DD140451B1 - Verfahren zur gewinnung von norbornen - Google Patents

Verfahren zur gewinnung von norbornen Download PDF

Info

Publication number: DD140451B1
Authority: DD; German Democratic Republic
Prior art keywords: norbornene; cyclopentadiene; dicyclopentadiene; column; product
Prior art date: 1978-10-11

Application number

DD20838478A

Other languages

German (de)

English (en)

Other versions

DD140451A1 (de

Inventor

Wolfgang Baumann

Joerg Fiernow

Mario Hessler

Karl-Klaus Moll

Rolf Pester

Klaus Ramhold

Uwe Reinicke

Erhard Roschka

Carl-Ernst Ruerup

Martin Steinbrecher

Original Assignee

Wolfgang Baumann

Joerg Fiernow

Mario Hessler

Moll Karl Klaus

Rolf Pester

Klaus Ramhold

Uwe Reinicke

Erhard Roschka

Ruerup Carl Ernst

Martin Steinbrecher

Priority date (The priority date 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 date listed.)

1978-10-11

Filing date

1978-10-11

Publication date

1981-05-27

1978-10-11 Application filed by Wolfgang Baumann, Joerg Fiernow, Mario Hessler, Moll Karl Klaus, Rolf Pester, Klaus Ramhold, Uwe Reinicke, Erhard Roschka, Ruerup Carl Ernst, Martin Steinbrecher filed Critical Wolfgang Baumann

1978-10-11 Priority to DD20838478A priority Critical patent/DD140451B1/de

1979-09-13 Priority to CS796232A priority patent/CS224458B1/cs

1979-09-21 Priority to DE19792938335 priority patent/DE2938335A1/de

1979-10-08 Priority to NL7907436A priority patent/NL7907436A/nl

1979-10-08 Priority to FR7924998A priority patent/FR2438639A1/fr

1979-10-10 Priority to BE0/197558A priority patent/BE879307A/fr

1979-10-10 Priority to IT7950516A priority patent/IT7950516A0/it

1980-03-05 Publication of DD140451A1 publication Critical patent/DD140451A1/de

1981-05-27 Publication of DD140451B1 publication Critical patent/DD140451B1/de

Links

238000000034 method Methods 0.000 title claims description 10
ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims description 67
JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 claims description 54
239000000047 product Substances 0.000 claims description 30
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 description 27
239000007795 chemical reaction product Substances 0.000 claims description 22
238000004821 distillation Methods 0.000 claims description 20
230000015572 biosynthetic process Effects 0.000 claims description 16
238000003786 synthesis reaction Methods 0.000 claims description 14
239000003039 volatile agent Substances 0.000 claims description 10
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 8
239000005977 Ethylene Substances 0.000 claims description 8
238000006471 dimerization reaction Methods 0.000 claims description 7
239000000126 substance Substances 0.000 claims description 6
238000011084 recovery Methods 0.000 claims description 3
238000003776 cleavage reaction Methods 0.000 claims description 2
230000007017 scission Effects 0.000 claims description 2
RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 12
239000000203 mixture Substances 0.000 description 8
CTMHWPIWNRWQEG-UHFFFAOYSA-N 1-methylcyclohexene Chemical compound CC1=CCCCC1 CTMHWPIWNRWQEG-UHFFFAOYSA-N 0.000 description 6
150000001875 compounds Chemical class 0.000 description 6
238000009835 boiling Methods 0.000 description 5
238000006243 chemical reaction Methods 0.000 description 4
238000000926 separation method Methods 0.000 description 4
RMDKEBZUCHXUER-UHFFFAOYSA-N 4-methylbicyclo[2.2.1]hept-2-ene Chemical class C1CC2C=CC1(C)C2 RMDKEBZUCHXUER-UHFFFAOYSA-N 0.000 description 3
239000012141 concentrate Substances 0.000 description 3
238000004519 manufacturing process Methods 0.000 description 3
PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical group C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 2
PPWUTZVGSFPZOC-UHFFFAOYSA-N 1-methyl-2,3,3a,4-tetrahydro-1h-indene Chemical class C1C=CC=C2C(C)CCC21 PPWUTZVGSFPZOC-UHFFFAOYSA-N 0.000 description 2
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
239000006227 byproduct Substances 0.000 description 2
239000012535 impurity Substances 0.000 description 2
PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 2
238000010992 reflux Methods 0.000 description 2
238000010626 work up procedure Methods 0.000 description 2
SQMZNUYQLISRTD-UHFFFAOYSA-N 4-propan-2-ylbicyclo[2.2.1]hept-2-ene Chemical compound C1CC2C=CC1(C(C)C)C2 SQMZNUYQLISRTD-UHFFFAOYSA-N 0.000 description 1
LRPLRPVCVJDSOR-UHFFFAOYSA-N 4-propylbicyclo[2.2.1]hept-2-ene Chemical compound C1CC2C=CC1(CCC)C2 LRPLRPVCVJDSOR-UHFFFAOYSA-N 0.000 description 1
239000012043 crude product Substances 0.000 description 1
KUZSQUMLOPXIHS-UHFFFAOYSA-N cyclopenta-1,3-diene Chemical compound C1C=CC=C1.C1C=CC=C1.C1C=CC=C1 KUZSQUMLOPXIHS-UHFFFAOYSA-N 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
238000004508 fractional distillation Methods 0.000 description 1
230000002452 interceptive effect Effects 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
-1 isopropylnorbornene n-propenylnorbornene Chemical compound 0.000 description 1
239000007788 liquid Substances 0.000 description 1
MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 1
UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
238000004064 recycling Methods 0.000 description 1
239000010409 thin film Substances 0.000 description 1
238000011144 upstream manufacturing 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)

DD20838478A 1978-10-11 1978-10-11 Verfahren zur gewinnung von norbornen DD140451B1 (de)

Priority Applications (7)

Application Number	Priority Date	Filing Date	Title
DD20838478A DD140451B1 (de)	1978-10-11	1978-10-11	Verfahren zur gewinnung von norbornen
CS796232A CS224458B1 (en)	1978-10-11	1979-09-13	Method of norbornene winning
DE19792938335 DE2938335A1 (de)	1978-10-11	1979-09-21	Verfahren zur gewinnung von norbornen
NL7907436A NL7907436A (nl)	1978-10-11	1979-10-08	Werkwijze voor het winnen van norborneen.
FR7924998A FR2438639A1 (fr)	1978-10-11	1979-10-08	Procede pour l'obtention de nor-bornene de haute purete
BE0/197558A BE879307A (fr)	1978-10-11	1979-10-10	Procede pour l'obtention de norbornene de haute purete
IT7950516A IT7950516A0 (it)	1978-10-11	1979-10-10	Procedimento per la produzione di norbornene

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 (2)

Publication Number	Publication Date
DD140451A1 DD140451A1 (de)	1980-03-05
DD140451B1 true DD140451B1 (de)	1981-05-27

Family

ID=5514809

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD20838478A DD140451B1 (de)	1978-10-11	1978-10-11	Verfahren zur gewinnung von norbornen

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)

* Cited by examiner, † Cited by third party
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
NL7907436A (nl)	1980-04-15
FR2438639A1 (fr)	1980-05-09
IT7950516A0 (it)	1979-10-10
DD140451A1 (de)	1980-03-05
CS224458B1 (en)	1984-01-16
DE2938335A1 (de)	1980-04-30
BE879307A (fr)	1980-02-01

Legal Events

Date	Code	Title	Description
1994-06-23	RPI	Change in the person, name or address of the patentee (searches according to art. 11 and 12 extension act)

Publication	Publication Date	Title
DD222301A5 (de)	1985-05-15	Verfahren zur gewinnung von hochreinem 1-buten
DE2853991A1 (de)	1980-07-03	Verfahren zur gewinnung von wasserfreier oder weitgehend wasserfreier ameisensaeure
DE2241568A1 (de)	1973-03-08	Verfahren zur gewinnung von isopren
EP1250306B1 (de)	2005-11-09	Verfahren zur reinigung von abgasströmen
EP0058875B1 (de)	1984-10-17	Verfahren zur kontinuierlichen Herstellung von Formamid
DD140451B1 (de)	1981-05-27	Verfahren zur gewinnung von norbornen
EP0113416A1 (de)	1984-07-18	Verfahren zur Herstellung von Nicotinsäureamide
EP0982280B1 (de)	2002-06-05	Verfahren zur Gewinnung von Butadien-1,2
DE4137846A1 (de)	1993-05-19	Verfahren zur herstellung von wasserfreiem und von verunreinigungen befreitem formaldehyd
DE2253930A1 (de)	1974-05-22	Verfahren zur herstellung von dicarbonsaeuren
DE2708388A1 (de)	1978-08-31	Verfahren zur herstellung von 4,4'- dihydroxydiphenylsulfon
EP0304499B1 (de)	1992-03-04	Verfahren zur Isolierung von Trioxan aus wässrigen Trioxanlösungen durch destillative Trennung
DD241590A1 (de)	1986-12-17	Verfahren zur essigsaeuregewinnung aus dem reaktionsgasstrom der acetaldehydsynthese
DE2510088C2 (de)	1985-07-04	Verfahren zur fraktionierten Destillation von Diacetoxybutenisomeren
DE1034172B (de)	1958-07-17	Verfahren zur Gewinnung von sehr reinen C - und C -Cycloalkadienen
DE2524478C3 (de)	1979-06-07	Verfahren zur Beseitigung von 1,4-Naphthochinon aus Phthalsäureanhydrid
DE881943C (de)	1953-07-06	Verfahren zur Gewinnung von Dicyclopentadien aus Cyclopentadien oder Dicyclopentadien enthaltenden Gemischen
DD207096A3 (de)	1984-02-15	Verfahren zur gewinnung eines dicyclopentadienkonzentrates
DE2118905A1 (en)	1972-12-21	Separating water-isobutyric acid methacrylic acid mixtures
DE1097427B (de)	1961-01-19	Verfahren zur Gewinnung von reinem Phthalsaeureanhydrid aus dem bei der Oxydation von Naphthalin erhaltenen Rohprodukt
DD237987A1 (de)	1986-08-06	Vereinfachtes verfahren zur gewinnung von reinem norbornen
DE3302127A1 (de)	1984-07-26	Verfahren zur gewinnung einer mit terephthalaldehydsaeuremethylester angereicherten fraktion
DE2012674A1 (en)	1971-12-02	Concentration of aq acetic acid solns
DD236087A1 (de)	1986-05-28	Verfahren zur gewinnung von brenzcatechin spezialrein bzw. reinst zur analyse
DE2507290A1 (de)	1976-09-02	Verbessertes verfahren zur herstellung von 2-hydroxyaethylpyrrolidon