CS237282B1 - Method of oligomerization of vinyl aromatic hydrocarbon with alkaline metallic initiators - Google Patents

Method of oligomerization of vinyl aromatic hydrocarbon with alkaline metallic initiators Download PDF

Info

Publication number: CS237282B1
Authority: CS; Czechoslovakia
Prior art keywords: alkali metal; oligomer; oligomerization; aromatic hydrocarbon; vinyl aromatic
Prior art date: 1982-07-23

Application number

CS543383A

Other languages

Czech (cs)

English (en)

Inventor

Elisabeth Antonova

Otto Urban

Christel Hellstedtova

Original Assignee

Elisabeth Antonova

Otto Urban

Christel Hellstedtova

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.)

1982-07-23

Filing date

1983-07-20

Publication date

1985-07-16

1983-07-20 Application filed by Elisabeth Antonova, Otto Urban, Christel Hellstedtova filed Critical Elisabeth Antonova

1985-07-16 Publication of CS237282B1 publication Critical patent/CS237282B1/cs

Links

239000003999 initiator Substances 0.000 title claims abstract description 11
229920002554 vinyl polymer Polymers 0.000 title claims abstract description 6
238000000034 method Methods 0.000 title claims description 10
238000006384 oligomerization reaction Methods 0.000 title claims description 9
-1 vinyl aromatic hydrocarbon Chemical class 0.000 title abstract description 4
229910052783 alkali metal Inorganic materials 0.000 claims abstract description 28
150000001340 alkali metals Chemical class 0.000 claims abstract description 27
XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims abstract description 13
239000002798 polar solvent Substances 0.000 claims abstract description 9
239000000203 mixture Substances 0.000 claims description 13
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 11
229910052708 sodium Inorganic materials 0.000 claims description 11
239000011734 sodium Substances 0.000 claims description 11
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims description 8
229910052753 mercury Inorganic materials 0.000 claims description 8
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 4
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 3
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 3
229910052744 lithium Inorganic materials 0.000 claims description 3
229910052700 potassium Inorganic materials 0.000 claims description 3
239000011591 potassium Substances 0.000 claims description 3
239000007795 chemical reaction product Substances 0.000 claims 1
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract description 8
229910000497 Amalgam Inorganic materials 0.000 abstract description 5
239000001569 carbon dioxide Substances 0.000 abstract description 4
229910002092 carbon dioxide Inorganic materials 0.000 abstract description 4
125000002947 alkylene group Chemical group 0.000 abstract description 3
239000003153 chemical reaction reagent Substances 0.000 abstract 3
QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 abstract 2
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
239000007788 liquid Substances 0.000 abstract 1
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
238000006243 chemical reaction Methods 0.000 description 6
230000015572 biosynthetic process Effects 0.000 description 4
150000002009 diols Chemical class 0.000 description 4
238000002474 experimental method Methods 0.000 description 4
239000002245 particle Substances 0.000 description 4
238000003756 stirring Methods 0.000 description 4
239000003795 chemical substances by application Substances 0.000 description 3
239000010410 layer Substances 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 2
MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 2
NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
230000000977 initiatory effect Effects 0.000 description 2
MMSLOZQEMPDGPI-UHFFFAOYSA-N p-Mentha-1,3,5,8-tetraene Chemical class CC(=C)C1=CC=C(C)C=C1 MMSLOZQEMPDGPI-UHFFFAOYSA-N 0.000 description 2
239000012071 phase Substances 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
XXTQHVKTTBLFRI-UHFFFAOYSA-N 1-methyl-3-prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=CC(C)=C1 XXTQHVKTTBLFRI-UHFFFAOYSA-N 0.000 description 1
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
239000008346 aqueous phase Substances 0.000 description 1
239000012300 argon atmosphere Substances 0.000 description 1
230000001174 ascending effect Effects 0.000 description 1
239000012298 atmosphere Substances 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
150000004292 cyclic ethers Chemical class 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
230000000694 effects Effects 0.000 description 1
125000000524 functional group Chemical group 0.000 description 1
238000007306 functionalization reaction Methods 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
210000003739 neck Anatomy 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
239000010690 paraffinic oil Substances 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
BITYAPCSNKJESK-UHFFFAOYSA-N potassiosodium Chemical compound [Na].[K] BITYAPCSNKJESK-UHFFFAOYSA-N 0.000 description 1
239000000843 powder Substances 0.000 description 1
230000001681 protective effect Effects 0.000 description 1
239000011241 protective layer Substances 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000000926 separation method Methods 0.000 description 1
229910001415 sodium ion Inorganic materials 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C327/00—Thiocarboxylic acids
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C33/26—Polyhydroxylic alcohols containing only six-membered aromatic rings as cyclic part
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/15—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction of organic compounds with carbon dioxide, e.g. Kolbe-Schmitt synthesis

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Engineering & Computer Science (AREA)
Oil, Petroleum & Natural Gas (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Macromonomer-Based Addition Polymer (AREA)

CS543383A 1982-07-23 1983-07-20 Method of oligomerization of vinyl aromatic hydrocarbon with alkaline metallic initiators CS237282B1 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DD24190382A DD237754A3 (de)	1982-07-23	1982-07-23	Verfahren zur oligomerisierung von vinylaromaten mit alkalimetallinitiatoren

Publications (1)

Publication Number	Publication Date
CS237282B1 true CS237282B1 (en)	1985-07-16

Family

ID=5540167

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CS543383A CS237282B1 (en)	1982-07-23	1983-07-20	Method of oligomerization of vinyl aromatic hydrocarbon with alkaline metallic initiators

Country Status (5)

Country	Link
CS (1)	CS237282B1 (de)
DD (1)	DD237754A3 (de)
FR (1)	FR2530619B1 (de)
GB (1)	GB2125419B (de)
SU (1)	SU1425193A1 (de)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4845277A (en) *	1988-08-22	1989-07-04	Mine Safety Appliances Company	Method of preparing dialkoxybenzoic acid
US6525133B1 (en) *	2000-03-29	2003-02-25	The Goodyear Tire & Rubber Company	Tire with tread which utilizes an alpha-methyl styrene oligomer

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2816914A (en) *	1956-05-09	1957-12-17	Nat Distillers Chem Corp	Dimerization process
DE1066742B (de) *	1958-04-16	1959-10-08	Badische Anilin1- &. Soda-Fabrik Aktiengesellschaft, Ludwigshafen/Rhein	Verfahren zur Herstellung hochmolekularer Polymerisate und Mischpolymerisate von a-Merhylstyrol und am Kern substituierten Derivaten des a-Methylstyrols
FR1116819A (fr) *	1958-12-15	1956-05-14	Nat Distillers Prod Corp	Préparation d'acides substitués
FR1566343A (de) *	1968-02-05	1969-05-09

1982
- 1982-07-23 DD DD24190382A patent/DD237754A3/de not_active IP Right Cessation
- 1982-12-24 FR FR8221759A patent/FR2530619B1/fr not_active Expired
1983
- 1983-05-16 SU SU837772975A patent/SU1425193A1/ru active
- 1983-07-04 GB GB08318107A patent/GB2125419B/en not_active Expired
- 1983-07-20 CS CS543383A patent/CS237282B1/cs unknown

Also Published As

Publication number	Publication date
FR2530619A1 (fr)	1984-01-27
SU1425193A1 (ru)	1988-09-23
GB2125419A (en)	1984-03-07
FR2530619B1 (fr)	1987-08-28
GB8318107D0 (en)	1983-08-03
DD237754A3 (de)	1986-07-30
GB2125419B (en)	1985-05-01

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US4048420A (en)	1977-09-13	Polymerizations catalyzed by very finely divided lithium
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FR2530642A1 (fr)	1984-01-27	Procede pour la preparation d'initiateurs de polymerisation multifonctionnels
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