CS237360B1 - Processing of 1,3 diene homo-and copolymere - Google Patents

Processing of 1,3 diene homo-and copolymere Download PDF

Info

Publication number: CS237360B1
Authority: CS; Czechoslovakia
Prior art keywords: initiators; polymerization; divinylbenzene; lithium; carried out
Prior art date: 1982-08-30

Application number

CS615583A

Other languages

Czech (cs)

English (en)

Inventor

Volker Griehl

Elisabeth Antonova

Hans-Peter Schulz

Original Assignee

Volker Griehl

Elisabeth Antonova

Schulz Hans Peter

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.)

1982-08-30

Filing date

1983-08-24

Publication date

1985-07-16

1983-08-24 Application filed by Volker Griehl, Elisabeth Antonova, Schulz Hans Peter filed Critical Volker Griehl

1985-07-16 Publication of CS237360B1 publication Critical patent/CS237360B1/cs

Links

229920001577 copolymer Polymers 0.000 title claims description 3
LLVWLCAZSOLOTF-UHFFFAOYSA-N 1-methyl-4-[1,4,4-tris(4-methylphenyl)buta-1,3-dienyl]benzene Chemical compound C1=CC(C)=CC=C1C(C=1C=CC(C)=CC=1)=CC=C(C=1C=CC(C)=CC=1)C1=CC=C(C)C=C1 LLVWLCAZSOLOTF-UHFFFAOYSA-N 0.000 title 1
239000003999 initiator Substances 0.000 claims description 26
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 18
229920000642 polymer Polymers 0.000 claims description 16
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 15
238000006116 polymerization reaction Methods 0.000 claims description 14
MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 12
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 12
RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 8
238000000034 method Methods 0.000 claims description 7
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 6
238000006243 chemical reaction Methods 0.000 claims description 6
239000000203 mixture Substances 0.000 claims description 6
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 6
229910052744 lithium Inorganic materials 0.000 claims description 5
239000000178 monomer Substances 0.000 claims description 5
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 4
125000001931 aliphatic group Chemical group 0.000 claims description 4
239000002904 solvent Substances 0.000 claims description 4
125000002947 alkylene group Chemical group 0.000 claims description 3
239000003849 aromatic solvent Substances 0.000 claims description 3
229910002092 carbon dioxide Inorganic materials 0.000 claims description 3
239000001569 carbon dioxide Substances 0.000 claims description 3
229930195733 hydrocarbon Natural products 0.000 claims description 3
150000002430 hydrocarbons Chemical class 0.000 claims description 3
238000002360 preparation method Methods 0.000 claims description 3
239000004215 Carbon black (E152) Substances 0.000 claims description 2
-1 alkyl lithium Chemical compound 0.000 claims description 2
238000010539 anionic addition polymerization reaction Methods 0.000 claims description 2
MPMBRWOOISTHJV-UHFFFAOYSA-N but-1-enylbenzene Chemical compound CCC=CC1=CC=CC=C1 MPMBRWOOISTHJV-UHFFFAOYSA-N 0.000 claims description 2
238000007306 functionalization reaction Methods 0.000 claims description 2
229920001519 homopolymer Polymers 0.000 claims description 2
KVNYFPKFSJIPBJ-UHFFFAOYSA-N 1,2-diethylbenzene Chemical compound CCC1=CC=CC=C1CC KVNYFPKFSJIPBJ-UHFFFAOYSA-N 0.000 claims 2
UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims 1
229910002091 carbon monoxide Inorganic materials 0.000 claims 1
239000003153 chemical reaction reagent Substances 0.000 claims 1
150000002642 lithium compounds Chemical class 0.000 claims 1
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
150000001875 compounds Chemical class 0.000 description 5
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 5
230000015572 biosynthetic process Effects 0.000 description 4
238000003786 synthesis reaction Methods 0.000 description 4
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
125000000129 anionic group Chemical group 0.000 description 3
125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
238000007086 side reaction Methods 0.000 description 3
HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 2
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 2
239000012300 argon atmosphere Substances 0.000 description 2
230000001588 bifunctional effect Effects 0.000 description 2
229920001400 block copolymer Polymers 0.000 description 2
150000001993 dienes Chemical class 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
OIEWLITYBUYJOH-UHFFFAOYSA-N 2,3-bis(ethenyl)benzoic acid Chemical compound OC(=O)C1=CC=CC(C=C)=C1C=C OIEWLITYBUYJOH-UHFFFAOYSA-N 0.000 description 1
AMQQZUHWWJLUGS-UHFFFAOYSA-N 2,3-bis(ethenyl)thiophene Chemical compound C=CC=1C=CSC=1C=C AMQQZUHWWJLUGS-UHFFFAOYSA-N 0.000 description 1
239000004342 Benzoyl peroxide Substances 0.000 description 1
OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
239000013543 active substance Substances 0.000 description 1
239000003513 alkali Substances 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
150000001340 alkali metals 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
239000008346 aqueous phase Substances 0.000 description 1
150000001491 aromatic compounds Chemical class 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
235000019400 benzoyl peroxide Nutrition 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
239000003431 cross linking reagent Substances 0.000 description 1
SMBQBQBNOXIFSF-UHFFFAOYSA-N dilithium Chemical class [Li][Li] SMBQBQBNOXIFSF-UHFFFAOYSA-N 0.000 description 1
239000003344 environmental pollutant Substances 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
230000004992 fission Effects 0.000 description 1
238000010528 free radical solution polymerization reaction Methods 0.000 description 1
125000000524 functional group Chemical group 0.000 description 1
239000012456 homogeneous solution Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
239000012454 non-polar solvent Substances 0.000 description 1
231100000719 pollutant Toxicity 0.000 description 1
229920001195 polyisoprene Polymers 0.000 description 1
229920006216 polyvinyl aromatic Polymers 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
DSNYFFJTZPIKFZ-UHFFFAOYSA-N propoxybenzene Chemical compound CCCOC1=CC=CC=C1 DSNYFFJTZPIKFZ-UHFFFAOYSA-N 0.000 description 1
229920013730 reactive polymer Polymers 0.000 description 1
230000001105 regulatory effect Effects 0.000 description 1
229920006250 telechelic polymer Polymers 0.000 description 1
238000004448 titration Methods 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
238000010626 work up procedure Methods 0.000 description 1

Landscapes

Polymerization Catalysts (AREA)
Graft Or Block Polymers (AREA)

CS615583A 1982-08-30 1983-08-24 Processing of 1,3 diene homo-and copolymere CS237360B1 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DD24286482A DD237666A1 (de)	1982-08-30	1982-08-30	Verfahren zur herstellung endstaendig funktioneller 1,3-dienhomo- und copolymerisate

Publications (1)

Publication Number	Publication Date
CS237360B1 true CS237360B1 (en)	1985-07-16

Family

ID=5540909

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CS615583A CS237360B1 (en)	1982-08-30	1983-08-24	Processing of 1,3 diene homo-and copolymere

Country Status (2)

Country	Link
CS (1)	CS237360B1 (de)
DD (1)	DD237666A1 (de)

1982
- 1982-08-30 DD DD24286482A patent/DD237666A1/de unknown
1983
- 1983-08-24 CS CS615583A patent/CS237360B1/cs unknown

Also Published As

Publication number	Publication date
DD237666A1 (de)	1986-07-23

Publication	Publication Date	Title
US4960842A (en)	1990-10-02	Amine containing initiator system for anionic polymerization
US3959412A (en)	1976-05-25	Block polymer preparation
US4427837A (en)	1984-01-24	Process for preparation of diene-styrene-α-methylstyrene block polymers and polymers therefrom
US4083834A (en)	1978-04-11	Process for producing polymer having functional groups at its chain terminals
US6562923B1 (en)	2003-05-13	Process for the preparation of a dilithiated initiator and anionic polymerization process
WO1989004843A1 (en)	1989-06-01	Amine containing initiator system for anionic polymerization
EP0711789B1 (de)	2000-02-16	Kernfunktionalisierte Sternblockcopolymere
US5171800A (en)	1992-12-15	Anionic polymerization with bifunctional initiators
US3862251A (en)	1975-01-21	Organo-dilithium initiator for anionic polymerization, a novel polyisoprene, and processes for production thereof
JP3221755B2 (ja)	2001-10-22	新規な官能化ポリオレフィン類
KR920004616B1 (ko)	1992-06-12	중합공정 및 그 개시제 시스템
WO1991004989A1 (en)	1991-04-18	Ion-exchange reactions for polymeric alkali metal carboxylates
JP3157033B2 (ja)	2001-04-16	末端変性共役ジエン系重合体の製造方法
EP0397026B1 (de)	1993-11-03	Verfahren zur Hydrierung von Polymeren
CS237360B1 (en)	1985-07-16	Processing of 1,3 diene homo-and copolymere
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JPH10218908A (ja)	1998-08-18	テトラヒドロピラニルメタノールのアルキルエーテルの存在下での共役ジエンとビニルアレーンのアニオン共重合
JPH0546365B2 (de)	1993-07-13
GB2118952A (en)	1983-11-09	Anionic polymerisation of unsaturated monomers
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JPH0363963B2 (de)	1991-10-03
US4232137A (en)	1980-11-04	Cooling an alpha-methylstyrene polymerization mass
US3673166A (en)	1972-06-27	1,2-dialkoxybenzenes as ramdomizer for copolymerizations
US3448093A (en)	1969-06-03	Molecular weight control process for polymers
US4361682A (en)	1982-11-30	Process for preparing bimodal or multimodal polymers of conjugated dienes