WO1996040800B1 - Peroxide and radiation curable compositions containing isobutylene copolymers having acrylate functionality - Google Patents
Peroxide and radiation curable compositions containing isobutylene copolymers having acrylate functionalityInfo
- Publication number
- WO1996040800B1 WO1996040800B1 PCT/US1996/008156 US9608156W WO9640800B1 WO 1996040800 B1 WO1996040800 B1 WO 1996040800B1 US 9608156 W US9608156 W US 9608156W WO 9640800 B1 WO9640800 B1 WO 9640800B1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- copolymer
- peroxide
- cured
- para
- composition
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract 16
- 229920001577 copolymer Polymers 0.000 title claims abstract 12
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 title claims abstract 5
- 150000002978 peroxides Chemical class 0.000 title claims 5
- 125000004432 carbon atoms Chemical group C* 0.000 claims abstract 4
- 239000000945 filler Substances 0.000 claims abstract 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N AI2O3 Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims 2
- AYJRCSIUFZENHW-UHFFFAOYSA-L Barium carbonate Chemical compound [Ba+2].[O-]C([O-])=O AYJRCSIUFZENHW-UHFFFAOYSA-L 0.000 claims 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L Barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 claims 2
- 210000004369 Blood Anatomy 0.000 claims 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L Calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 claims 2
- 239000008280 blood Substances 0.000 claims 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
- 239000006229 carbon black Substances 0.000 claims 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims 2
- 239000002516 radical scavenger Substances 0.000 claims 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims 2
- 230000000087 stabilizing Effects 0.000 claims 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims 2
- WNROFYMDJYEPJX-UHFFFAOYSA-K Aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 claims 1
- 229910000906 Bronze Inorganic materials 0.000 claims 1
- 229960003563 Calcium Carbonate Drugs 0.000 claims 1
- WUKWITHWXAAZEY-UHFFFAOYSA-L Calcium fluoride Chemical compound [F-].[F-].[Ca+2] WUKWITHWXAAZEY-UHFFFAOYSA-L 0.000 claims 1
- JHLNERQLKQQLRZ-UHFFFAOYSA-N Calcium silicate Chemical compound [Ca+2].[Ca+2].[O-][Si]([O-])([O-])[O-] JHLNERQLKQQLRZ-UHFFFAOYSA-N 0.000 claims 1
- 206010073306 Exposure to radiation Diseases 0.000 claims 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L Magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 claims 1
- REHXRBDMVPYGJX-UHFFFAOYSA-H Sodium hexafluoroaluminate Chemical compound [Na+].[Na+].[Na+].F[Al-3](F)(F)(F)(F)F REHXRBDMVPYGJX-UHFFFAOYSA-H 0.000 claims 1
- 239000005083 Zinc sulfide Substances 0.000 claims 1
- 229910052782 aluminium Inorganic materials 0.000 claims 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminum Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims 1
- SPPOVYALFLURKN-UHFFFAOYSA-N aluminum;silicic acid;sodium Chemical compound [Na].[Al].O[Si](O)(O)O SPPOVYALFLURKN-UHFFFAOYSA-N 0.000 claims 1
- 239000010425 asbestos Substances 0.000 claims 1
- YCEJLNKYYGDNTD-UHFFFAOYSA-L barium(2+);oxozinc;sulfanylidenezinc;sulfate Chemical compound [Ba+2].[Zn]=O.[Zn]=S.[O-]S([O-])(=O)=O YCEJLNKYYGDNTD-UHFFFAOYSA-L 0.000 claims 1
- 239000010974 bronze Substances 0.000 claims 1
- 229910000019 calcium carbonate Inorganic materials 0.000 claims 1
- 229910001634 calcium fluoride Inorganic materials 0.000 claims 1
- 239000000378 calcium silicate Substances 0.000 claims 1
- 229910052918 calcium silicate Inorganic materials 0.000 claims 1
- 239000001913 cellulose Substances 0.000 claims 1
- 229920002678 cellulose Polymers 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- -1 day Chemical compound 0.000 claims 1
- 235000014113 dietary fatty acids Nutrition 0.000 claims 1
- 239000000194 fatty acid Substances 0.000 claims 1
- 150000004665 fatty acids Chemical class 0.000 claims 1
- 150000002194 fatty esters Chemical class 0.000 claims 1
- 239000010433 feldspar Substances 0.000 claims 1
- 239000011521 glass Substances 0.000 claims 1
- 229910052500 inorganic mineral Inorganic materials 0.000 claims 1
- 239000011133 lead Substances 0.000 claims 1
- 239000001095 magnesium carbonate Substances 0.000 claims 1
- 239000011776 magnesium carbonate Substances 0.000 claims 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 claims 1
- 239000000395 magnesium oxide Substances 0.000 claims 1
- 239000010445 mica Substances 0.000 claims 1
- 229910052618 mica group Inorganic materials 0.000 claims 1
- 239000011707 mineral Substances 0.000 claims 1
- 239000010434 nepheline Substances 0.000 claims 1
- 229910052664 nepheline Inorganic materials 0.000 claims 1
- 239000010451 perlite Substances 0.000 claims 1
- 235000019362 perlite Nutrition 0.000 claims 1
- 229910052903 pyrophyllite Inorganic materials 0.000 claims 1
- 229910052895 riebeckite Inorganic materials 0.000 claims 1
- 239000000377 silicon dioxide Substances 0.000 claims 1
- 235000012239 silicon dioxide Nutrition 0.000 claims 1
- 239000000454 talc Substances 0.000 claims 1
- 229910052623 talc Inorganic materials 0.000 claims 1
- 239000004408 titanium dioxide Substances 0.000 claims 1
- 239000010456 wollastonite Substances 0.000 claims 1
- 229910052882 wollastonite Inorganic materials 0.000 claims 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims 1
- 239000011701 zinc Substances 0.000 claims 1
- 229910052725 zinc Inorganic materials 0.000 claims 1
- 239000011787 zinc oxide Substances 0.000 claims 1
- 229910052984 zinc sulfide Inorganic materials 0.000 claims 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract 2
- 239000000463 material Substances 0.000 abstract 2
- 238000009413 insulation Methods 0.000 abstract 1
- 230000003014 reinforcing Effects 0.000 abstract 1
Abstract
The invention relates to peroxide- or radiation-curable copolymer containing compositions and to the resulting radiation- or peroxide-cured compositions. The compositions may optionally contain a reinforcing filler. Copolymers employed in the compositions are acrylate modified copolymers of an isoolefin of 4 to 7 carbon atoms and para-alkylstyrene comonomers. Since the percentage of extractables from the cured composition is negligible, the cured compositions are suitable for use in the manufacture of a variety of high purity rubber goods used in the pharmaceutical and health care industries. In addition, the compositions may be employed as condenser packings and as food contact materials or wire cable insulation materials. Further, the cured composition may be employed in the manufacture of high purity hoses.
Claims
AMENDED CLAIMS
[received by the International Bureau on 14 January 1997 (14.01.97);
original claim 2 cancelled; new claims 21 and 22 added;
remaining claims unchanged (2 pages)]
1. A peroxide or radiation curable composition comprising:
(i) a copolymer of an isoolefin of 4 to 7 carbon atoms and paraalkylstyrene comonomer; acrylate functionality nucleophilically grafted randomly onto a portion of the para-alkyl groups of the copolymer; heat stabilizing free radical scavenger functionality nucleophically grafted randomly onto a second portion of the para-alkyl groups of the copolymer; and
(ii) a filler
3. The composition of Claim 1 wherein the filler is selected from the group consisting of filmed alumina, aluminum hydroxide, aluminum, bronze, lead, zinc, aluminum oxide, magnesium oxide, silicon dioxide, titanium dioxide, zinc oxide, asbestos, day, calcium silicate, feldspar, glass, mica, nepheline, perlite, pyrophyllite, talc, wollastonite, barium sulfate, calcium sulfate, lithopone, zinc sulfide, cellulose, fatty acids and esters, mineral rubber, calcium carbonate, barium carbonate, magnesium carbonate, calcium fluoride, sodium aluminum fluoride, and carbon black. 4. A cured composition comprising:
(i) a copolymer of an isoolefin of 4 to 7 carbon atoms and paraalkylstyrene comonomer; acrylate functionality nucleophilically grafted randomly onto a portion of the para-alkyl groups of the copolymer,
16. A medical device comprising a molded article of a cured composition of a copolymer of an isoolefin of 4 to 7 carbon atoms and para-alkylstyrene comonomer; acrylate functionality nucleophilically grafted randomly onto a portion of the para-alkyl groups of the copolymer, heat stabilizing free radical scavenger functionality nucleophically grafted randomly onto a second portion of the para-alkyl groups of the copolymer; wherein the composition has been either peroxide cured or cured by exposure to radiation.
17. The medical device of Claim ) 6 wherein said medical device is a blood bag, IV bag, or medical tubing.
18. The medical device according to Claim 17 which comprises at least one blood bag and at least one tube optionally connected thereto.
19. The article of Claim 6 wherein the product is insulating shielding for wires or cables.
20. The shielding of Claim 19 wherein the filler is carbon black.
21. The composition of Claim 1 which also contains (iii) a peroxide curing agent.
22. The cured composition of claims 4 and 16 which are peroxide cured
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/476,754 US5824717A (en) | 1988-05-27 | 1995-06-07 | Peroxide and radiation curable compositions containing isobutylenene copolymers having acrylate functionality |
| US08/476,754 | 1995-06-07 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO1996040800A1 WO1996040800A1 (en) | 1996-12-19 |
| WO1996040800B1 true WO1996040800B1 (en) | 1997-02-20 |
Family
ID=23893130
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US1996/008156 WO1996040800A1 (en) | 1995-06-07 | 1996-05-31 | Peroxide and radiation curable compositions containing isobutylene copolymers having acrylate functionality |
Country Status (2)
| Country | Link |
|---|---|
| US (1) | US5824717A (en) |
| WO (1) | WO1996040800A1 (en) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2750992B1 (en) * | 1996-07-09 | 1998-10-16 | Hutchinson | ELASTOMER AND ITS APPLICATION TO A FLUID TRANSPORT PIPE |
| US6084031A (en) * | 1998-11-30 | 2000-07-04 | Advanced Elastomer Systems, L.P. | TPV from hydrosilylation crosslinking of acrylic modified bromo XP-50 butyl rubber |
| US6380316B1 (en) | 1999-03-02 | 2002-04-30 | Dow Corning Corporation | Polyisobutylene copolymers having reactive silyl grafts |
| US6177519B1 (en) * | 1999-03-02 | 2001-01-23 | Exxon Chemical Patents, Inc. | Silane grafted copolymers of an isomonoolefin and a vinyl aromatic monomer |
| US7037953B2 (en) * | 2000-03-29 | 2006-05-02 | Sun Chemical Corporation | Radiation curable aqueous compositions |
| US20040180226A1 (en) * | 2000-03-29 | 2004-09-16 | Subhankar Chatterjee | Radiation curable aqueous compositions for low extractable film packaging |
| RU2003137562A (en) * | 2001-06-08 | 2005-05-20 | Эксонмобил Кемикэл Пейтентс Инк. (Us) | LOW PERMEABILITY NANOCOMPOSITES |
| WO2002100936A1 (en) * | 2001-06-13 | 2002-12-19 | Exxonmobil Chemical Patents Inc. | Low permeability nanocomposites |
| CA2438024C (en) * | 2003-08-14 | 2013-05-28 | Bayer Inc. | Peroxide curable butyl formulations |
| CA2465407C (en) * | 2004-04-28 | 2012-11-13 | Rui Resendes | Peroxide curable butyl formulations |
| EP1825035B1 (en) * | 2004-12-03 | 2010-10-13 | Dow Global Technologies Inc. | Elastic fibers having reduced coefficient of friction |
| US7723422B2 (en) * | 2005-12-23 | 2010-05-25 | Boston Scientific Scimed, Inc. | Functionalized block copolymers |
| JP2009526925A (en) * | 2006-02-15 | 2009-07-23 | ダウ グローバル テクノロジーズ インコーポレイティド | Cross-linked polyethylene elastic fiber |
| FR2903296B1 (en) * | 2006-07-04 | 2009-04-03 | Ms Tech Sa | PROCESS FOR THE MANUFACTURE BY MOLDING A STENT OF POLYMERIC MATERIAL |
| US20080142138A1 (en) * | 2006-12-19 | 2008-06-19 | Joseph Alan Incavo | Tire sealant containing silica and depolymerized butyl rubber in the presence of organoperoxide and modifier |
| EP2618337A3 (en) * | 2010-03-12 | 2013-10-30 | General Cable Technologies Corporation | Conductor insulation with micro oxide particles |
| US8597784B2 (en) | 2010-09-30 | 2013-12-03 | 3M Innovative Properties Company | Radiation curable poly(isobutylene) adhesive copolymers |
| US9580523B2 (en) * | 2011-09-21 | 2017-02-28 | Exxonmobil Chemical Patents Inc. | Pharmaceutical elastomeric articles |
| JP6827919B2 (en) | 2015-05-26 | 2021-02-10 | 株式会社カネカ | Manufacturing method of thermoplastic elastomer and thermoplastic elastomer |
| JP6591666B2 (en) * | 2015-09-30 | 2019-10-16 | エクソンモービル ケミカル パテンツ インコーポレイテッド | Polycyclic aromatic hydrocarbon functionalized isobutylene copolymers for dispersing graphene and graphite |
| EP3356427A4 (en) | 2015-09-30 | 2019-09-25 | ExxonMobil Chemical Patents Inc. | Comb-block copolymers of isobutylene copolymer backbone with functional polymer comb arms |
| US9914817B2 (en) * | 2015-09-30 | 2018-03-13 | Exxonmobil Chemical Patents Inc. | Polycyclic aromatic hydrocarbon functionalized isobutylene copolymers for dispersing graphene and graphite |
| EP3592784B1 (en) * | 2017-03-10 | 2022-08-24 | ExxonMobil Chemical Patents Inc. | Graft polymers for dispersing graphene and graphite |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3560465A (en) * | 1969-04-01 | 1971-02-02 | Eastman Kodak Co | Preparation of soluble poly(vinyl esters) from high molecular weight acid chlorides |
| US3867318A (en) * | 1969-12-10 | 1975-02-18 | Nippon Oil Seal Ind Co Ltd | Photosensitive polymeric esters produced by the condensation of a chloromethyl groups-containing polymer with a carboxyl salt |
| GB1341004A (en) * | 1970-05-11 | 1973-12-19 | Nippon Oil Seal Ind Co Ltd | Preparation of polymeric esters |
| US3694383A (en) * | 1970-12-14 | 1972-09-26 | Dainippon Ink & Chemicals | Process for the production of light-sensitive polymer |
| JPS5116235B2 (en) * | 1973-03-03 | 1976-05-22 | ||
| US3867270A (en) * | 1973-09-13 | 1975-02-18 | Exxon Research Engineering Co | UV curing of conjugated diene-containing butyl rubber |
| US4315998A (en) * | 1974-06-12 | 1982-02-16 | Research Corporation | Polymer-bound photosensitizing catalysts |
| US4031168A (en) * | 1974-09-24 | 1977-06-21 | E. I. Du Pont De Nemours And Company | Copolymers of isobutylene and a vinylbenzene and graft polymers thereof with pivalolactone |
| US4086373A (en) * | 1975-04-02 | 1978-04-25 | Owens-Illinois, Inc. | Protective polymeric coating for glass substrate |
| US4188215A (en) * | 1975-11-17 | 1980-02-12 | Fuji Photo Film Co., Ltd. | Photosensitive printing plate, method of preparing same, and method of processing same |
| US4335225A (en) * | 1978-06-20 | 1982-06-15 | E. I. Du Pont De Nemours And Company | Elastomeric polypropylene |
| EP0017364A1 (en) * | 1979-03-15 | 1980-10-15 | Rohm And Haas Company | Radiation-curable allyl benzoylbenzoate copolymers, their use, products thereof, and methods of making these products |
| US5162445A (en) * | 1988-05-27 | 1992-11-10 | Exxon Chemical Patents Inc. | Para-alkylstyrene/isoolefin copolymers and functionalized copolymers thereof |
| US5459174A (en) * | 1988-05-27 | 1995-10-17 | Merrill; Natalie A. | Radiation curable isoolefin copolymers |
| US5246778A (en) * | 1990-05-14 | 1993-09-21 | Exxon Chemical Patents Inc. | Hose composition |
| EP0533746A1 (en) * | 1990-06-15 | 1993-03-31 | Exxon Chemical Patents Inc. | Composition for dynamic means |
| JPH06504628A (en) * | 1990-12-20 | 1994-05-26 | エクソン・ケミカル・パテンツ・インク | UV/EB curable butyl copolymers for lithography and anti-corrosion coating applications |
| DE69207902T2 (en) * | 1991-03-25 | 1996-06-20 | Exxon Chemical Patents Inc | GRAFT POLYMERS MADE OF ISOMONOOLEFIN AND ALKYLSTYROL |
| ES2118838T3 (en) * | 1991-10-17 | 1998-10-01 | Exxon Chemical Patents Inc | RADIATION CURABLE ISOOLEFINE COPOLYMERS. |
| JP3139516B2 (en) * | 1992-10-08 | 2001-03-05 | 出光興産株式会社 | Thermoplastic resin composition |
| CA2119162A1 (en) * | 1993-03-19 | 1994-09-20 | Kojiro Kan | Modified .alpha.-olefin polymer having tertiary carbon in side chain andstretched film produced therefrom |
-
1995
- 1995-06-07 US US08/476,754 patent/US5824717A/en not_active Expired - Fee Related
-
1996
- 1996-05-31 WO PCT/US1996/008156 patent/WO1996040800A1/en active Application Filing
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