CA2404295A1 - Procede d'hydrogenation de caoutchouc de nitrile carboxyle, le caoutchouc hydrogene et ses utilisations - Google Patents
Procede d'hydrogenation de caoutchouc de nitrile carboxyle, le caoutchouc hydrogene et ses utilisations Download PDFInfo
- Publication number
- CA2404295A1 CA2404295A1 CA002404295A CA2404295A CA2404295A1 CA 2404295 A1 CA2404295 A1 CA 2404295A1 CA 002404295 A CA002404295 A CA 002404295A CA 2404295 A CA2404295 A CA 2404295A CA 2404295 A1 CA2404295 A1 CA 2404295A1
- Authority
- CA
- Canada
- Prior art keywords
- polymer
- process according
- weight
- rhodium
- hydrogenated
- 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.)
- Granted
Links
- 238000000034 method Methods 0.000 title claims 21
- 229920000459 Nitrile rubber Polymers 0.000 title claims 2
- 229920001971 elastomer Polymers 0.000 title 1
- 229920000642 polymer Polymers 0.000 claims abstract 25
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims abstract 8
- 150000001875 compounds Chemical class 0.000 claims abstract 8
- 229910052703 rhodium Inorganic materials 0.000 claims abstract 7
- 239000010948 rhodium Substances 0.000 claims abstract 7
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims abstract 7
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims abstract 4
- 150000001993 dienes Chemical class 0.000 claims abstract 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract 2
- 239000003054 catalyst Substances 0.000 claims abstract 2
- 125000002560 nitrile group Chemical group 0.000 claims abstract 2
- 150000002825 nitriles Chemical class 0.000 claims abstract 2
- 239000003426 co-catalyst Substances 0.000 claims 9
- 238000005984 hydrogenation reaction Methods 0.000 claims 8
- 239000003446 ligand Substances 0.000 claims 5
- 239000004952 Polyamide Substances 0.000 claims 3
- 229920002647 polyamide Polymers 0.000 claims 3
- 239000000758 substrate Substances 0.000 claims 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 2
- 239000000835 fiber Substances 0.000 claims 2
- 229910052698 phosphorus Inorganic materials 0.000 claims 2
- 239000011574 phosphorus Substances 0.000 claims 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 claims 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims 1
- 229910021604 Rhodium(III) chloride Inorganic materials 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 239000005864 Sulphur Substances 0.000 claims 1
- LYEZAEXHLSEXON-UHFFFAOYSA-N [RhH3].C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1.C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1.C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1.C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1 Chemical compound [RhH3].C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1.C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1.C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1.C1(=CC=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1 LYEZAEXHLSEXON-UHFFFAOYSA-N 0.000 claims 1
- 150000001450 anions Chemical class 0.000 claims 1
- 229910052785 arsenic Inorganic materials 0.000 claims 1
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 239000004816 latex Substances 0.000 claims 1
- 229920000126 latex Polymers 0.000 claims 1
- 150000002826 nitrites Chemical class 0.000 claims 1
- FCQRKDSALKMOGU-UHFFFAOYSA-K rhodium(3+);triphenylphosphane;trichloride Chemical compound Cl[Rh](Cl)Cl.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 FCQRKDSALKMOGU-UHFFFAOYSA-K 0.000 claims 1
- QBERHIJABFXGRZ-UHFFFAOYSA-M rhodium;triphenylphosphane;chloride Chemical compound [Cl-].[Rh].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 QBERHIJABFXGRZ-UHFFFAOYSA-M 0.000 claims 1
- -1 sulphonyl group Chemical group 0.000 claims 1
- 238000005299 abrasion Methods 0.000 abstract 1
- 230000001070 adhesive effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08C—TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
- C08C19/00—Chemical modification of rubber
- C08C19/02—Hydrogenation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L13/00—Compositions of rubbers containing carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L15/00—Compositions of rubber derivatives
- C08L15/005—Hydrogenated nitrile rubber
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
L'invention concerne des polymères d'un diène conjugué, d'un nitrile non-saturé et d'un .alpha., .beta. acide carboxylique non-saturé qui sont sélectivement hydrogénés afin de réduire les liaisons doubles carbone-carbone, sans réduire du même coup les groupes carboxyles et nitriles, au moyen d'un composant contenant du rhodium, utilisé comme catalyseur. Les polymères hydrogénés sont nouveaux et font preuve d'excellentes propriétés adhésives, à température de laboratoire et à température élevée, d'une force de fissure à chaud et d'une résistance à l'abrasion également excellentes.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA2404295A CA2404295C (fr) | 2000-04-10 | 2001-04-09 | Procede d'hydrogenation de caoutchouc de nitrile carboxyle, le caoutchouc hydrogene et ses utilisations |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA2,304,501 | 2000-04-10 | ||
| CA002304501A CA2304501A1 (fr) | 2000-04-10 | 2000-04-10 | Processus d'hydrogenation de caoutchouc nitrile carboxylate, le caoutchouc hydrogene resultant et ses applications |
| CA2404295A CA2404295C (fr) | 2000-04-10 | 2001-04-09 | Procede d'hydrogenation de caoutchouc de nitrile carboxyle, le caoutchouc hydrogene et ses utilisations |
| PCT/CA2001/000485 WO2001077185A1 (fr) | 2000-04-10 | 2001-04-09 | Procede d'hydrogenation de caoutchouc de nitrile carboxyle, le caoutchouc hydrogene et ses utilisations |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2404295A1 true CA2404295A1 (fr) | 2001-10-18 |
| CA2404295C CA2404295C (fr) | 2010-06-29 |
Family
ID=25681708
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2404295A Expired - Fee Related CA2404295C (fr) | 2000-04-10 | 2001-04-09 | Procede d'hydrogenation de caoutchouc de nitrile carboxyle, le caoutchouc hydrogene et ses utilisations |
Country Status (1)
| Country | Link |
|---|---|
| CA (1) | CA2404295C (fr) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2918608A1 (fr) | 2014-03-10 | 2015-09-16 | LANXESS Deutschland GmbH | Caoutchouc de nitrile hydrogéné contenant des groupes aminométhyle et son procédé de fabrication |
| EP2918612A1 (fr) | 2014-03-10 | 2015-09-16 | LANXESS Deutschland GmbH | Caoutchouc de nitrile hydrogéné contenant des groupes aminométhyle, leur procédé de fabrication, compositions vulcanisables contenant du caoutchouc de nitrile hydrogéné contenant des groupes aminométhyle, leur procédé de vulcanisation et vulcanisats ainsi obtenus |
| EP2918609A1 (fr) | 2014-03-10 | 2015-09-16 | LANXESS Deutschland GmbH | Compositions vulcanisables contenant du caoutchouc de nitrile hydrogéné contenant des groupes aminométhyle, leur procédé de vulcanisation et vulcanisats ainsi obtenus |
-
2001
- 2001-04-09 CA CA2404295A patent/CA2404295C/fr not_active Expired - Fee Related
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2918608A1 (fr) | 2014-03-10 | 2015-09-16 | LANXESS Deutschland GmbH | Caoutchouc de nitrile hydrogéné contenant des groupes aminométhyle et son procédé de fabrication |
| EP2918612A1 (fr) | 2014-03-10 | 2015-09-16 | LANXESS Deutschland GmbH | Caoutchouc de nitrile hydrogéné contenant des groupes aminométhyle, leur procédé de fabrication, compositions vulcanisables contenant du caoutchouc de nitrile hydrogéné contenant des groupes aminométhyle, leur procédé de vulcanisation et vulcanisats ainsi obtenus |
| EP2918609A1 (fr) | 2014-03-10 | 2015-09-16 | LANXESS Deutschland GmbH | Compositions vulcanisables contenant du caoutchouc de nitrile hydrogéné contenant des groupes aminométhyle, leur procédé de vulcanisation et vulcanisats ainsi obtenus |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2404295C (fr) | 2010-06-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20160411 |