CS224458B1 - Method of norbornene winning - Google Patents
Method of norbornene winning Download PDFInfo
- Publication number
- CS224458B1 CS224458B1 CS796232A CS623279A CS224458B1 CS 224458 B1 CS224458 B1 CS 224458B1 CS 796232 A CS796232 A CS 796232A CS 623279 A CS623279 A CS 623279A CS 224458 B1 CS224458 B1 CS 224458B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- norbornene
- cyclopentadiene
- dicyclopentadiene
- distillation column
- less
- Prior art date
Links
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 title claims abstract 17
- 238000000034 method Methods 0.000 title claims 4
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims abstract 20
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 claims abstract 9
- 238000004821 distillation Methods 0.000 claims abstract 8
- 239000000126 substance Substances 0.000 claims abstract 7
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract 4
- 239000005977 Ethylene Substances 0.000 claims abstract 4
- 239000000047 product Substances 0.000 claims 5
- 239000007795 chemical reaction product Substances 0.000 claims 4
- 230000015572 biosynthetic process Effects 0.000 claims 3
- 238000003786 synthesis reaction Methods 0.000 claims 3
- 238000006471 dimerization reaction Methods 0.000 claims 2
- 238000003776 cleavage reaction Methods 0.000 claims 1
- 239000000084 colloidal system Substances 0.000 claims 1
- 239000012141 concentrate Substances 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 230000007017 scission Effects 0.000 claims 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 239000000470 constituent Substances 0.000 abstract 1
- 239000012535 impurity Substances 0.000 abstract 1
- 241000244206 Nematoda Species 0.000 description 1
- 235000014443 Pyrus communis Nutrition 0.000 description 1
- 244000292604 Salvia columbariae Species 0.000 description 1
- 235000012377 Salvia columbariae var. columbariae Nutrition 0.000 description 1
- 235000001498 Salvia hispanica Nutrition 0.000 description 1
- 235000014167 chia Nutrition 0.000 description 1
- 201000006549 dyspepsia Diseases 0.000 description 1
- 208000024798 heartburn Diseases 0.000 description 1
- 238000009966 trimming Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
- C07C13/28—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof
- C07C13/32—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings
- C07C13/39—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with a bicyclo ring system containing seven carbon atoms
- C07C13/42—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with a bicyclo ring system containing seven carbon atoms with a bicycloheptene ring structure
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/005—Processes comprising at least two steps in series
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/04—Purification; Separation; Use of additives by distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/36—Systems containing two condensed rings the rings having more than two atoms in common
- C07C2602/42—Systems containing two condensed rings the rings having more than two atoms in common the bicyclo ring system containing seven carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Water Supply & Treatment (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
224 438
Ha3Bame H30ÓP6T6heh
Cnocod παπρίθΗΗΗ HopdopseHa
OÓJiaCTL HPBMSHSHHB. H3OdpeTeHHH IÍ3odpeTeHHe KacaeTcn cnocoda no nojzyneinw HopdopHeHa H3 pe-aKUHOHEux npo^yKTOB cHHT63a HopdopHeHa H3 flWnmOIieHTa-jqieHa hjeh njíKJioneHTaflHeiia h 3TKJieHa. HopdopHeH H3-3a eroMEOrOCTOpOHHHX ΒΟ3ΜΟΚΗΟΟΤΘΗ peaEffl> ΠρΗΜΘΗΗΏΤ ft7IH Η3ΓΟ-TOBJíeHKH ΜΗΟΓΟΗΗΟΛΘΗΗΗΧ ΟρΓΘΗΉΗβΟΚΗΧ IipOffyKTOB. JUH ΗθΚΟΤΟ-pux nejien ιίρημθηθηξη HcnojiB3yeTGH HopdopneH βηοοκοη hhctoth.B peaKUHOHHHX npo^yKTax czHTesa HopdopHena ιφοΜθ HopdopHenaCOaepJKHTCfl MHO&eCTBO 3arpS3HeHZH, TOK KHK ΠρΗΜβΗΗβΜΝΗ flH-njtKJioneHTa^HeH zje iímuioneHTajcneH 3arpa3HeH c jipynaMH coflz-MepaMH nKKJioneHTamieHa h GojwepH cosepsaTCH hjih b peaKnpoH-hom npo#yKTe b ηθιι3μθηήομ βη^θ, hb bo βρθμη peaKusz upe-BpamaioTCH b dojiee ΗΗ3κοκζΗΗΐΐξ0β mh dojiee BHCOKOKHHHiuHe, ηθμHOpdopH6H ΟΟΘ,Π,ΗΗΘΗΉΗ. HaCTL £OTCK>HOIieHTa£0eHa ZJIH ΙζΗΐυίΟΠβΗ-Ta^tíeHa He BCTyiiaeT b peawro c θτζηθηομ h Taicse co^epsuTCHb peaKUHOHHOM npojiyKTe. B peaKujíOHHwc npo,nyKTax czHTesa Hop-doifeiia MoryT HazojmTBCH cjiejxyioiiííie MematoinHe οοββΗΗβΗΗΗ: we, - 2 - 224 458 zeM nwioneHTaH, κζζΗΠξζθ οοθηζηθηζη, uzrnioneHTajmeH, 4-Me-TmmuKJioreKGeH, 3-μθτεζιιζκη ořeze eH z I-MeTmwzmioreKceH,MSTZJEHOpÓOpHeHU, Z30Hp0HmiH0pd0pHeH, Η-Πρ0ΠΚ7ΙΗ0ρ00ρΗΘΗ,jrónKJioneHTajiiieH z MeTZJi3aMemeHHHe .wwnoneHTaAzeHu, Me-THJiTeTparE^poHHseHH 1,4 : 5,8-jmeHSOMeTZJieH-I,2,3,4,4a,5,8,8a-OKTanmpoHa^TanHH a Tazse jqpyrze ΒΗΟΟΚΟΚΖΠΗΠϊΖθ Hopdop-Η6ΗΗ» nojiyzeHze HopdopHeHa bhcokoz zkctoth Z3 stopo pearam-οηηογο npo^yKTa c noMont&io τβρΜΖζεοκζχ cnocodoB pa3£ejieHZHbo3mosho tojilko npz yzeTe ocodux τθχηζζθοκζχ z TexHOJiorz-ΖβΟΚΖΧ yCJIOBZZ, TSK KHK B HpOZ3BOflCTBeHHHX yCJIOBZHX npzynajieHzz dojiee BHCOKozeTyzzx ζθμ HopdopHeH BenjecTB hzkjio-neHT3JÍHeH'ffHMepH3yeT B UHEJIOUeHTajmeH Η B HpOZ3BO,HCTBeHHLKycjioBHHX npz ynajieHHH μθηθθ zeTyzzx' ze-M HopdopHeH BemecTBKWmioneHTajíHeH paomemuwT b zzmioneHTajizoH.
XapaKTepzcTZKa Ε3Βθοτηηχ τθχηζζθοκζχ pemeHZZ IÍ3BeCTH0, ZTO &JIH HOJiyzeHZH HopdopHeHa Ε3 peaWIOHHHX npo-jqtktob czHTe3a HopdopHeHa Ε3 jOTHKJioneHTajiEeHa mm wo-neHTajmeHa e OTZJieHa. npzMeHHKT ηβθ shctzzjizuhohhhx kojiohh(ιη.τθητ CHIA 30 079 77). H3 zepBoz jíhcthjuihuhohhoh kqjiohhhoTdzpaioT 3yMH$0ByB $paKnmo, oocTOHmyE H3 HopdopHeHa z az-HEKJioneHTanEeHa, rojiOBHyrc $pawm, cocTozmyio Z3 uzrnioneHTa-jmeHa z HopdopHeHa z $paKiw β ΰοκοεοΜ ηοτοκθ, oocToamyE) Z3HopdopHeHa z He3HazzTejiLHHX KOJizzeoTB nzmioneHTazzeHa. Boko-Byio $paKiw HanpaBJíz&T bo BTopy© zHCTZJULznzoHHyio KOJioHHy, bκοτοροζ nzKJioneHTanzeH pa3daBJieHH0H KOHneHTpacjzz β Bzjie ra-3Oodpa3Hoz φρθκηζζ yzaJuwT zepe3 Bepx kojiohhh. Otot npojiyKTro^HTCH juix B03BpaTa b nepByio AHCTmuiímHOHHyio KOJioHHy miz bpeaKTop czHTe3a. K3 ηζβηθζ zaoTZ Βτοροζ kojiohhh nojiyzaiOTzzcthz HopdopHeH c cozepKaHzeM 0,I$-Macc. HzrnioneHTanzeHab KazecTBe κοηθζηογο npojjyKTa.
HejiocTaTKOM 3τογο cnoooda HBJíseTCH TpysoeMKzz c tozkz 3pe-HZH ΘΗθρΓΖΗ ρβΗΗΜ HZpKyJIHIW MeS^y flZCTHJDLHZHOHHHMH kojioh—ηθμζ z peaKTopoM czHTe3a, Ηβ,π,οοτΗτοζΗοβ jyifl pa3JizzHHx nejiez - 3 - 224 458 ΖρΖΜΘΗΘΗΖΗ KaHeCTBO. HOpdopHeHa, BUCOKaH TOpMEHeCKaZ HaPpy3-Ka npoňyKTOB, oóycjioBJíeHHaH nzpzyjLanzoHHHM peszMOM z zpzMe-ηζθμοζ τθχηοζογζ^θη zepepaóoTzz z odyozoBJíeHHoe βοζθζοτβζθstopo óojiiniee odpa3OBaHze zoóohhux zpo^yzTOB z yMeHimezHazBCJie#cTBze oópa3OBaHzz zoóohhlix ιφοζτκτοβ BupaóoTza HopóopHeHa.
JlaBHO z3BecTH0, hto iíZKJioneHTa^zeH Z3 noToza Cg-yrzeBo^opo-£OBt KOTOpHZ B OCHOBHOM COCTOZT Z3 ixzzjioneHTajíEeHa, Z3OHpe-Ha, zzHepzjieHa z óojiee jierzzx, ηθμ z3ozpeH JieTyzzx komzo-ηθητοβ, ynajizeTcz zocze τογο, Kaz oh npz TewepaType ot 90ΛΟ IIO °C óhji £HMepz3zpoBaH έ peaKUHOHHOM cocyne b τθηθηζθot I flo 3 HacoB (gb - ps I 187 899).
HocJie £ZMepz3anzz zpojxyKT zepepadaTHBaeTcz b Tpex, paczojio-ΖΘΗΗΗΖ B pax JBICTZJDIHBZOHHUX KOJIOHHaX. B 3yMzpoBoz $paicnzz nepBoz kojuiohh ynajizeTcz AzuniuiozeHTa-,ΣξΖΘΗ - KOHUBHTpaT, B POJIOBHOZ φρΖΚΙζΕΗ BTOpOZ KOJIOHHH BH-zanaET dozee xerKze, ney E3ozpeH JieTynze κομζοηθητη z bTpeTLez κοοιοηηθ H3onpeH—KOímeHTpaT ynajizeTcz nepe3 Bepx znzHepzjiZH b 3yMz$0Byro $pawro· HCXOftH Z3 3T0P0 Ζ3ΒβΟΤΗΟ,. HTO ZZKJIOZeHTajIHSH ZpZ ZOJiyHeHZZZ3OzpeHa Z3 noToza C^-yrzeBozopoflOB jizctzjuihtzbho yzarzeT-cz zocze προχ3Ββ£ΘΗΗθΧ jiHMepzsaaHZ ( de-ps I 543 090) .
Hpz bhcokom cofíepsaHzz izzuioneHTanzeHa b ζοτοκθ Cg-yrze-ΒοβοροβΟΒ zacTL cojiepsamero' uHEjioneHTajmeHa seMzpz3zpyeT-cz HecKOJiBKO zacoB b paczojioseHHOM zepez azzapaTypoz zjizffzcTKJULsuzz KSMepe zpz TeMzepaType 100 °G - 140 °G.
IlOCJie 3Τ0Γ0 ZpOZ3BOfíZTCZ OÓpaóOTKa φρβΚΠΖΟΗΗΟΖ ZZCTZJLHZZZZ.M3 odzacTZ dozee bhcokoe KOHzeHTpauzz nzKzozeHTanzeHaBHyrpZ KOZOHHH 3adzpaeTGZ ΖΖβΚΗΖ čokoboh ZOTOK. IlOCJie zpo-ζ3βθ^θηηοη ,HHMepz3anHH, KOTopaz προζ3Βθζζτοζ npz TeMzepa-Type 100-160 °C, ftasjíeHEii 10-30 aTM z ζροαοζζητθζβηοοτεpeaxiízz ot 10 mzh z o 6 nacoB, óokoboh zotok ozhtl B03Bpa-maeTcz b KOJioHHy. IIozyHeHHHz H3ozpeH BuzajiaeT zas rozoBHaz - 4 - 224 453 φρθΚΕζΖΗ, Β03ΗΖΚΙΠΖΖ ίίΖηΖΚΣΟΠΘΗΤΘΛΖθΗ y^ajLHeTCfl B 3yMH& KO-JIOHHH.
IfcJIB H3OÓpeTeHHfl IíejILK) Η300ρθΤθΗΚΗ ΗΒΗΗβΤΟΗ θφφθΚΤΖΒΗΟβ HQJiyzeHZe HOpdop-HeHa bhcokoe hzctoth H3 peaKijHOHHHx npo^yKTOB HopdopHeHaZ3 flzi nncjioneHTaflHeH^a m nzmioneHTajmeHa z 3TZJieHa.
H3JioaeHze cyiqHocTZ z3odpeTeKZH B ocHOBy H3odpeT6HHH nojiosceHa 3aaana, paapadoTaTB cnooodno nojiyqeHHK) HopdopHeHa, b naoTHOCTZ, no ynaneHzm hzkjio-neHTajmeHa z ;n£iWioneHTa£EeHa, djiarojiapn κοτοροΜγ npzCOXpaHeHHH BHCOKOE BHpadOTKE HopdopHeHa, npn ΠρΖΜβΗβΗΖΖηροοτΗχ TexHOjionnecKHx ορθχοτΒ z npz z3deaaHzz 3Hazz-Tejr&Hux iízpKyjizpysDinHX noTOKOB npoztyKTa o He3HaHZTeju>HHMZSHepreTznecKZMZ 3aTpaTaMZ nojiyqzTB HopdopHen bhcokoe hzc-toth. 3a^ana no nojiyzeHZD HopdopHeHa Z3 peaKnzoHHHX npoflyKTOBczHTe3a HopdopHeHa, zczojyi Z3 junxHKjioneHTajtHeHa zjiz hzkjioneHTajizeHa z sTZjieHa z npz λθηηηχ jojiobejk npz ncnojn>3o-BaHzz peaKnzz aHMepz3anHH nzKJioneHTajizeHa oorjiacHO Z3odpeTemno pemaeTCH τηκζμ odpa3OM, hto b azctzxjihuzohhoh kojiohHe, HZKJioHeHTajízeH coflepsamzECH b peaKnzoHHOM nposyKTe zodpa3ywrzcH BCJienoTBze pacna^a aznzKJioneHTa£zeHa βμθοτθc ApyrzME dojiee jieiKZMZ, ηθμ HopdopHeH jieTynzMH BemecTBa-mz odoramaeTCH b szcTHjuiHTe z OT^ejraeTCH, npzneM nacTinzKJioneHTajizeHa b BepxHez nacTZ kojiohhh z b KOH#eHcaTop-hož οζοτθΜθ flZMepz3yioT b .nzuzKnoneHTajízeH zjiz b paonojio-εθηηομ nocjie KOHseHcaiopa peaKTope npeBpamaioT b .kz^zkjio--neHTa^zeH z hto AznzKJioneHTaflzeH, oo^epsajiízScH b peaKnž-ohhom HpoflyKTe z πο,πγΗθΗΗΗΗ jniMepz3zpoBaHHeM nzKJioneHTa-flzeHa βμθοτθ o ApyrzMH dojiee τηκθοιημζ, ηθμ HopdopHeH jie-TyHZMZ COejíZHeHZHMZ ΟΤΛβΟΙΗΘΤΟΗ ΤβρΜΖΗβΟΚΖ OGTOpOHHHM ono - 5 - 224 458 COdOM B JJpyrOH flZCTZJULHIÍZOHHOZ KQJIOHHS, ZpZ 3T0M peaJIZ3yeT-cz BpewLs zpeduBaHzz zpojtyzTOB b BunapHofi annapaType, koto-poe 3HazzTejiBHo npefíOTBpamaeT pacmemreHze jxziWJioneHTa-jízeHa η npyrzx Menee zeTyzzx coeflZHeHzz, a Tazze peaziwHopdopHeHa c θτζμζ nposyzTaMz.
PeaKuzoHHufi npojiyzT Z3 czHTe3a HopdopHeHa bo3mozho ocbo-dOJÍZTL B HepBOfi K0JI0HH6 OT dOJiee ΖβΓΖΖΧ, ΖβΜ H0pdopH6HneTyzzx BemecTB, npzzeM b pacnojiozeHHOM nočně κοη&θξοητο—pa peazTope cpejnize BpeMeHa npedHBaHZH npo,nyzTOB MeHee,zeM, o£zh zac z TewzepaTyptí kw 50° z 100 °C hbjuwtch pe-anz3zpyeMHMZ z dozee THsezue, zeM HopdopHeH zeTyzze βθ-mecTBa oTAezHKTcz bo Βτοροζ zozoHHe, npzzeM npz BpeMeaaxnpedHBaHza zpojiyzTa μθηβιπθ MZHyru TeMnepaTypn b BunapHOMycTpozcTBe Moryr JiezaTB Meszy 105° z 160 °C. yjianenze dozee nerzzx z dozee Tzzejrax, zeM HopdopHeH zeTy-zzx BemecTB MoseT dun. ocyqecTBJíeHo Tanze z b ^pyroz nocjie-aoBaTejiBHOGTZ, npzzeM b zepBoz zojiomie ysajuwT dozee Tzze-jme,· zeM HopdopHeH zeTyzze BemecTBa zaz ΒρπτφοΏρο mparcnyinΗ H3 HGJiyzeHHOrO B. ZepBOZ ZGZOHHe SZCTZJUIZTa BO BTOpOZκοΛΟΗΗβ yxajuwT dozee Jierzze,. zeM HopdopHeH zeTyzze. Be-mecTBa, igjzzeM HopdopHeH-nojiyzaKT zaz 3yMzĎoByio φρβζηζκι.
Hpz 3 tom b nepBoz ζοζοηηθ b 3yMB$e zojioHHu BpeMeHa npedu-bhhzh npo^yzTa He aojizhh dun dojinme zeM 30 zacoB z Tewne-paTypu b annapaType BanapzBaHHH jíojizhh zezan Mezjty 100° z120 °G. nojiyzeHHtm bo Βτοροζ zozoHHe HopdopHeH conepzzT zom-ηοηθητη flZBZKJioiieHTanzeHa, odycjioBJíeHHue szMepz3anzen uzkjio-zeHTajízeHa.
IIpzMepH ocyitjecTBJíeHZH z3odpeTeszH
IIpzMep I 0θΟΤΒΘΤΟΤΒΘΗΗΟ ΟΧΘΜΘ I ρθΗΚΙξΖΟΗΗΗΖ IipOflyZT CHHTe3a HOpdop-HeHa c cocTanoM yza3aHHHM b TadJizne I, cTOJidey I, npz Hop-ManLHOM ληβζθηζζ HazpaBJBWT b jtzcTZJiZHnzoHHyio zozoHHy I. - 6 - 224 458
KoHfleHCHpoBaHHafl b KQHneHcaTope 2 rojioBHan čparaw Ha-npaBJLseTCH b peaKTop 3, γλθ zpz 70 °C z cpejmeM BpeMeHznpeÓHBaHEH paBHOM OflHOMy Hacy HEKJIOUeHTaWH ^HMepH3yíOTb jTOHKJioneHTanHeH. H3 peaKTopa rojioBHyio mpaKujco HanpaB-JLÍ20T OÓpaTHO B KOJIOHHy. KojLZHeCTBO B03BpaTa peaKEqiOHHOrOnpo^yKTa ynBoeHo, οτηοοητ&ηβηο KOJiznecTBa peaiaízoHHoronpojsyKTa, nooTynaonero b peaKTop. JUa BHnapHBaHHH npOAyKTa ΠρΗΜβΕΏΟΤ UZpKyjLHUHOHHHZ Bffliap-hož anuapaT 4. Hojiy^enHyio b 3yMH$e κοποηηη npz 105 °C'CMecB BemecTB-HanpaBJLHKT b azcTHraiaiijiOHHyD κολοηηυ 5. B fíByx BKjffineHHux noojiefíOBaTejiLHO ιυιβΗοπκΗΧ Banapmix az-napaTax 6 h 7 npz TewmepaTypax 105 °so 160 °C z cpe^HzxBpeMeHax npedímaHZH uposyKTa okojio 10 ceKyan BanapzBaiOTooflepsainzS HopdopHeH προπγκτ, b to bpsms KaK dozee th-sejcae ηθμ HopdopHeH JieTyzze οοοτθβηηθ nacTZ οτβολητοη Kaz3yMH$0Bas $paKzzs. PojioBHas φρακίξΖΗ KQHaeHozpyeTCH npzHopMazLHOM jyaBJíeHzz b KOHseHcaTope 8. CooTHomeHze ρθηζρκγjihzzz cocTaBJíseT 8:1." B zazecTBe flzcTZJUiHTa nojiynaiOTHopdopHeH bhgokoz hzctoth, coctsb κοτοροΓο yza3aH B Tadjizn;e I, cTojidne 2. Bapadonca HopdopHeHa Z3 coflepsanpa hop-dopneH peara£EOHH£K προκτκτοΒ czHTe3a HopdopHeHa, cocTaB-ληθτ 98$.
TadJizna I
CocTaB.B $-wacc.
PeaiaíHOHHHÍi προ- IIpojiyKT H3 jqtkt H3 czHTesa Bepxa BTopoíi
HopdopHeHa_kqjiohhh
IWJioneHTanzeHHopdopHeHMe TzmxzKHor eac eHHMe TZHHopdopHeHH
H3 OnponZJIHOpdopHeH'H-npOHEJIHOpdopHeHz npyrze cojyaMepaΘΚ3 O-nZBZKJIoneHTanzeH 1,33 0,01 92,21 99,99 0,04 0,19 0,38 0,90
224 458 ΠρΟΑΟΛΖΘΗΗβ TaÓJIHUH I eHAo-jTOKKJioneHTajíneH 1,68 MenuiTeTpaiwiponHneHH 0,12 JJneHnoMeTiMeHOKTawQDO- HagóTajniH 1,67 BucoKOKEnmnne coeřtKHeHHH 1,48
HpHMep 2
CoiviacHO cxewe 2 peaKi$toHHH2 προβγκτ cHETe3a HopdopHeHac cocTasoM yica3aHH&M b Tadjinne 2, cTOJidiíe I, npH HopMajiB-hom EaBJíeHHH HanpaBJumT -B ^CTiUKHnpoHHyB kojiohhy I. Πρζ TemepaType 112 °C h cpe^HeM ΒρβΜβΞΗ npeduBaHHH okojio30 nacoB b napKyjuníHOHHOM BanapHOM annapaTe 4 BunapuBaeT-ch Óojcbinas nacTB cofíepjKamero HopdopHeH nponyKTa, b toβρθμη κβκ donee jienoie, ηθμ HopdopHeH JieTyne κομηοηθητη,c óojn>niHM GO£ep&aKHeM HopdopHeHa bhbojwgh khk 3yMn$oBanφρβκίξΗΗ. TojioBHaa φρθΚτςΗΗ BHnanaeT b KOH^eHcaT^Ž, οοοτβθτ-οτβθηηο cTojidny 2. JUcthhjiht. HanpaBJBie-Taa -b ístcTiwianKOHHyEoKOJioHHy 5. 7 KOHfleHcaTopa 8 οτόζρβκτ hhctojiht, coctsb ko-Toporo yKaaaH b Tadjnspe 2, cTOJidpe 3. B KanecTBe BanapHoro ycTponcTBa πρημθηηκτ njapKyjiHnpoHHNHBHnapHoS annapaT 9. B 3yMnroe kqjiohhh nonyiajoT HopdopHeHbucokoh hhctoth, coctsb κοτοροΓΟ yEtasan b Tadjnme 2, GTOJidne 4. BapadoTKa HopdopHeHa H3 co^epsaníHX HopdopHeHpeaKiipoHHax nposyKTOB cnHTe3a HopdopHeHa cocTaBJíHeT 96 %.
Tadnzpa 2
Coctsb b %-Macc.
PeaKHHOH- IIpoayKT iBUpojiyKT H3 Προκγκτ E3hhh προ- Bepxa nep-Bepxa bto- Kyda bto-řtyitT BOH KOJIOH—pOH KOJIOH- pOH KOJIOH-
CHHTe3a HU ΞΗ HH
HopdopHeHa'
IiHKJioneHTaflneH
HopdopHeH 0,33 0,53 3,17 0,01 93,14 99,47 96,83 99,78 224 458 - 8 -
UpoflOJEKeime Taójnmjj 2
Me TiuinHKJioreKc esu 0,05 MewiHopóopHeHu 0,21 H3 OUponHJIHOpdopHeHH-nponHJIHOpÓOpHeH 0,27 h jcpyrae cojmMepu eK3 o-flHixKKjioneHTa^HeH 0,85 eHjzo-íwnuioneHTajíHeH 2,73 Me TBJíTe TpamjipoiiHsem 0,10 JfceHflOMeTHJieHOKTarH- KpoHa^TajiEH 1,34 BHCOKOKHnaníHe coe^H-ΗΘΗΚΗ — 0,98 224 458
QopMyna H30ÓpeTeHng 1. Cnocod nonyneHnn HopdopHeHa H3 peaKpaoHHHz cMeceři chh-Te3a HopdopHeHa, ncxofts Z3 flwnínoneHTajmeHa znn heeuio-neHTajiHeHa n 3TnneHa h npn 3anaHHnx ycnoBnnx npn nc-H0JLL30BaHZH peaiOÍZE ίΙθΜΗρΗ33ΙίΗΗ IJHKJIOneHTajOieHa, OT-jnraawtiíCH TGM, HTO B .HHCTHJUIHIÍHOHHOK ΚΟΕΟΗΗβ ipSKJIO—neHTajiHSH, coflepsamiíncH b peaianioHHOM nponyKTe, a Tanzeoópasymwca b κοζοηηθ BcnencTBne pacmenneHna nmwuio-neHTajpaeHa, bmsctg c ^pyniMn donee nerms, ηθμ Hopdop-H6H jieTyHHMH BemecTBawn oóoramaíOT η οτηβηηιοτ b nponyie-τβ, yxojvnueM nepea BepxHOo $paKpmQ, npzneM nacTB odo-rameHHoro nmKjroneHTa£neHa b BepxHen nacrn íWTznnannoH-HOH KQHOHHH Η B KOHJÍGHCaTOpHOH ΟΗΟΤΘΜΘ fíKMepH3yeTCH BjiEHEKJioneHTajíHeH, eje b peaKTope, pacnonozeHHOM nocaeKonneHcaTopa, npn cpejpíeM ΒρθΜθΗΞ BHsepsKH nponynTaMaKCHMaHBHo I nac z npz TemepaType 50 0 - I00°C npe-BpamaiDT b AwnuioneHTanneH z, hto, conepzaiwca b pe-aKUHOHHOM irposyKTe n nonyaeHHKK ot jwepH3aipni ηρουιο-neHTasneHa, jwzKJloneHTanneH βμθοτθ c npyraMn doneeTHZejIHMH, ΗΘΜ HOpdopHSH, JieTyHHMH Βθϋ}βΟΤΒ3ΜΕ[ ΟΤ£θηΗβΤΟΗB BHSHeS HaCTE Jípyrofi £HCTB2UIHUE0HH0H KOJIOHHH, ΠρΕΗΘΜΒρβΜΗ npeduBaHHH npozyícTa MeHune oshoh MHHym n TeMnepa-Typa b BunapHOM annapaTe 105 °C flo 160 °G ra Ternepa-Typa 100 °C %o 120 °C npn βρθμθηη npeduBanna nponyKTaΜΘΗΒΠΙΘ, ΗβΜ 30 nacoB COdmOfteHtl. 2. Cnocod no nyuKTy I, OTnzaajontnHca τθμ, hto E3 peamísoH-ηογο nposyícTa οηητθ3η HopdopHeHa H3 nmniKJioneHTa#HeHamm EHKJioiieHTajuieHa z sTnneHa b nepBon ^οτηζπηρεοηηοηκοηοΗΗθ OT^ejiaKT donee neraze,neM HopdopHen, neTynzeBemecTBa z, ητο bo Βτοροζ κοηοΗΗβ οτηεηηιοτ donee Tase-nue, ζθμ HopdopHeH, neTyaze BemecTBa τβρΜζζβοκζ octo~Poshhm cnocodoM, npzzeM b BunapHoz annapaType codmanaeT-ca Bpewa upeduBanza npopyKTa μθηβιπθ o#hoh MEHyra πρζ τθμ ;Ί0- 224 458 nepaTypax 105 °C flo 160 °C. 3. Cnocod no nyHKTy I, οτζζίηώήη&οη tom, ητο Z3 peaKuzoH-ηογο npororKTa czHT63a HopóopHeHa Z3 AWKJioneHTajmeHa zrníiffCKJioneHTajxseHa z OTZJieHa b nepBoz otctzjulhiízohhoz ko-jiOHHe OTinejLffiOT dojiee Tnsejme, ηθμ HopdopHeH, jieTynze se-njecTBa, npzHeM oodjnomaeTca βρθμη Bimepsxz nponyKTa bBtmapHOÉ annapaType μθηβιπθ, ηθμ 30 nacoB z TeimepaTypa100 °C jxo 120 °C, z, zto bo Βτοροζ flzcTZJuiznjioHHOZ kojioh-He OT,nejiHK)T HopdopHeH ot dojiee ζθγκζχ, ηθμ HopdopHeH,ζθττίζχ BeiuecTB. 224 458 AHHOTanfffl
Cnocod nojiyHeHKH HopóopHeHa B3 peaKUHOHHHX CMecefi: cnHTe3aHopóopHeHa H3 flHiijiKJioiieHTaflHeHa hjeh iw-HoneHTajWHa hSTHJieHa πρΗΜΘΗΗΐοτ b tom cjiyaae, Kor&a εμθθτ μθοτο sajiose-ηηθ jmcTZJuiaííHH HopdopHeHa h ,n2MepH3aiímT iqiKnoneHTa^HeHab jiwcKJioneHTajíHeH mm pacnienneHne ^HmnuioneHTajmeHa bEjEKjioiieHTa^HeH.
IlejEbE) H30dp6TSEHfI HBJLS6TCE ΘφφΘΚΤΗΒΗΟΘ IIQJiyHSHHS HOpÓOpHeHabhcokoe ΉΗΟΤΟΤίι. IIocTaBjíeHHaH 3a£a*ia samnonaeTca b ήοοτηηθ-HEK BHCOKOfi BHpaÓOTKH, ΠρΗΜβΗΘΗΗΕ UpOCTOE ΤβΧΗΟΛΟΙΕΙΓ, H3-dejKasra hotokob nposyKTa b n^Kyjiwm ή Ηθ3ΗΗΉΐτωΐϊ>Η0Μ pac-xojie SHeprani. JUa pemeHUH 3a#aaH b ^cthjljlwohhoh κοηοηηθoóoramaroT cosepscammícH b peaKiíHOHHOM nposyitTe hjih odpa3y©-mEficfl BCJieflCTBHe pacmeiuiemia jxnnHKJioneHTajíneHa umuioneHTa-ΑΗβΗ ΒΜβΟΤβ C JipyrEMH 0ΟΠββ ΛβΓΚΗΚΜΗ, ΉβΜ ΗΟρόορΗβΗ, JWTy-ΗΗΜΗ ΒβΙξβΟΤΒΘΜΗ Β BOJIOBHOH φρθΚΕζΗΗ, ΠρίΠβΜ HaCTL ΟόΟΓΘΐηβΗ-ηογο nHKJioneETajtueHa jwepusyeTCH β HHKJioneHTaflueH η óojieeTESeJIUe, ΉβΜ ΗΟρόορΗβΗ, ΛβΤΥΉΗβ BemeCTBa OTfleJIHDT Β ΗΕΕΚΗβΗaaCTE ΒΤΟρΟΗ ÍHCTHJDISIÍHOHHOH KOJIOHHH, ΤρίΓϊβΜ ΗΟρόορΗβΞ BU-COKOH HHCTOTU HOJipiaFDT Β. 3γΜΙΐφβ KOJIOHHH HJffl Kcffi AHGTBJIJLHT. H3oópeTeHHe npefíCTaBjíeHo na φΗΓ. I.
Claims (3)
- 224 438 -11- PŘEDMĚT VYNÁLEZU 1» Způsob získávání norbornenu z reakčních směsí ze synté-zy norbornenu z dicyklopentadienu nebo cyklopentadienu a ethy-lenu za stanovených podmínek při využití dimerizace cyklopenta-dienu, vyznačující se tím, že se v destilační koloně cyklopen-tadien obsažený v reakčním produktu a rovněž vznikající v kolo-ně štěpením dicyklopentadienu, spolu s jinými látkami těkavější-mi než norbornen, zkoncentruje a oddělí jako produkt odváděný zhlavy kolony, přičemž část zkoncentrovaného cyklopentadienu v horní části destilační kolony a v kondenzátoru, nebo v reaktoru umistěném za kondenzátorem, dimerizuje známým způsobem na dicyklopen-tadien při střední době zdržení produktu maximálně 1 hodinu a přiteplotě 50 až 100 °C v reaktoru a dicyklopentadien obsažený v re-akčním produktu a získaný dimerizací cyklopentadienu spolu s lát-kami méně těkavými než norbornen se odděluje ve spodní části dru-hé destilační kolony, přičemž doba zdržení produktu je menší než1 minuta a teplota v odpařováku 105 až 160 °C nebo 100 až 120 °Cpři době zdržení produktu kratší než 30 hodin·
- 2. Způsob podle bodu 1, vyznačující se tím, že se z reakč-ního produktu syntézy norbornenu z dicyklopentadienu nebo cyklo-pentadienu a ethylenu v první destilační koloně oddělí látky tě-kavější než norbornen a ve druhé koloně se oddělí látky méně tě-kavé než norbornen, přičemž v odpařováku je doba zdržení produk-tu menší než 1 minutu při teplotě 105 až 160 °C.
- 3· Způsob podle bodu 1, vyznačující se tím, že se z reakč-ního produktu syntézy norbornenu z dicyklopentadienu nebo cyklo-pentadienu a ethylenu v první destilační koloně oddělí látky mé-ně těkavé než norbornen, přičemž doba zdržení produktu v odpařo-váku je menší než 30 hodin, a teplota 100 až 120 °C a ve druhé - 13- 224 458 destilační koloně se oddělí norbornen od látek těkavějších nežnorbornen. 2 výkresy Uznáno vynálezem na základě výsledků expertizy, provedené Úřa-dem pro vynálezectví a patentnictví, Berlín, DD
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DD20838478A DD140451B1 (de) | 1978-10-11 | 1978-10-11 | Verfahren zur gewinnung von norbornen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS224458B1 true CS224458B1 (en) | 1984-01-16 |
Family
ID=5514809
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS796232A CS224458B1 (en) | 1978-10-11 | 1979-09-13 | Method of norbornene winning |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE879307A (cs) |
| CS (1) | CS224458B1 (cs) |
| DD (1) | DD140451B1 (cs) |
| DE (1) | DE2938335A1 (cs) |
| FR (1) | FR2438639A1 (cs) |
| IT (1) | IT7950516A0 (cs) |
| NL (1) | NL7907436A (cs) |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3007977A (en) * | 1958-09-09 | 1961-11-07 | Exxon Research Engineering Co | Manufacture of norbornylene |
-
1978
- 1978-10-11 DD DD20838478A patent/DD140451B1/de unknown
-
1979
- 1979-09-13 CS CS796232A patent/CS224458B1/cs unknown
- 1979-09-21 DE DE19792938335 patent/DE2938335A1/de not_active Withdrawn
- 1979-10-08 FR FR7924998A patent/FR2438639A1/fr not_active Withdrawn
- 1979-10-08 NL NL7907436A patent/NL7907436A/nl not_active Application Discontinuation
- 1979-10-10 IT IT7950516A patent/IT7950516A0/it unknown
- 1979-10-10 BE BE0/197558A patent/BE879307A/fr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DD140451A1 (de) | 1980-03-05 |
| BE879307A (fr) | 1980-02-01 |
| FR2438639A1 (fr) | 1980-05-09 |
| NL7907436A (nl) | 1980-04-15 |
| IT7950516A0 (it) | 1979-10-10 |
| DE2938335A1 (de) | 1980-04-30 |
| DD140451B1 (de) | 1981-05-27 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US3776961A (en) | 3-substituted 4-nitrophenyl halophenyl ethers | |
| Marco et al. | New oxygenated eudesmanolides from Artemisia herba-alba | |
| CS224458B1 (en) | Method of norbornene winning | |
| Ichiba et al. | Sponge‐derived polyunsaturated C16 di‐and tribromocarboxylic acids | |
| US1178731A (en) | Esters of silicic acid. | |
| US3038014A (en) | Unsaturated halogen-containing organic disulfides | |
| Whitmore et al. | Some Aspects of the Tschugaeff Reaction for Dehydrating Alcohols1 | |
| HUT58294A (en) | Process for producing 5-carbomoyl-5h-dibenz(b,f)-azepine | |
| US2937972A (en) | Method of controlling nematode infestation | |
| EP0152800A1 (de) | Verfahren zur Herstellung von Alkylgallaten | |
| US3346596A (en) | Tricyclic ketal compounds having biological activity | |
| US3634457A (en) | 2 3-epithiopropyl n n-dialkyl-thiolcar-bamates and use as herbicid | |
| Mirov | Composition of gum turpentine of Bishop pine | |
| US4100230A (en) | Process for preparing mono- and disubstituted mercapto-phosphorothionochloridates | |
| Bunce et al. | A one-step preparation of (E)-4-mercapto-2-butenoic esters and nitriles relative Michael reactivities in simple unsaturated systems | |
| DE2345835C2 (de) | Verfahren zur Herstellung von N-Acetyl-DL-penicillamin | |
| US2898381A (en) | Styrene derivatives and process for preparing same | |
| US3110648A (en) | Chlorinated 4, 5, 6, 7, 8, 8-hexachloro-4, 7-methylene-3alpha, 4, 7, 7alpha-tetrahydroindane | |
| US3281503A (en) | Mixed anhydrides of dialkyldithiophosphoric and carboxylic acids and method of preparation | |
| US3155687A (en) | Preparation of trimellitic intermolecular double anhydride | |
| SU910572A1 (ru) | Способ получени 0-1,4-ментадиена | |
| ES483370A1 (es) | Procedimiento para la obtencion de esteres de diglicidilo deacido 7-oxabiciclo (4.1.0)heptan-3,4-dicarboxilico | |
| SU408545A1 (ru) | Способ получени 3-нитропропанал | |
| ES483366A1 (es) | Procedimiento para la obtencion de esteres de glicidilo de acidos policarboxilicos cicloalifaticos | |
| US3041379A (en) | Bromotrinitropentanone |