GB932514A - Improvements in or relating to the cross-linking of crystalline polyolefines - Google Patents
Improvements in or relating to the cross-linking of crystalline polyolefinesInfo
- Publication number
- GB932514A GB932514A GB238061A GB238061A GB932514A GB 932514 A GB932514 A GB 932514A GB 238061 A GB238061 A GB 238061A GB 238061 A GB238061 A GB 238061A GB 932514 A GB932514 A GB 932514A
- Authority
- GB
- United Kingdom
- Prior art keywords
- cross
- linking
- grafting
- acid
- polyethylene
- 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
- 238000004132 cross linking Methods 0.000 title abstract 9
- 229920000098 polyolefin Polymers 0.000 title abstract 4
- -1 polyethylene Polymers 0.000 abstract 9
- 239000004698 Polyethylene Substances 0.000 abstract 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 6
- 229920000573 polyethylene Polymers 0.000 abstract 6
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 abstract 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 4
- 239000000203 mixture Substances 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract 2
- 239000004743 Polypropylene Substances 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- 239000003431 cross linking reagent Substances 0.000 abstract 2
- 125000005395 methacrylic acid group Chemical group 0.000 abstract 2
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 abstract 2
- 238000006385 ozonation reaction Methods 0.000 abstract 2
- 229920001155 polypropylene Polymers 0.000 abstract 2
- 239000011787 zinc oxide Substances 0.000 abstract 2
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 abstract 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 abstract 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 abstract 1
- AYKYXWQEBUNJCN-UHFFFAOYSA-N 3-methylfuran-2,5-dione Chemical class CC1=CC(=O)OC1=O AYKYXWQEBUNJCN-UHFFFAOYSA-N 0.000 abstract 1
- 239000004342 Benzoyl peroxide Substances 0.000 abstract 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 abstract 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 abstract 1
- 239000004952 Polyamide Substances 0.000 abstract 1
- 239000004642 Polyimide Substances 0.000 abstract 1
- 239000004372 Polyvinyl alcohol Substances 0.000 abstract 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 abstract 1
- 150000008064 anhydrides Chemical group 0.000 abstract 1
- 235000019400 benzoyl peroxide Nutrition 0.000 abstract 1
- SNCZNSNPXMPCGN-UHFFFAOYSA-N butanediamide Chemical compound NC(=O)CCC(N)=O SNCZNSNPXMPCGN-UHFFFAOYSA-N 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 150000001244 carboxylic acid anhydrides Chemical group 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 abstract 1
- WCOATMADISNSBV-UHFFFAOYSA-K diacetyloxyalumanyl acetate Chemical compound [Al+3].CC([O-])=O.CC([O-])=O.CC([O-])=O WCOATMADISNSBV-UHFFFAOYSA-K 0.000 abstract 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 abstract 1
- 150000004679 hydroxides Chemical class 0.000 abstract 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 150000002739 metals Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 abstract 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 abstract 1
- 229920002647 polyamide Polymers 0.000 abstract 1
- 229920000768 polyamine Polymers 0.000 abstract 1
- 229920001721 polyimide Polymers 0.000 abstract 1
- 229920001228 polyisocyanate Polymers 0.000 abstract 1
- 239000005056 polyisocyanate Substances 0.000 abstract 1
- 229920000193 polymethacrylate Polymers 0.000 abstract 1
- 229920005554 polynitrile Polymers 0.000 abstract 1
- 229920005862 polyol Polymers 0.000 abstract 1
- 150000003077 polyols Chemical class 0.000 abstract 1
- 229920002451 polyvinyl alcohol 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
- 150000003839 salts Chemical class 0.000 abstract 1
- WSWCOQWTEOXDQX-MQQKCMAXSA-N sorbic acid group Chemical group C(\C=C\C=C\C)(=O)O WSWCOQWTEOXDQX-MQQKCMAXSA-N 0.000 abstract 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 abstract 1
- 229960001124 trientine Drugs 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
- C08F255/00—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00
Abstract
Crystalline polyolefines are cross-linked by grafting thereon compounds containing carboxylic acid or anhydride groups having at least one carbon-to-carbon double bond, and then cross-linking by means of a compound having at least two groups capable of reacting with the acid or anhydride groups. Polyolefines specified are polyethylene, polypropylene and propylene. The grafting is preferably carried out by preozonization of the polyolefine by the processes described in Specifications 791,453 and 883,791. The acidic compound may be acrylic, methacrylic, crotonic, sorbic, cinnamic, mchlorocinnamic, atropic, maleic, fumaric, itaconic, glutaconic, aconitic, hydromuconic, oleic, linoleic, oleostearic, vinylacrylic and styrylacrylic acids, and acrylic, methacrylic, maleic, itaconic and citraconic anhydrides. The crosslinking agent is selected from polyamines, polyamides, polyimides, polynitriles, polyisocyanates, acid polychlorides polyols, polyepoxys and oxides, salts and hydroxides of polyvalent metals, lists of these compounds are provided. The cross-linking agents may be polymeric. The examples describe: (1) grafting acrylic acid on to ozonized polyethylene and cross-linking with zinc oxide; (2) grafting a mixture of styrene and acrylic acid on to ozonized polyethylene and cross-linking with zinc oxide or triethylene tetramine; (3) as in (1) but cross-linking with polyvinyl alcohol; (4) grafting a mixture of maleic anhydride and styrene on to polyethylene, either by ozonization or the use of benzoyl peroxide, and cross-linking with glycidyl polymethacrylate; (5) grafting methacrylic acid on to polypropylene, either by ozonization or the use of cumene hydroperoxide, and cross-linking with oxalyl chloride; (6) grafting a mixture of itaconic acid and styrene on to polyethylene in the presence of tert.-butyl peroxide and crosslinking with aluminium acetate; and (7) grafting a mixture of crotonic acid and vinyl acetate on to ozonized polyethylene and cross-linking with succinamide.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR816352A FR1255077A (en) | 1960-01-20 | 1960-01-20 | Process for crosslinking polyolefins and products obtained |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB932514A true GB932514A (en) | 1963-07-31 |
Family
ID=8724141
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB238061A Expired GB932514A (en) | 1960-01-20 | 1961-01-20 | Improvements in or relating to the cross-linking of crystalline polyolefines |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE599340A (en) |
| DE (1) | DE1520460A1 (en) |
| FR (1) | FR1255077A (en) |
| GB (1) | GB932514A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3248380A1 (en) * | 1981-12-28 | 1983-07-14 | Mitsubishi Rayon Co., Ltd., Tokyo | COMPOSITE MATERIAL WITH IMPROVED PROPERTIES |
| FR2570708A1 (en) * | 1984-09-27 | 1986-03-28 | Atochem | POLYMERS OBTAINED FROM ANHYDRIDE GRAFTED POLYPROPYLENE OLIGOMERS, METHOD OF MANUFACTURE AND USE |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3264269A (en) * | 1962-08-03 | 1966-08-02 | Du Pont | Process for cross-linking polymers containing carboxyl groups which comprises imbibing a shaped article of the polymer in a dhsocyanate |
| JPS5689518A (en) * | 1979-12-21 | 1981-07-20 | Toyo Ink Mfg Co Ltd | Production of laminate |
-
0
- BE BE599340D patent/BE599340A/xx unknown
-
1960
- 1960-01-20 FR FR816352A patent/FR1255077A/en not_active Expired
-
1961
- 1961-01-19 DE DE19611520460 patent/DE1520460A1/en active Pending
- 1961-01-20 GB GB238061A patent/GB932514A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3248380A1 (en) * | 1981-12-28 | 1983-07-14 | Mitsubishi Rayon Co., Ltd., Tokyo | COMPOSITE MATERIAL WITH IMPROVED PROPERTIES |
| FR2570708A1 (en) * | 1984-09-27 | 1986-03-28 | Atochem | POLYMERS OBTAINED FROM ANHYDRIDE GRAFTED POLYPROPYLENE OLIGOMERS, METHOD OF MANUFACTURE AND USE |
| EP0177401A1 (en) * | 1984-09-27 | 1986-04-09 | Elf Atochem S.A. | Polymers obtained by grafting an anhydride onto polypropylene oligomers, process for their preparation and their uses |
| AU583056B2 (en) * | 1984-09-27 | 1989-04-20 | Atochem | Polymers obtained from oligomers of anhydride-grafted polypropylene, manufacturing process and uses |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1520460A1 (en) | 1969-08-07 |
| BE599340A (en) | |
| FR1255077A (en) | 1961-03-03 |
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