 1 000 500 ... ... : PEL( Permitted Exposure Limit)<,-- 1 3 -- "---"...~ < oe' --"--~ ~/,,-^" Solstice LBA( HCFO 1233zd) oe~-- > OE P< EL " 300 10 6 <^ ,,oe -/ oe ...^-,~> ~>-...` ---^ <HCFO 1233zd ~fl < -- < /^--`.../-- <--- < --- -< --oe HFC ...` ~`..."^ 1 4 l--~ ~> ~` fl-- " ,, ^ - fl <<^ ~~>...~< `<^~ ... <HCFO 1233zd ~~ -- - , ` 10% 12% <- HFC 245faH< CFO 1233zd ~>~l--~ ... ` 3% ^ HCFO 1233zd ~ -i --`..."^ ~ --"/-- 5 2 HCFO 1233zd ~" 2 1 11< 1< 3< 3< - ( HCC 240fa) " >` HCC 240fa " HCFO 1233zd ~ """oefl"loefl "< SbCl5 "fl...` < < L< -,,fl ; l -- < oe, <`<--loeoe < ~,,/ fl ,,/ l Cr2 O3 / Al2 O3 "fl...` < 150 300 i... H< CC 240fa l --oefl oe HCFO 1233zd HCC 240fa ">`" HCFO 1233zd " " "`"oe" ` ,,/ < : 1) " 6 CCl3 CH2 CHCl2 + 3HF CHCl = CHCF3 + 4HCl 2) `"oe" 7 CCl3 CH2 CHCl2 + 3HF CHCl = CHCF3 + 4HCl CHCl = CHCF3 + 2HF CF3 CH2 CHF2 + HCl CF3 CH2 CHF2 CF3 CH = CHF( E) + HF 2 2 11< 1< oe 22< - ( HCFC 243fa) ">` HCFC 243fa " > ` 8 < ,, HCFC 243fa HCl oe HCFO 1233zd loe flfl--l---- < ,, HCFC 243fa `--... KOH " i... : HCl CF3 CCl2 CH3 CF3 CH = CHCl 2 3 11< 3< 3< ~-' ( HCO 1230za) 13< < 33< ~ - ' ( HCO 1230zd ) " HCC 240fa ~"">` ,, "fl...` i... 1< 1< 1< 3< 3< - < 11<1<3<3< -" / 11< 3< 3< ~-'" HF -, / 13< 3< 3< ~-' " fi HCFO 1233zd 9 : CCl3 CH2 CHCl + 3HF CF3 CH = CHCl + 4HCl CCl3 CH = CHCl + 3HF CF3 CH = CHCl + 3HCl CCl2 = CHCCl2 + 3HF CF3 CH = CHCl + 3HCl 2 4 1 33< 3< oe- ( CF3 CCCl) " >` ,,,, 1 33< 3< oe-,, > ^ --L~ 1 33< 3< oe-' 10 <,,>...`" 40 -- oe oe ,,/ Organo Fluorine Industry 2016 ~OE 1 ~oeoe~ < ,, > ~l fl...` fl...` : ,,> CF3 CCCl CF3 CH = CHCl 3 HCFO 1233zd ~^ 3 1 ...` HCFO 1233zd "^ ...` <^ ... ^--,, ^- ~> ^ ~ -i ~"^ ----l--"~ ,---~ <" ...` oe 11< oe ( HCFC 141b) " 11< 3< 3< 3< oe- ( HFC 245fa) HCFO 1233zd -- <^--...-- < ,,--L-< ^ ; -- 19 < < -< HFC 245fa L-,-,,^ 3 2 " 13< 3< 3< ~oe-' ( HFO 1234ze) ~ >` HFO 1234ze ~ OE - " " ... ` HFC 134a ~oe < HCFO 1233zd ">` ^< fioefloefl < oeoe <oe HFO 1234ze 11 14 ~ <--" HFO 1234ze ~ -- < HCFO 1233zd " >` ~" ,,/ -- ~,,/fl < >`,,"^ <,,^,,/ >`,,',l~... 3 3 ""<oe--...~>` HCFO 1233zd ">` < ^ " '" ''~--... ,,oe"<oe--... ~" "...fl --oe oe ...< C2 fl" < l < C3 fl" "<oe--... ~",, -- < l HCFO 1233zd "< C3 "< oe--... ~ ">` 1) "oe- oe-... oe ----~"<oe,fl < ^fi,," <"<oe' "<oe' '"" "~"--... < `...~fl...` < ,, --^ ~ , ... ...` oe- ~" " < l HCFO 1233zd " >` ~" ,,/ --" ` ~ 15 , ,, / ~ < < HCFO 1233zd ">`"oe--- 16 18 3 ",,/ 2) "oe-' oe-' -- ^ ~ ...` <" ^ ' "''~--... <"<oe < fl" -- ... -- " --'~OE- ~ oe-'... oe ( oeoe-'" oe-'^ ) " >`" oe-' --'">`-- < HCFO 1233zd "--..."> `"oe-'----"`~ 19 4 ~ < -- ~/,, " OE,, -- HCFO 1233zd ~,,/ fl oeoe ^ <,,oe ~ ... ,,/ fl- ,,oe~ HCFO 1233zd ...`oeoe......ifi ,,,, < <... "... --` < --,,oeoefl~"oe" <- < ^-~,,"- ~ <... ODS >l ~ ... <HCFO 1233zd ^, ,,"~^ ...~ 1 '^ oe ...` ^ -i ~> ` ~ -- J fl,,/----~` <1999<27( 4) : 32 34 2 < -i~>^...`~,, HCFC 141b oe ^ ` ~ J - i ,,/ < 2014( 5) : 1 4 3 "oe~ <^ < < - -i~>` ...`--l,, J ^fl,,/ <2006<35( 5) : 375 378 4 -----i...` 11< 1< 4< 4< 4< `oe' J --oeoe,,/ <2012( 2) : 29 33 5 OE < -^l~`......ifi : ~oe ...`-, J l,,' <2013( 12) : 7 8 6 i' < < loeflfl 1 33< 3< oe -' J fl <2007<21( fl ) : PD 114 7 ,, K A<~< D C `""oeoe 1 33< 3< oe-' 13< 3< 3< ~oe-'" 11< 1< < 33< oe- ~...fl : -- ,,oe<103189338A P 2013 07 03 8 " -- <fl ' 1233zd ~ -, : -- ,,oe< 103534227A P 2014 01 22 9 ,, K A<~< D C<fl' oeoe 1 3<3<3 oe - ' ~ ` < -- l : -- ,,oe< 201180052870 8 P 2011 08 30 10 ~ H K<,, A J<--`" < ^ 1 3< 33< oe-'~ : --,,oe<103443061A P 2013 12 11 2016 ~OE 1 ,,, -----...`HCFO 1233zd 41 11 i' < 11< 1< 3< ~oe-'~"--l,, J ,,/fl <2008<16( 1) : 18 22 12 Yoshikawa S<Tamai <Hibino Y Production of 13<3<3< tetrafluoropropene: JP<10007604 P 1998 01 13 13 Yamamoto A<Shibata N<Nakada T<et al Process for producing 11< 1< 3< 3< pentafluoropropane: US<6472573 P 2002 10 29 14 Cheminal B<Lacroix E<Lantz A Process for the preparation of 1<1<1<2 tetrafluoroethane: EP<486333 P 1992 05 20 15 l.../ <^ < < oe-~"^-- l,, J fl,,/----~` <2010( 9) : 75 77 16 Komata T<Akiba S<Hosoi K<et al Convenient synthesis of 33< 3< trifluoropropanoic acid by hydrolytic oxidation of 33< 3< trifluropropanal dimethyl acetal J J Fluorine Chem <2008<129: 35 39 17 Komata T<Akiba S<Hosoi K<et al Process for producing 33< 3< trifluropropanoic acid: WO<2007052492A1 P 2007 05 10 18 Van Der Puy M<Thenappan A Preparation of fluoroalkyl compounds and their derivatives: US< 5777184 P 1998 06 07 19 "<^ <l...<B < oe-'~-,...^ J fl <2011( 2) : 116 118 A New Environment Friendly Foaming Agent HCFO 1233zd Jiao Fenggang ( Shaanxi Yanchang Petroleum Group Fluorosilicone Chemical Co<Ltd<Shangluo 726000<China) Abstract: 1 Chloro 33< 3< trifluoropropene have attracted the attention of the world as one of new candidate substitute for 11< 1< 3< 3< pentafluoropropane The characteristics<synthetic routes and applications of HCFO 1233zd were introduced The development prospects of new environment friendly foaming agent HCFO 1233zd were discussed Keywords: 1 chloro 33< 3< trifluoropropene; foaming agent; synthesis; application ( 37 ) Preparation and Applications of the New Environment Friendly efrigerant HFO 1336mzz( Z) Ni Hang1 <Guo Zhikai1 <Wang Xuehui2 <Han Xiaohong2 ( 1 Zhejiang esearch Institute of Chemistry Industry Co<Ltd<Hangzhou 310023<China; 2 Institute of efrigeration and Cryogenics<State Key Laboratory of Clean Energy Utilization< Zhejiang University<Hangzhou 310027<China) Abstract: As the environment problem becomes more and more serious<the substitution of refrigerant has been one of the research focuses of refrigeration and air conditioning industry<which has received extensive attention of scholars in the world efrigerants whose ODP are not equal to zero are prohibited and now the refrigerant are substituted by refrigerants with low GWP It was found that a novel refrigerant HFO 1336mzz( Z) had excellent thermodynamic properties What is more<HFO 1336mzz( Z) is nonflammable with low toxicity and is environmentally friendly ( ODP = 0<GWP = 2) Thus<it is considered to have very good application prospect In order to show the research progress of HFO 1336mzz( Z) comprehensively<the preparation methods of HFO 1336mzz( Z) and its applications in foaming agent<refrigeration and air conditioning<heat pump and ankine cycle are introduced in this paper This paper will lay a solid foundation for further applications of HFO 1336mzz( Z) Keywords: environment friendly refrigerant; HFO 1336mzz( Z) ; refrigerant system; review