DD158782A1 - Verfahren zur herstellung von polymeren mit carboxylendgruppen - Google Patents

Verfahren zur herstellung von polymeren mit carboxylendgruppen Download PDF

Info

Publication number: DD158782A1
Authority: DD; German Democratic Republic
Prior art keywords: polymers; anhydride; living; potassium tert; reaction
Prior art date: 1981-05-07

Application number

DD22978581A

Other languages

German (de)

English (en)

Inventor

Elisabeth Anton

Volker Griehl

Dieter Stubenrauch

Original Assignee

Elisabeth Anton

Volker Griehl

Dieter Stubenrauch

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.)

1981-05-07

Filing date

1981-05-07

Publication date

1983-02-02

1981-05-07 Application filed by Elisabeth Anton, Volker Griehl, Dieter Stubenrauch filed Critical Elisabeth Anton

1981-05-07 Priority to DD22978581A priority Critical patent/DD158782A1/de

1982-05-05 Priority to CS324782A priority patent/CS232759B1/cs

1983-02-02 Publication of DD158782A1 publication Critical patent/DD158782A1/de

Links

229920000642 polymer Polymers 0.000 title claims abstract description 43
238000004519 manufacturing process Methods 0.000 title 1
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 17
150000008064 anhydrides Chemical class 0.000 claims abstract description 9
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical group [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims abstract description 8
-1 cyclic anhydrides Chemical class 0.000 claims abstract description 7
150000001993 dienes Chemical class 0.000 claims abstract description 7
238000000034 method Methods 0.000 claims abstract description 7
150000004703 alkoxides Chemical class 0.000 claims abstract description 6
229910052700 potassium Inorganic materials 0.000 claims abstract description 6
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims abstract description 5
239000011591 potassium Substances 0.000 claims abstract description 5
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 abstract 2
229910052708 sodium Inorganic materials 0.000 claims abstract 2
239000011734 sodium Substances 0.000 claims abstract 2
238000006243 chemical reaction Methods 0.000 claims description 14
229910052744 lithium Inorganic materials 0.000 claims description 7
LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims description 5
JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 claims description 5
LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 claims description 4
239000002253 acid Substances 0.000 claims 1
150000008065 acid anhydrides Chemical class 0.000 claims 1
150000001875 compounds Chemical class 0.000 claims 1
238000005859 coupling reaction Methods 0.000 abstract description 6
239000000178 monomer Substances 0.000 abstract description 5
238000007306 functionalization reaction Methods 0.000 abstract description 3
FIPWRIJSWJWJAI-UHFFFAOYSA-N Butyl carbitol 6-propylpiperonyl ether Chemical compound C1=C(CCC)C(COCCOCCOCCCC)=CC2=C1OCO2 FIPWRIJSWJWJAI-UHFFFAOYSA-N 0.000 abstract 1
229960005235 piperonyl butoxide Drugs 0.000 abstract 1
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
239000003999 initiator Substances 0.000 description 7
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 4
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
238000010539 anionic addition polymerization reaction Methods 0.000 description 3
FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 3
MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 description 2
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 2
239000005062 Polybutadiene Substances 0.000 description 2
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
150000001491 aromatic compounds Chemical class 0.000 description 2
230000008878 coupling Effects 0.000 description 2
238000010168 coupling process Methods 0.000 description 2
150000003972 cyclic carboxylic anhydrides Chemical class 0.000 description 2
125000004122 cyclic group Chemical group 0.000 description 2
239000007789 gas Substances 0.000 description 2
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
229920002857 polybutadiene Polymers 0.000 description 2
239000003505 polymerization initiator Substances 0.000 description 2
239000000047 product Substances 0.000 description 2
239000007787 solid Substances 0.000 description 2
239000002904 solvent Substances 0.000 description 2
HIACAHMKXQESOV-UHFFFAOYSA-N 1,2-bis(prop-1-en-2-yl)benzene Chemical compound CC(=C)C1=CC=CC=C1C(C)=C HIACAHMKXQESOV-UHFFFAOYSA-N 0.000 description 1
FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 1
NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
PVFQZIGCPRBYPZ-UHFFFAOYSA-N [Li].[Li].CCCC Chemical compound [Li].[Li].CCCC PVFQZIGCPRBYPZ-UHFFFAOYSA-N 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
150000001339 alkali metal compounds Chemical class 0.000 description 1
XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
238000005119 centrifugation Methods 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
230000001627 detrimental effect Effects 0.000 description 1
SMBQBQBNOXIFSF-UHFFFAOYSA-N dilithium Chemical compound [Li][Li] SMBQBQBNOXIFSF-UHFFFAOYSA-N 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
238000010528 free radical solution polymerization reaction Methods 0.000 description 1
125000000524 functional group Chemical group 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
150000002642 lithium compounds Chemical class 0.000 description 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
239000011976 maleic acid Substances 0.000 description 1
KKHUSADXXDNRPW-UHFFFAOYSA-N malonic anhydride Chemical compound O=C1CC(=O)O1 KKHUSADXXDNRPW-UHFFFAOYSA-N 0.000 description 1
239000012454 non-polar solvent Substances 0.000 description 1
150000002900 organolithium compounds Chemical class 0.000 description 1
125000001979 organolithium group Chemical group 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
238000011084 recovery Methods 0.000 description 1
238000007142 ring opening reaction Methods 0.000 description 1
UIIMBOGNXHQVGW-UHFFFAOYSA-N sodium;hydron;carbonate Chemical compound [Na+].OC(O)=O UIIMBOGNXHQVGW-UHFFFAOYSA-N 0.000 description 1
150000003509 tertiary alcohols Chemical class 0.000 description 1
238000004448 titration Methods 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
229920002554 vinyl polymer Polymers 0.000 description 1

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

DD22978581A 1981-05-07 1981-05-07 Verfahren zur herstellung von polymeren mit carboxylendgruppen DD158782A1 (de)

Priority Applications (2)

Application Number	Priority Date	Filing Date	Title
DD22978581A DD158782A1 (de)	1981-05-07	1981-05-07	Verfahren zur herstellung von polymeren mit carboxylendgruppen
CS324782A CS232759B1 (en)	1981-05-07	1982-05-05	Method of polymer preparation with carboxyl end groups

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DD22978581A DD158782A1 (de)	1981-05-07	1981-05-07	Verfahren zur herstellung von polymeren mit carboxylendgruppen

Publications (1)

Publication Number	Publication Date
DD158782A1 true DD158782A1 (de)	1983-02-02

Family

ID=5530785

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD22978581A DD158782A1 (de)	1981-05-07	1981-05-07	Verfahren zur herstellung von polymeren mit carboxylendgruppen

Country Status (2)

Country	Link
CS (1)	CS232759B1 (cs)
DD (1)	DD158782A1 (cs)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO2001085805A3 (en) *	2000-05-10	2002-03-14	Bridgestone Corp	Highly functionalized polymers and a process for making the same

1981
- 1981-05-07 DD DD22978581A patent/DD158782A1/de unknown
1982
- 1982-05-05 CS CS324782A patent/CS232759B1/cs unknown

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO2001085805A3 (en) *	2000-05-10	2002-03-14	Bridgestone Corp	Highly functionalized polymers and a process for making the same

Also Published As

Publication number	Publication date
CS232759B1 (en)	1985-02-14

Publication	Publication Date	Title
DE1928856C3 (de)	1975-05-22	Verfahren zur Herstellung von Homo- oder Copolymerisaten von konjugierten Dienen
DE69205931T2 (de)	1996-04-04	Copolymere Dispersion in aliphatischen Lösungsmitteln.
EP0046862B1 (de)	1985-03-27	Verfahren zur Herstellung von verzweigten Blockcopolymerisaten und Verwendung derselben
DE3854598T2 (de)	1996-05-02	Verfahren zur Herstellung von radialen, asymmetrischen Copolymeren.
DE2615953C2 (de)	1984-07-26	Verfahren zur Herstellung von festem kautschukartigem Polybutadien mit einem hohen Gehalt von mehr als 95 % der Butadieneinheiten in cis-1,4-Konfiguration
DE3735403A1 (de)	1989-05-03	Verzweigte copolymerisate und verfahren zu ihrer herstellung
DE2004282B2 (de)	1980-05-22	Verfahren zur Homopolymerisation von Dienen oder zu deren Mischpolymerisation mit monovinylaromatischen Kohlenwasserstoffen
DE19857768A1 (de)	2000-06-08	Verknüpfte Polymere und Verfahren zur Herstellung dieser
DE69206590T2 (de)	1996-05-15	Selektive Hydrierung von Polymeren von konjugierten Diolefinen.
DE19727770A1 (de)	1999-01-07	Glycicylether aliphatischer Polyalkohole als Kopplungsmittel in der anionischen Polymerisation
EP0220602A1 (de)	1987-05-06	Transparente, schlagzähe Styrol-Block-Polymerisate und Verfahren zu ihrer Herstellung
DD158782A1 (de)	1983-02-02	Verfahren zur herstellung von polymeren mit carboxylendgruppen
DE2344784C2 (de)	1982-07-15	Verfahren zur Erhöhung des Molekulargewichts sowie der Molekulargewichtsverteilung von Homo- und Copolymeren
DE3740724C2 (cs)	1993-03-18
DE1770970A1 (de)	1972-02-03	Verfahren zur katalytischen Hydrierung von Polymeren
DE3309748A1 (de)	1984-03-01	Verfahren zur herstellung mehrfunktioneller polymerisationsinitiatoren
DE69518177T2 (de)	2001-05-31	Verfahren zum Behandeln von Polymeren aus vinylaromatischen Verbindungen und konjugierten Dienen
DD236321A1 (de)	1986-06-04	Verfahren zur selektiven butadienpolymerisation aus c tief 4 fraktion
DE2051251A1 (de)	1971-04-29	Hydrierte Polymere aus konjugierten Dienen und Verfahren zu deren Herstellung
DE2406092A1 (de)	1974-08-22	Verfahren zur herstellung von polymeren mit funktionellen gruppen an den kettenenden
DE1151941B (de)	1963-07-25	Verfahren zur Herstellung von Mischpolymerisaten aus Dienpolymerisaten und ª‡-Olefinen
DD242232A1 (de)	1987-01-21	Verfahren zur selektiven butadienpolymerisation aus c tief 4 - fraktione
DE2224388C3 (de)	1982-05-06	Verfahren zur Herstellung von trans- 1,4-Polyisopren oder trans- 1,4-Polybutadien
DE1945025A1 (de)	1971-03-11	Polymerisat eines aromatischen Multivinylkohlenwasserstoffs
DD158781A1 (de)	1983-02-02	Verfahren zur herstellung von multifunktionellen lithiumhaltigen polymerisationsinitiatoren

DD158782A1 - Verfahren zur herstellung von polymeren mit carboxylendgruppen - Google Patents

Info

Links

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Priority Applications (2)

Applications Claiming Priority (1)

Publications (1)

Family

ID=5530785

Family Applications (1)

Country Status (2)

Cited By (1)

Cited By (1)

Also Published As

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