DD154980A1 - Verfahren zur selektiven polymerisation von butadien aus c tief 4-fraktionen - Google Patents

Verfahren zur selektiven polymerisation von butadien aus c tief 4-fraktionen Download PDF

Info

Publication number: DD154980A1
Authority: DD; German Democratic Republic
Prior art keywords: polymerization; butadiene; copolymers; initiators; item
Prior art date: 1978-01-06

Application number

DD20311878A

Other languages

German (de)

English (en)

Inventor

Elisabeth Anton

Reiner Goetz

Volker Griehl

Dieter Stubenrauch

Lothar Weber

Hans-Otto Froehlich

Guenther Heublein

Stefan Keiser

Dietmar Stadermann

Horst Hartung

Original Assignee

Elisabeth Anton

Reiner Goetz

Volker Griehl

Dieter Stubenrauch

Lothar Weber

Froehlich Hans Otto

Guenther Heublein

Stefan Keiser

Dietmar Stadermann

Horst Hartung

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.)

1978-01-06

Filing date

1978-01-06

Publication date

1982-05-05

1978-01-06 Application filed by Elisabeth Anton, Reiner Goetz, Volker Griehl, Dieter Stubenrauch, Lothar Weber, Froehlich Hans Otto, Guenther Heublein, Stefan Keiser, Dietmar Stadermann, Horst Hartung filed Critical Elisabeth Anton

1978-01-06 Priority to DD20311878A priority Critical patent/DD154980A1/de

1978-12-12 Priority to CS822078A priority patent/CS209155B1/cs

1982-05-05 Publication of DD154980A1 publication Critical patent/DD154980A1/de

Links

238000006116 polymerization reaction Methods 0.000 title claims abstract description 28
238000000034 method Methods 0.000 title claims abstract description 18
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims abstract description 67
229920000642 polymer Polymers 0.000 claims abstract description 17
239000003999 initiator Substances 0.000 claims abstract description 16
229920001577 copolymer Polymers 0.000 claims abstract description 15
239000000178 monomer Substances 0.000 claims abstract description 12
239000000203 mixture Substances 0.000 claims abstract description 10
150000001993 dienes Chemical class 0.000 claims abstract description 6
SMBQBQBNOXIFSF-UHFFFAOYSA-N dilithium Chemical class [Li][Li] SMBQBQBNOXIFSF-UHFFFAOYSA-N 0.000 claims abstract description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 24
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 18
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 14
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 10
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 9
RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 8
229910052744 lithium Inorganic materials 0.000 claims description 5
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 4
229920001400 block copolymer Polymers 0.000 claims description 4
238000002360 preparation method Methods 0.000 claims description 4
125000000524 functional group Chemical group 0.000 claims description 3
239000002904 solvent Substances 0.000 claims description 3
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 2
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 2
229920001519 homopolymer Polymers 0.000 claims description 2
NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 claims 1
239000003513 alkali Substances 0.000 claims 1
239000007791 liquid phase Substances 0.000 claims 1
239000012071 phase Substances 0.000 claims 1
229920005604 random copolymer Polymers 0.000 claims 1
229920002857 polybutadiene Polymers 0.000 abstract description 11
230000001588 bifunctional effect Effects 0.000 abstract description 3
239000003795 chemical substances by application Substances 0.000 abstract description 2
125000000129 anionic group Chemical group 0.000 abstract 1
238000010348 incorporation Methods 0.000 abstract 1
238000000926 separation method Methods 0.000 abstract 1
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 6
238000006243 chemical reaction Methods 0.000 description 6
239000005062 Polybutadiene Substances 0.000 description 5
239000003505 polymerization initiator Substances 0.000 description 4
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
239000011521 glass Substances 0.000 description 3
239000012454 non-polar solvent Substances 0.000 description 3
239000003208 petroleum Substances 0.000 description 3
239000002798 polar solvent Substances 0.000 description 3
229920006250 telechelic polymer Polymers 0.000 description 3
SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 description 2
UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
229910052783 alkali metal Inorganic materials 0.000 description 2
150000001340 alkali metals Chemical class 0.000 description 2
MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
150000001875 compounds Chemical class 0.000 description 2
230000000694 effects Effects 0.000 description 2
229930195733 hydrocarbon Natural products 0.000 description 2
150000002430 hydrocarbons Chemical class 0.000 description 2
239000012535 impurity Substances 0.000 description 2
239000007788 liquid Substances 0.000 description 2
150000002900 organolithium compounds Chemical class 0.000 description 2
238000000197 pyrolysis Methods 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
239000000126 substance Substances 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
238000001632 acidimetric titration Methods 0.000 description 1
239000000654 additive Substances 0.000 description 1
230000000996 additive effect Effects 0.000 description 1
150000001336 alkenes Chemical class 0.000 description 1
125000002947 alkylene group Chemical group 0.000 description 1
238000010539 anionic addition polymerization reaction Methods 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
235000010290 biphenyl Nutrition 0.000 description 1
239000004305 biphenyl Substances 0.000 description 1
125000006267 biphenyl group Chemical group 0.000 description 1
239000001273 butane Substances 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
230000003197 catalytic effect Effects 0.000 description 1
239000000470 constituent Substances 0.000 description 1
238000007334 copolymerization reaction Methods 0.000 description 1
238000005336 cracking Methods 0.000 description 1
230000009849 deactivation Effects 0.000 description 1
238000005661 deetherification reaction Methods 0.000 description 1
238000006356 dehydrogenation reaction Methods 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
238000000605 extraction Methods 0.000 description 1
238000010528 free radical solution polymerization reaction Methods 0.000 description 1
238000007306 functionalization reaction Methods 0.000 description 1
VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
239000012456 homogeneous solution Substances 0.000 description 1
230000003301 hydrolyzing effect Effects 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
230000000977 initiatory effect Effects 0.000 description 1
238000011835 investigation Methods 0.000 description 1
-1 lithium organo compound Chemical class 0.000 description 1
MZRVEZGGRBJDDB-UHFFFAOYSA-N n-Butyllithium Substances [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 1
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
125000001979 organolithium group Chemical group 0.000 description 1
ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
229920002587 poly(1,3-butadiene) polymer Polymers 0.000 description 1
125000005575 polycyclic aromatic hydrocarbon group Chemical group 0.000 description 1
238000000746 purification Methods 0.000 description 1
239000000376 reactant Substances 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
229930195734 saturated hydrocarbon Natural products 0.000 description 1
238000007086 side reaction Methods 0.000 description 1
239000007858 starting material Substances 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
229930195735 unsaturated hydrocarbon Natural products 0.000 description 1

Landscapes

Polymerization Catalysts (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

DD20311878A 1978-01-06 1978-01-06 Verfahren zur selektiven polymerisation von butadien aus c tief 4-fraktionen DD154980A1 (de)

Priority Applications (2)

Application Number	Priority Date	Filing Date	Title
DD20311878A DD154980A1 (de)	1978-01-06	1978-01-06	Verfahren zur selektiven polymerisation von butadien aus c tief 4-fraktionen
CS822078A CS209155B1 (en)	1978-01-06	1978-12-12	Method of butadien selective polymerization from c4 fraction

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DD20311878A DD154980A1 (de)	1978-01-06	1978-01-06	Verfahren zur selektiven polymerisation von butadien aus c tief 4-fraktionen

Publications (1)

Publication Number	Publication Date
DD154980A1 true DD154980A1 (de)	1982-05-05

Family

ID=5511182

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD20311878A DD154980A1 (de)	1978-01-06	1978-01-06	Verfahren zur selektiven polymerisation von butadien aus c tief 4-fraktionen

Country Status (2)

Country	Link
CS (1)	CS209155B1 (cs)
DD (1)	DD154980A1 (cs)

1978
- 1978-01-06 DD DD20311878A patent/DD154980A1/de unknown
- 1978-12-12 CS CS822078A patent/CS209155B1/cs unknown

Also Published As

Publication number	Publication date
CS209155B1 (en)	1981-11-30

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