GB1222860A - Grafted block copolymers of synthetic rubbers and polyolefins - Google Patents
Grafted block copolymers of synthetic rubbers and polyolefinsInfo
- Publication number
- GB1222860A GB1222860A GB5949368A GB5949368A GB1222860A GB 1222860 A GB1222860 A GB 1222860A GB 5949368 A GB5949368 A GB 5949368A GB 5949368 A GB5949368 A GB 5949368A GB 1222860 A GB1222860 A GB 1222860A
- Authority
- GB
- United Kingdom
- Prior art keywords
- copolymer
- ethylene
- rubber
- phenolic
- isobutylene
- Prior art date
- 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
Links
- 229920001400 block copolymer Polymers 0.000 title abstract 4
- 229920003051 synthetic elastomer Polymers 0.000 title abstract 2
- 239000005061 synthetic rubber Substances 0.000 title abstract 2
- 229920000098 polyolefin Polymers 0.000 title 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 9
- 229920001577 copolymer Polymers 0.000 abstract 7
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 abstract 6
- -1 ethylene, propylene Chemical group 0.000 abstract 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 5
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 4
- 239000005977 Ethylene Substances 0.000 abstract 4
- 229920005549 butyl rubber Polymers 0.000 abstract 4
- 229920000642 polymer Polymers 0.000 abstract 4
- 239000011347 resin Substances 0.000 abstract 4
- 229920005989 resin Polymers 0.000 abstract 4
- 229920001971 elastomer Polymers 0.000 abstract 3
- 229920001684 low density polyethylene Polymers 0.000 abstract 3
- 239000004702 low-density polyethylene Substances 0.000 abstract 3
- 239000000047 product Substances 0.000 abstract 3
- 239000005060 rubber Substances 0.000 abstract 3
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 abstract 2
- 125000002877 alkyl aryl group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 229920001903 high density polyethylene Polymers 0.000 abstract 2
- 239000004700 high-density polyethylene Substances 0.000 abstract 2
- 239000000463 material Substances 0.000 abstract 2
- 150000002989 phenols Chemical class 0.000 abstract 2
- 229920001897 terpolymer Polymers 0.000 abstract 2
- FWPIDFUJEMBDLS-UHFFFAOYSA-L tin(II) chloride dihydrate Chemical compound O.O.Cl[Sn]Cl FWPIDFUJEMBDLS-UHFFFAOYSA-L 0.000 abstract 2
- DECTVMOFPJKFOZ-UHFFFAOYSA-N 2,6-bis(hydroxymethyl)phenol Chemical class OCC1=CC=CC(CO)=C1O DECTVMOFPJKFOZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000004156 Azodicarbonamide Substances 0.000 abstract 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 abstract 1
- VHOQXEIFYTTXJU-UHFFFAOYSA-N Isobutylene-isoprene copolymer Chemical compound CC(C)=C.CC(=C)C=C VHOQXEIFYTTXJU-UHFFFAOYSA-N 0.000 abstract 1
- 229920000459 Nitrile rubber Polymers 0.000 abstract 1
- 239000005062 Polybutadiene Substances 0.000 abstract 1
- 239000004743 Polypropylene Substances 0.000 abstract 1
- YUDRVAHLXDBKSR-UHFFFAOYSA-N [CH]1CCCCC1 Chemical compound [CH]1CCCCC1 YUDRVAHLXDBKSR-UHFFFAOYSA-N 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- XOZUGNYVDXMRKW-AATRIKPKSA-N azodicarbonamide Chemical compound NC(=O)\N=N\C(N)=O XOZUGNYVDXMRKW-AATRIKPKSA-N 0.000 abstract 1
- 235000019399 azodicarbonamide Nutrition 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 230000001588 bifunctional effect Effects 0.000 abstract 1
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 abstract 1
- NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 abstract 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000006229 carbon black Substances 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 abstract 1
- 239000006260 foam Substances 0.000 abstract 1
- 125000000524 functional group Chemical group 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 229920001519 homopolymer Polymers 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000011872 intimate mixture Substances 0.000 abstract 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- BVJSUAQZOZWCKN-UHFFFAOYSA-N p-hydroxybenzyl alcohol Chemical compound OCC1=CC=C(O)C=C1 BVJSUAQZOZWCKN-UHFFFAOYSA-N 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 229920002857 polybutadiene Polymers 0.000 abstract 1
- 229920001155 polypropylene Polymers 0.000 abstract 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 1
- 229920003048 styrene butadiene rubber Polymers 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 239000004711 α-olefin Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G81/00—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers
- C08G81/02—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers at least one of the polymers being obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C08G81/021—Block or graft polymers containing only sequences of polymers of C08C or C08F
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
1,222,860. Grafted block copolymers. ALLIED CHEMICAL CORP. 13 Dec., 1968 [15 Dec., 1967; 29 Nov., 1968], No. 59493/68. Headings C3C and C3P. A grafted block copolymer consists of (A) a homopolymer or copolymer of ethylene, propylene or butene-1, and (B) polymeric chains derived from an unsaturated uncured synthetic rubber, said chains being present in an amount of from 1 to 50% by weight of (A) and (B) together, and the said chains being grafted to (A) through (C) units derived from a phenolic material containing two functional groups in ortho positions to phenolic hydroxyl groups. The block copolymer is prepared by heating at 120‹ to 220‹ C. an intimate mixture comprising (A), which is a polymer containing at least one double bond per average molecule e.g. a high or low density polyethylene, a copolymer of ethylene with up to 3% by weight of another alphaolefin, or a propylene or butene-1 polymer having an isotactic content of at least 50%, with (B) 1 to 60%, by weight of (A) and (B) together, of the rubber which has at least one double bond per molecule; and (C) at least 0À3%, by weight of (A) and (B) together of the bifunctional phenolic material. Suitable phenolic compounds include ortho-, halo- or hydroxy alkyl phenols containing an alkyl, alkaryl or aralkyl radical in the para-position e.g. the 2,6-dimethylol-phenols containing an octyl, phenyl, tert. butyl, benzyl, alpha, alphadimethylbenzyl, dodecyl or cyclohexyl radical in the 4-position. The phenolic compound may be a condensation polymer of a phenolic dialcohol e.g. a brominated polymeric phenol such as that having the formula wherein R is an alkyl, aralkyl or alkaryl group containing up to 16 carbon atoms. Examples are given in which copolymers are produced from mixtures comprising (i) ethylene.butylene copolymer, a rubber selected from isobutyleneisoprene copolymer, ethylene-propylene terpolymer, butadiene - acrylonitrile copolymer, polybutadiene and SBR, a brominated reaction product of p-methylolphenol with formaldehyde, and carbon black; (ii) ethylene/butene-1 copolymer, low density polyethylene, isobutylene-isoprene rubber and the said brominated product; (iii) low density polyethylene, isobutylene-isoprene rubber and the said brominated product; (iv) high density polyethylene, isobutylene-isoprene rubber, a p-tert. butyl phenol/formaldehyde resin or p-phenylphenol/ formaldehyde resin and stannous chloride dihydrate; (v) polypropylene, isobutylene-isoprene rubber and one of the said resins or the said brominated product; and (vi) polypropylene, ethylene-propylene terpolymer rubber and the p-tert. butyl phenol/formaldehyde resin. The copolymer produced in (iii) is mixed with an ethylene/butene-1 copolymer and azodicarbonamide and extruded to yield a foam rod.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US69075867A | 1967-12-15 | 1967-12-15 | |
| US78016568A | 1968-11-29 | 1968-11-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1222860A true GB1222860A (en) | 1971-02-17 |
Family
ID=27104666
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5949368A Expired GB1222860A (en) | 1967-12-15 | 1968-12-13 | Grafted block copolymers of synthetic rubbers and polyolefins |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE1814953A1 (en) |
| FR (1) | FR1595156A (en) |
| GB (1) | GB1222860A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4252909A (en) | 1978-03-08 | 1981-02-24 | Mitsui Petrochemical Industries, Ltd. | Free-expandable rubbery composition |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4999403A (en) * | 1988-10-28 | 1991-03-12 | Exxon Chemical Patents Inc. | Graft polymers of functionalized ethylene-alpha-olefin copolymer with polypropylene, methods of preparation, and use in polypropylene compositions |
-
1968
- 1968-12-13 GB GB5949368A patent/GB1222860A/en not_active Expired
- 1968-12-16 DE DE19681814953 patent/DE1814953A1/en active Pending
- 1968-12-16 FR FR1595156D patent/FR1595156A/fr not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4252909A (en) | 1978-03-08 | 1981-02-24 | Mitsui Petrochemical Industries, Ltd. | Free-expandable rubbery composition |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1595156A (en) | 1970-06-08 |
| DE1814953A1 (en) | 1969-07-03 |
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