GB599437A - Improvements in or relating to high molecular weight polymeric materials - Google Patents
Improvements in or relating to high molecular weight polymeric materialsInfo
- Publication number
- GB599437A GB599437A GB2491144A GB2491144A GB599437A GB 599437 A GB599437 A GB 599437A GB 2491144 A GB2491144 A GB 2491144A GB 2491144 A GB2491144 A GB 2491144A GB 599437 A GB599437 A GB 599437A
- Authority
- GB
- United Kingdom
- Prior art keywords
- terpolymer
- per cent
- isobutylene
- paraffin wax
- oil
- 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
- 229920001897 terpolymer Polymers 0.000 abstract 9
- PPBRXRYQALVLMV-UHFFFAOYSA-N styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 8
- -1 ethyl halide Chemical class 0.000 abstract 7
- 235000019271 petrolatum Nutrition 0.000 abstract 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 abstract 4
- 239000012188 paraffin wax Substances 0.000 abstract 4
- 239000004014 plasticizer Substances 0.000 abstract 4
- 229920000098 polyolefin Polymers 0.000 abstract 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 abstract 4
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 abstract 4
- 150000001336 alkenes Chemical class 0.000 abstract 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 3
- GQVMHMFBVWSSPF-SOYUKNQTSA-N (4E,6E)-2,6-dimethylocta-2,4,6-triene Chemical compound C\C=C(/C)\C=C\C=C(C)C GQVMHMFBVWSSPF-SOYUKNQTSA-N 0.000 abstract 2
- AFVDZBIIBXWASR-UHFFFAOYSA-N (E)-1,3,5-hexatriene Chemical compound C=CC=CC=C AFVDZBIIBXWASR-UHFFFAOYSA-N 0.000 abstract 2
- YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical compound CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 abstract 2
- AGDLFOKHPDHOPH-UHFFFAOYSA-N 4-methylhexa-1,3-diene Chemical compound CCC(C)=CC=C AGDLFOKHPDHOPH-UHFFFAOYSA-N 0.000 abstract 2
- CJSBUWDGPXGFGA-UHFFFAOYSA-N 4-methylpenta-1,3-diene Chemical compound CC(C)=CC=C CJSBUWDGPXGFGA-UHFFFAOYSA-N 0.000 abstract 2
- GQVMHMFBVWSSPF-DAIHKBMKSA-N Allo-Ocimene Natural products C\C=C(\C)/C=C/C=C(C)C GQVMHMFBVWSSPF-DAIHKBMKSA-N 0.000 abstract 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K Aluminium chloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N Cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 abstract 2
- UAHWPYUMFXYFJY-UHFFFAOYSA-N Myrcene Chemical compound CC(C)=CCCC(=C)C=C UAHWPYUMFXYFJY-UHFFFAOYSA-N 0.000 abstract 2
- YWAKXRMUMFPDSH-UHFFFAOYSA-N Pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 abstract 2
- 239000004264 Petrolatum Substances 0.000 abstract 2
- 229940066842 Petrolatum Drugs 0.000 abstract 2
- PMJHHCWVYXUKFD-SNAWJCMRSA-N Piperylene Chemical group C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 abstract 2
- 230000000111 anti-oxidant Effects 0.000 abstract 2
- 239000003963 antioxidant agent Substances 0.000 abstract 2
- 235000006708 antioxidants Nutrition 0.000 abstract 2
- 229930006719 beta-myrcene Natural products 0.000 abstract 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 2
- 239000006229 carbon black Substances 0.000 abstract 2
- 239000004927 clay Substances 0.000 abstract 2
- 229910052570 clay Inorganic materials 0.000 abstract 2
- 239000008199 coating composition Substances 0.000 abstract 2
- 229920001577 copolymer Polymers 0.000 abstract 2
- 238000001035 drying Methods 0.000 abstract 2
- 239000000975 dye Substances 0.000 abstract 2
- 239000010685 fatty oil Substances 0.000 abstract 2
- 239000000945 filler Substances 0.000 abstract 2
- 229910000460 iron oxide Inorganic materials 0.000 abstract 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 abstract 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 abstract 2
- 239000002480 mineral oil Substances 0.000 abstract 2
- KREXGRSOTUKPLX-UHFFFAOYSA-N octadecanoic acid;zinc Chemical compound [Zn].CCCCCCCCCCCCCCCCCC(O)=O.CCCCCCCCCCCCCCCCCC(O)=O KREXGRSOTUKPLX-UHFFFAOYSA-N 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- 235000019809 paraffin wax Nutrition 0.000 abstract 2
- 239000003208 petroleum Substances 0.000 abstract 2
- 239000000049 pigment Substances 0.000 abstract 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 2
- 239000000377 silicon dioxide Substances 0.000 abstract 2
- 239000011269 tar Substances 0.000 abstract 2
- 239000004408 titanium dioxide Substances 0.000 abstract 2
- 239000001993 wax Substances 0.000 abstract 2
- 239000011787 zinc oxide Substances 0.000 abstract 2
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical class CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 abstract 1
- IWDCLRJOBJJRNH-UHFFFAOYSA-N 4-Methylphenol Natural products CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 abstract 1
- 235000004431 Linum usitatissimum Nutrition 0.000 abstract 1
- 240000006240 Linum usitatissimum Species 0.000 abstract 1
- 239000000853 adhesive Substances 0.000 abstract 1
- 230000001070 adhesive Effects 0.000 abstract 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 229920001971 elastomer Polymers 0.000 abstract 1
- 235000004426 flaxseed Nutrition 0.000 abstract 1
- 239000000944 linseed oil Substances 0.000 abstract 1
- 235000021388 linseed oil Nutrition 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229920001194 natural rubber Polymers 0.000 abstract 1
- 125000000552 p-cresyl group Chemical class [H]C1=C([H])C(=C([H])C([H])=C1O*)C([H])([H])[H] 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 229920005989 resin Polymers 0.000 abstract 1
- 239000011347 resin Substances 0.000 abstract 1
- 239000005060 rubber Substances 0.000 abstract 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 abstract 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 abstract 1
- 229920003051 synthetic elastomer Polymers 0.000 abstract 1
- 239000005061 synthetic rubber Substances 0.000 abstract 1
- 239000010409 thin film Substances 0.000 abstract 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
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F212/06—Hydrocarbons
- C08F212/08—Styrene
-
- 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
- C08F36/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F36/02—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F36/04—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Olefine terpolymers are obtained by polymerization of a mixture of 29-70 per cent by volume of a C3-55 alkene, 20-70 per cent of styrene and 1-10 per cent of a C4-C10 polyolefine at a temperature not exceeding -10 DEG C. in the presence of a Friedel-Crafts catalyst dissolved in a methyl or ethyl halide. Isobutylene is the preferred alkene, others specified are propylene, isopentene and n-pentene. Polyolefines specified are isoprene, butadiene, dimethyl p butadienes, piperylene, cyclopentadiene, methyl ethyl butadiene, methyl pentadiene, myrcene, hexatriene and alloocimene. Coating compositions are prepared by dissolving a minor proportion of the terpolymer in a volatile organic solvent, e.g. benzene, toluene, or, if the styrene content of the terpolymer exceeds 40 per cent, in a drying fatty oil, e.g. linseed oil, or the terpolymer may be applied molten. It may be added to paraffin wax, petrolatum, natural waxes, asphalts, tars, mineral oils and as plasticiser to rubber and other resins, e.g. isobutylene-isoprene copolymers (see Group V). Other uses include the making of thin films and adhesives. It may be vulcanized and/or compounded with fillers, pigments, oil-soluble dyes, antioxidants and plasticisers, e.g. clay, chalk, silica, carbon black, zinc oxide, iron oxide, titanium dioxide, di-o-tert.-butyl derivative of p-cresol, zinc stearate, paraffin wax and petroleum sulphonates. Specifications 513,521 and 599,484 are referred to.ALSO:Olefine terpolymers are obtained by low-temperature polymerisation in presence of a Friedel-Crafts catalyst of a C3-C3 alkene, styrene and a C4-C10 polyolefine (see Group IV). Isobutylene, propylene, isopentene and n-pentene are specified isoolefines. Polyolefines listed are isoprene, butadiene, dimethyl butadienes, piperylene, cyclopentadiene, methyl ethyl butadiene, methyl pentadiene, myrcene, hexatriene and alloocimene. Coating compositions comprise a minor proportion of terpolymer in a volatile organic solvent, e.g., benzene, toluene, or, if the styrene content of the terpolymer exceeds 40 per cent., in a drying fatty oil, e.g., linseed, and the terpolymer may be applied molten. It may be used as a plasticiser for natural and synthetic rubbers, e.g., isobutylene-isoprene copolymers. It may be added to increase viscosity to mineral oils and blended with paraffin wax, petrolatum, natural waxes, asphalts and tars. The terpolymer may be vulcanised and/or compounded with fillers, pigments, oil-soluble dyes, anti-oxidants and plasticisers, e.g., clay, chalk, silica, carbon black, zinc oxide, iron oxide, titanium dioxide, di-o-tert. butyl. derivative of p-cresol, zinc stearate, paraffin wax and petroleum sulphates. Specifications 513,521, [Group IV], and 599,484, are referred to.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB599437A true GB599437A (en) | 1948-03-12 |
Family
ID=1738745
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2491144A Expired GB599437A (en) | 1944-12-12 | Improvements in or relating to high molecular weight polymeric materials |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB599437A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2631953A (en) * | 1949-03-12 | 1953-03-17 | Standard Oil Dev Co | Bonding isoolefin-diolefin rubber to metal by an isoolefin-styrenediolefin resin and a modified natural rubber tie ply |
| US2676950A (en) * | 1951-11-29 | 1954-04-27 | Standard Oil Dev Co | Low unsaturation curable tripolymer resins from a diolefin, an alkene and styrene orhomologue thereof |
| EP0781788A3 (en) * | 1995-12-29 | 1998-03-18 | Mitsui Petrochemical Industries, Ltd. | Unsaturated copolymer based on olefin and production and use thereof |
| WO2024174427A1 (en) * | 2023-02-20 | 2024-08-29 | 北京化工大学 | Copolymer of isobutylene, alloocimene and derivative thereof, and preparation method for copolymer |
-
1944
- 1944-12-12 GB GB2491144A patent/GB599437A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2631953A (en) * | 1949-03-12 | 1953-03-17 | Standard Oil Dev Co | Bonding isoolefin-diolefin rubber to metal by an isoolefin-styrenediolefin resin and a modified natural rubber tie ply |
| US2676950A (en) * | 1951-11-29 | 1954-04-27 | Standard Oil Dev Co | Low unsaturation curable tripolymer resins from a diolefin, an alkene and styrene orhomologue thereof |
| EP0781788A3 (en) * | 1995-12-29 | 1998-03-18 | Mitsui Petrochemical Industries, Ltd. | Unsaturated copolymer based on olefin and production and use thereof |
| WO2024174427A1 (en) * | 2023-02-20 | 2024-08-29 | 北京化工大学 | Copolymer of isobutylene, alloocimene and derivative thereof, and preparation method for copolymer |
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