FR2476104A1 - Compositions de polyolefine stabilisees contre la radiation ultraviolette avec des amines a chaine ouverte, comportant un encombrement sterique - Google Patents
Compositions de polyolefine stabilisees contre la radiation ultraviolette avec des amines a chaine ouverte, comportant un encombrement sterique Download PDFInfo
- Publication number
- FR2476104A1 FR2476104A1 FR8103116A FR8103116A FR2476104A1 FR 2476104 A1 FR2476104 A1 FR 2476104A1 FR 8103116 A FR8103116 A FR 8103116A FR 8103116 A FR8103116 A FR 8103116A FR 2476104 A1 FR2476104 A1 FR 2476104A1
- Authority
- FR
- France
- Prior art keywords
- ultraviolet radiation
- against ultraviolet
- polyolefin compositions
- open chain
- stabilized against
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 17
- 229920000098 polyolefin Polymers 0.000 title claims abstract description 12
- 230000005855 radiation Effects 0.000 title claims abstract description 8
- 150000001412 amines Chemical class 0.000 title abstract description 10
- -1 HYDROGEN ATOMS Chemical group 0.000 claims abstract description 21
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
- 239000004215 Carbon black (E152) Substances 0.000 claims 1
- 101800001195 Crustacean hyperglycemic hormone 3 Proteins 0.000 claims 1
- 241001331845 Equus asinus x caballus Species 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 229930195733 hydrocarbon Natural products 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 4
- 239000003381 stabilizer Substances 0.000 abstract description 4
- 239000004743 Polypropylene Substances 0.000 description 14
- 229920001155 polypropylene Polymers 0.000 description 14
- 239000000047 product Substances 0.000 description 14
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 5
- KDKYADYSIPSCCQ-UHFFFAOYSA-N but-1-yne Chemical compound CCC#C KDKYADYSIPSCCQ-UHFFFAOYSA-N 0.000 description 4
- 230000015556 catabolic process Effects 0.000 description 4
- 238000006731 degradation reaction Methods 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 230000000087 stabilizing effect Effects 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 230000006641 stabilisation Effects 0.000 description 3
- 238000011105 stabilization Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- MCPKSFINULVDNX-UHFFFAOYSA-N drometrizole Chemical compound CC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 MCPKSFINULVDNX-UHFFFAOYSA-N 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- KZOPSPQZLMCNPF-UHFFFAOYSA-N n-tert-butyl-2-methylbutan-2-amine Chemical compound CCC(C)(C)NC(C)(C)C KZOPSPQZLMCNPF-UHFFFAOYSA-N 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 230000003313 weakening effect Effects 0.000 description 2
- PWGJDPKCLMLPJW-UHFFFAOYSA-N 1,8-diaminooctane Chemical compound NCCCCCCCCN PWGJDPKCLMLPJW-UHFFFAOYSA-N 0.000 description 1
- LJQGARKSJMMQBX-UHFFFAOYSA-N 2-methyl-n-propylpropan-2-amine Chemical compound CCCNC(C)(C)C LJQGARKSJMMQBX-UHFFFAOYSA-N 0.000 description 1
- UTRVPGKFJHDJKE-UHFFFAOYSA-N 4-chloro-3-methylbut-1-yne Chemical compound ClCC(C)C#C UTRVPGKFJHDJKE-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- 150000001565 benzotriazoles Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000006309 butyl amino group Chemical group 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- QFTYSVGGYOXFRQ-UHFFFAOYSA-N dodecane-1,12-diamine Chemical compound NCCCCCCCCCCCCN QFTYSVGGYOXFRQ-UHFFFAOYSA-N 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000012259 ether extract Substances 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
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)
- Hydrogenated Pyridines (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT20000/80A IT1141368B (it) | 1980-02-19 | 1980-02-19 | Composizioni foliolefiniche stabilizzate contro le radiazioni ultraviolette con amine impedite a catena aperta |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2476104A1 true FR2476104A1 (fr) | 1981-08-21 |
| FR2476104B1 FR2476104B1 (enExample) | 1984-11-09 |
Family
ID=11162974
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR8103116A Granted FR2476104A1 (fr) | 1980-02-19 | 1981-02-17 | Compositions de polyolefine stabilisees contre la radiation ultraviolette avec des amines a chaine ouverte, comportant un encombrement sterique |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US4321190A (enExample) |
| JP (1) | JPS56131643A (enExample) |
| BE (1) | BE887561A (enExample) |
| CH (1) | CH646184A5 (enExample) |
| DE (1) | DE3106219A1 (enExample) |
| DK (1) | DK25181A (enExample) |
| FR (1) | FR2476104A1 (enExample) |
| GB (1) | GB2070027B (enExample) |
| IT (1) | IT1141368B (enExample) |
| LU (1) | LU83147A1 (enExample) |
| NL (1) | NL8100833A (enExample) |
| NO (1) | NO810526L (enExample) |
| SE (1) | SE8100745L (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2160289C2 (ru) * | 1998-12-02 | 2000-12-10 | Закрытое акционерное общество "Агрогаз" | Светотрансформирующий полимерный материал |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5393757A (en) * | 1986-12-02 | 1995-02-28 | University Of Florida | Polyamines and anti-diarrheal and gastrointestinal anti-spasmodic pharmaceutical compositions and methods of treatment |
| US5342945A (en) * | 1986-12-02 | 1994-08-30 | University Of Florida Research Foundation, Inc. | Anti-neoplastic, anti-viral or anti-retroviral spermine derivatives |
| US5677351A (en) * | 1986-12-02 | 1997-10-14 | University Of Florida Research Foundation, Inc. | Sterically hindered tetraamines and method for their production |
| US6262125B1 (en) * | 1986-12-02 | 2001-07-17 | University Of Florida Research Foundation, Inc. | Sterically hindered tetraamines and method for their production |
| US5753714A (en) * | 1987-02-03 | 1998-05-19 | Merrell Pharmaceuticals Inc. | Polyamine derivatives |
| US5328951A (en) * | 1989-10-02 | 1994-07-12 | Arizona Chemical Company | Additive for increasing the surface energy of molding and extrusion grade polyethylene |
| US5240985A (en) * | 1989-10-02 | 1993-08-31 | Arizona Chemical Company | Additive for increasing the surface energy of molding and extrusion grade polyethylene |
| US5468895A (en) * | 1994-10-19 | 1995-11-21 | General Electric Company | Amine stabilized amorphous phosphite |
| US5514742A (en) * | 1995-02-03 | 1996-05-07 | General Electric Company | Suppression of UV-yellowing of phosphites through the use of polyamines |
| WO2013082381A1 (en) | 2011-12-02 | 2013-06-06 | W. L. Gore & Associates, Inc. | Heat-stabilized composite filter media and method of making the filter media |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3198763A (en) * | 1959-04-22 | 1965-08-03 | Geigy Ag J R | Polyamine stabilizer for oxidizable organic materials |
| US3223695A (en) * | 1961-11-06 | 1965-12-14 | Phillips Petroleum Co | Monoolefin polymers destaticized with alkyl polyamines |
| US3527804A (en) * | 1967-04-20 | 1970-09-08 | Universal Oil Prod Co | Hydroxyalkyl polysubstituted alkylene polyamines |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2514185A (en) * | 1945-03-31 | 1950-07-04 | Firestone Tire & Rubber Co | Vinyl chloride resin compositions |
| US2994675A (en) * | 1956-10-26 | 1961-08-01 | Shell Oil Co | Polyamine stabilizers for polymerized alpha-olefins |
| US3181971A (en) * | 1960-05-30 | 1965-05-04 | Ici Ltd | Insulated copper articles |
| US3301888A (en) * | 1964-05-12 | 1967-01-31 | Universal Oil Prod Co | Polyhydroxyalkylalkylenepolyamine borate esters |
| DE1253453B (de) * | 1965-10-12 | 1967-11-02 | Huels Chemische Werke Ag | Verfahren zum Stabilisieren von Mischpolymerisaten aus AEthylen, einem alpha-Olefin umindestens einem mehrfach ungesaettigten Kohlenwasserstoff |
| US3773743A (en) * | 1969-02-03 | 1973-11-20 | Dow Chemical Co | Process for improving the color of ziegler olefin polymers |
-
1980
- 1980-02-19 IT IT20000/80A patent/IT1141368B/it active
- 1980-12-05 US US06/213,656 patent/US4321190A/en not_active Expired - Lifetime
-
1981
- 1981-01-16 GB GB8101351A patent/GB2070027B/en not_active Expired
- 1981-01-20 DK DK25181A patent/DK25181A/da not_active Application Discontinuation
- 1981-01-30 SE SE8100745A patent/SE8100745L/xx not_active Application Discontinuation
- 1981-02-16 CH CH101481A patent/CH646184A5/it not_active IP Right Cessation
- 1981-02-17 FR FR8103116A patent/FR2476104A1/fr active Granted
- 1981-02-17 NO NO810526A patent/NO810526L/no unknown
- 1981-02-18 JP JP2162381A patent/JPS56131643A/ja active Pending
- 1981-02-18 LU LU83147A patent/LU83147A1/fr unknown
- 1981-02-18 BE BE0/203825A patent/BE887561A/fr not_active IP Right Cessation
- 1981-02-19 NL NL8100833A patent/NL8100833A/nl not_active Application Discontinuation
- 1981-02-19 DE DE3106219A patent/DE3106219A1/de not_active Withdrawn
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3198763A (en) * | 1959-04-22 | 1965-08-03 | Geigy Ag J R | Polyamine stabilizer for oxidizable organic materials |
| US3223695A (en) * | 1961-11-06 | 1965-12-14 | Phillips Petroleum Co | Monoolefin polymers destaticized with alkyl polyamines |
| US3527804A (en) * | 1967-04-20 | 1970-09-08 | Universal Oil Prod Co | Hydroxyalkyl polysubstituted alkylene polyamines |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2160289C2 (ru) * | 1998-12-02 | 2000-12-10 | Закрытое акционерное общество "Агрогаз" | Светотрансформирующий полимерный материал |
Also Published As
| Publication number | Publication date |
|---|---|
| DK25181A (da) | 1981-08-20 |
| IT1141368B (it) | 1986-10-01 |
| GB2070027B (en) | 1983-11-09 |
| JPS56131643A (en) | 1981-10-15 |
| BE887561A (fr) | 1981-08-18 |
| NO810526L (no) | 1981-08-20 |
| US4321190A (en) | 1982-03-23 |
| GB2070027A (en) | 1981-09-03 |
| IT8020000A0 (it) | 1980-02-19 |
| LU83147A1 (fr) | 1981-09-11 |
| FR2476104B1 (enExample) | 1984-11-09 |
| CH646184A5 (it) | 1984-11-15 |
| NL8100833A (nl) | 1981-09-16 |
| SE8100745L (sv) | 1981-08-20 |
| DE3106219A1 (de) | 1982-02-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |