CA1038535A - Process for the preparation of novel block polymers - Google Patents

Process for the preparation of novel block polymers

Info

Publication number: CA1038535A
Authority: CA; Canada
Prior art keywords: block; polymer; styrene; polystyrene; solution
Prior art date: 1973-08-06
Legal status (The legal status 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 status listed.): Expired

Application number

CA204,060A

Other languages

English (en)

French (fr)

Other versions

CA204060S (en

Inventor

Robert E. Cunningham

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Goodyear Tire and Rubber Co

Original Assignee

Goodyear Tire and Rubber Co

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.)

1973-08-06

Filing date

1974-07-04

Publication date

1978-09-12

1974-07-04 Application filed by Goodyear Tire and Rubber Co filed Critical Goodyear Tire and Rubber Co

1978-09-12 Application granted granted Critical

1978-09-12 Publication of CA1038535A publication Critical patent/CA1038535A/en

Status Expired legal-status Critical Current

Links

229920000642 polymer Polymers 0.000 title claims abstract description 57
238000000034 method Methods 0.000 title claims abstract description 11
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical group C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 17
238000006116 polymerization reaction Methods 0.000 claims description 15
GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims description 10
150000001993 dienes Chemical class 0.000 claims description 9
125000000217 alkyl group Chemical group 0.000 claims description 8
150000003440 styrenes Chemical class 0.000 claims description 5
230000000379 polymerizing effect Effects 0.000 claims description 4
239000003054 catalyst Substances 0.000 claims description 3
HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 claims description 2
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
WAEOXIOXMKNFLQ-UHFFFAOYSA-N 1-methyl-4-prop-2-enylbenzene Chemical group CC1=CC=C(CC=C)C=C1 WAEOXIOXMKNFLQ-UHFFFAOYSA-N 0.000 claims 1
125000004432 carbon atom Chemical group C* 0.000 claims 1
229920001577 copolymer Polymers 0.000 abstract description 2
230000001747 exhibiting effect Effects 0.000 abstract 1
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 24
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 18
239000004793 Polystyrene Substances 0.000 description 16
229920002223 polystyrene Polymers 0.000 description 16
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
239000003999 initiator Substances 0.000 description 8
229920003214 poly(methacrylonitrile) Polymers 0.000 description 7
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
239000000499 gel Substances 0.000 description 6
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 4
239000000203 mixture Substances 0.000 description 4
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 4
229910052757 nitrogen Inorganic materials 0.000 description 4
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
239000005062 Polybutadiene Substances 0.000 description 3
-1 alkyl substituted - Chemical class 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
239000000178 monomer Substances 0.000 description 3
229920002857 polybutadiene Polymers 0.000 description 3
239000000741 silica gel Substances 0.000 description 3
229910002027 silica gel Inorganic materials 0.000 description 3
239000002904 solvent Substances 0.000 description 3
RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
ATHHXGZTWNVVOU-UHFFFAOYSA-N N-methylformamide Chemical compound CNC=O ATHHXGZTWNVVOU-UHFFFAOYSA-N 0.000 description 2
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
229920001400 block copolymer Polymers 0.000 description 2
150000001875 compounds Chemical class 0.000 description 2
IIEWJVIFRVWJOD-UHFFFAOYSA-N ethyl cyclohexane Natural products CCC1CCCCC1 IIEWJVIFRVWJOD-UHFFFAOYSA-N 0.000 description 2
239000012467 final product Substances 0.000 description 2
239000007789 gas Substances 0.000 description 2
229910052744 lithium Inorganic materials 0.000 description 2
230000000704 physical effect Effects 0.000 description 2
239000000047 product Substances 0.000 description 2
AHAREKHAZNPPMI-AATRIKPKSA-N (3e)-hexa-1,3-diene Chemical compound CC\C=C\C=C AHAREKHAZNPPMI-AATRIKPKSA-N 0.000 description 1
PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical group C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
SUJWMMYTMBMNMU-VOTSOKGWSA-N (e)-5-methylidenehept-3-ene Chemical compound CC\C=C\C(=C)CC SUJWMMYTMBMNMU-VOTSOKGWSA-N 0.000 description 1
KUFLEYZWYCAZCC-UHFFFAOYSA-N 2-methylhexa-1,3-diene Chemical compound CCC=CC(C)=C KUFLEYZWYCAZCC-UHFFFAOYSA-N 0.000 description 1
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
235000006696 Catha edulis Nutrition 0.000 description 1
240000007681 Catha edulis Species 0.000 description 1
241000575946 Ione Species 0.000 description 1
LTXREWYXXSTFRX-QGZVFWFLSA-N Linagliptin Chemical compound N=1C=2N(C)C(=O)N(CC=3N=C4C=CC=CC4=C(C)N=3)C(=O)C=2N(CC#CC)C=1N1CCC[C@@H](N)C1 LTXREWYXXSTFRX-QGZVFWFLSA-N 0.000 description 1
CEAYJLIWHKSKBI-UHFFFAOYSA-N [Li]C1CCC([Li])CC1 Chemical compound [Li]C1CCC([Li])CC1 CEAYJLIWHKSKBI-UHFFFAOYSA-N 0.000 description 1
QWFRFVPEFDDMQD-UHFFFAOYSA-N [Li]CCCCCCCCCC[Li] Chemical compound [Li]CCCCCCCCCC[Li] QWFRFVPEFDDMQD-UHFFFAOYSA-N 0.000 description 1
BZEZSORUWZUMNU-UHFFFAOYSA-N [Li]CCCC[Li] Chemical compound [Li]CCCC[Li] BZEZSORUWZUMNU-UHFFFAOYSA-N 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
230000002411 adverse Effects 0.000 description 1
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
125000002877 alkyl aryl group Chemical group 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
239000003849 aromatic solvent Substances 0.000 description 1
125000003710 aryl alkyl group Chemical group 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
230000003197 catalytic effect Effects 0.000 description 1
125000000753 cycloalkyl group Chemical group 0.000 description 1
230000000694 effects Effects 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
150000002825 nitriles Chemical class 0.000 description 1
150000002894 organic compounds Chemical class 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
239000002530 phenolic antioxidant Substances 0.000 description 1
PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
229920001195 polyisoprene Polymers 0.000 description 1
239000011414 polymer cement Substances 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
238000006276 transfer reaction Methods 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F297/00—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer
- C08F297/02—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the anionic type
- C08F297/04—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the anionic type polymerising vinyl aromatic monomers and conjugated dienes
- C08F297/048—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the anionic type polymerising vinyl aromatic monomers and conjugated dienes polymerising vinyl aromatic monomers, conjugated dienes and polar monomers

Landscapes

Chemical & Material Sciences (AREA)
Inorganic Chemistry (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Graft Or Block Polymers (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

CA204,060A 1973-08-06 1974-07-04 Process for the preparation of novel block polymers Expired CA1038535A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US38591673A	1973-08-06	1973-08-06

Publications (1)

Publication Number	Publication Date
CA1038535A true CA1038535A (en)	1978-09-12

Family

ID=23523418

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA204,060A Expired CA1038535A (en)	1973-08-06	1974-07-04	Process for the preparation of novel block polymers

Country Status (9)

Country	Link
JP (1)	JPS559422B2 (it)
BE (1)	BE818468A (it)
BR (1)	BR7406342D0 (it)
CA (1)	CA1038535A (it)
DE (1)	DE2432696C3 (it)
FR (1)	FR2240243B1 (it)
GB (1)	GB1448177A (it)
IT (1)	IT1016965B (it)
NL (1)	NL172554C (it)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP2004323743A (ja) *	2003-04-25	2004-11-18	Institute Of Physical & Chemical Research	ブロック共重合体の製造方法
CN113416288A (zh) *	2021-06-01	2021-09-21	广东众和化塑股份公司	一种环保无凝胶的接枝二烯烃聚合物的制备方法

1974
- 1974-07-04 CA CA204,060A patent/CA1038535A/en not_active Expired
- 1974-07-08 DE DE19742432696 patent/DE2432696C3/de not_active Expired
- 1974-07-10 GB GB3051474A patent/GB1448177A/en not_active Expired
- 1974-07-23 IT IT5223974A patent/IT1016965B/it active
- 1974-07-30 FR FR7426363A patent/FR2240243B1/fr not_active Expired
- 1974-08-02 BE BE147271A patent/BE818468A/xx not_active IP Right Cessation
- 1974-08-02 BR BR634274A patent/BR7406342D0/pt unknown
- 1974-08-06 JP JP9021974A patent/JPS559422B2/ja not_active Expired
- 1974-08-06 NL NL7410574A patent/NL172554C/xx not_active IP Right Cessation

Also Published As

Publication number	Publication date
FR2240243B1 (it)	1977-10-14
GB1448177A (en)	1976-09-02
NL7410574A (nl)	1975-02-10
BE818468A (fr)	1974-12-02
NL172554C (nl)	1983-09-16
JPS5049390A (it)	1975-05-02
NL172554B (nl)	1983-04-18
DE2432696C3 (de)	1982-04-08
BR7406342D0 (pt)	1975-09-09
DE2432696A1 (de)	1975-02-20
AU7105674A (en)	1976-01-15
JPS559422B2 (it)	1980-03-10
IT1016965B (it)	1977-06-20
DE2432696B2 (de)	1981-02-26
FR2240243A1 (it)	1975-03-07

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