DE1694402C3 - Warmestabile Formmasse aus Olefin polymeren - Google Patents
Warmestabile Formmasse aus Olefin polymerenInfo
- Publication number
- DE1694402C3 DE1694402C3 DE1694402A DE1694402A DE1694402C3 DE 1694402 C3 DE1694402 C3 DE 1694402C3 DE 1694402 A DE1694402 A DE 1694402A DE 1694402 A DE1694402 A DE 1694402A DE 1694402 C3 DE1694402 C3 DE 1694402C3
- Authority
- DE
- Germany
- Prior art keywords
- polymers
- temperatures
- melt
- increase
- antioxidants
- 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
- 238000000465 moulding Methods 0.000 title claims description 7
- 229920000098 polyolefin Polymers 0.000 title claims 9
- 150000001875 compounds Chemical class 0.000 title claims 5
- 229920000642 polymer Polymers 0.000 claims description 21
- 239000003963 antioxidant agent Substances 0.000 claims description 20
- 230000006866 deterioration Effects 0.000 claims description 13
- 239000000155 melt Substances 0.000 claims description 13
- 239000000203 mixture Substances 0.000 claims description 12
- HJCUTNIGJHJGCF-UHFFFAOYSA-N 9,10-dihydroacridine Chemical compound C1=CC=C2CC3=CC=CC=C3NC2=C1 HJCUTNIGJHJGCF-UHFFFAOYSA-N 0.000 claims description 9
- 239000007787 solid Substances 0.000 claims description 7
- -1 thio compounds Chemical class 0.000 claims description 7
- WPDAVTSOEQEGMS-UHFFFAOYSA-N 9,10-dihydroanthracene Chemical compound C1=CC=C2CC3=CC=CC=C3CC2=C1 WPDAVTSOEQEGMS-UHFFFAOYSA-N 0.000 claims description 6
- 239000000654 additive Substances 0.000 claims description 6
- 230000003078 antioxidant effect Effects 0.000 claims description 6
- 239000003381 stabilizer Substances 0.000 claims description 6
- UXJHQQLYKUVLIE-UHFFFAOYSA-N 1,2-dihydroacridine Chemical compound C1=CC=C2N=C(C=CCC3)C3=CC2=C1 UXJHQQLYKUVLIE-UHFFFAOYSA-N 0.000 claims description 5
- 230000000694 effects Effects 0.000 claims description 5
- 230000008018 melting Effects 0.000 claims description 5
- 238000002844 melting Methods 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 239000004743 Polypropylene Substances 0.000 claims description 3
- 229930195733 hydrocarbon Natural products 0.000 claims description 3
- 150000002430 hydrocarbons Chemical class 0.000 claims description 3
- 150000002989 phenols Chemical class 0.000 claims description 3
- 229920001155 polypropylene Polymers 0.000 claims description 3
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 claims description 2
- 230000032683 aging Effects 0.000 claims description 2
- 229920001577 copolymer Polymers 0.000 claims description 2
- 238000010186 staining Methods 0.000 claims description 2
- 239000000463 material Substances 0.000 claims 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 5
- 229910052760 oxygen Inorganic materials 0.000 claims 5
- 239000001301 oxygen Substances 0.000 claims 5
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- 230000003647 oxidation Effects 0.000 claims 3
- 238000007254 oxidation reaction Methods 0.000 claims 3
- 150000001336 alkenes Chemical class 0.000 claims 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 2
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 2
- BQYUJDIHUPONLO-UHFFFAOYSA-N 11H-benzo[b][1]benzazepin-4-ol Chemical compound C1=CC=C2C(=C1)C=CC3=C(N2)C=CC=C3O BQYUJDIHUPONLO-UHFFFAOYSA-N 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 238000007792 addition Methods 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 239000002216 antistatic agent Substances 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 244000052616 bacterial pathogen Species 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 238000004132 cross linking Methods 0.000 claims 1
- 230000003111 delayed effect Effects 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- 239000000945 filler Substances 0.000 claims 1
- 150000002391 heterocyclic compounds Chemical class 0.000 claims 1
- 229920001519 homopolymer Polymers 0.000 claims 1
- 239000000314 lubricant Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000012778 molding material Substances 0.000 claims 1
- 150000002898 organic sulfur compounds Chemical class 0.000 claims 1
- 239000007800 oxidant agent Substances 0.000 claims 1
- 150000003018 phosphorus compounds Chemical class 0.000 claims 1
- 239000000049 pigment Substances 0.000 claims 1
- 239000004014 plasticizer Substances 0.000 claims 1
- 230000000750 progressive effect Effects 0.000 claims 1
- 239000003380 propellant Substances 0.000 claims 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- 230000006641 stabilisation Effects 0.000 claims 1
- 238000011105 stabilization Methods 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 239000011593 sulfur Substances 0.000 claims 1
- 230000002195 synergetic effect Effects 0.000 claims 1
- GHKOFFNLGXMVNJ-UHFFFAOYSA-N Didodecyl thiobispropanoate Chemical compound CCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCC GHKOFFNLGXMVNJ-UHFFFAOYSA-N 0.000 description 11
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- HXIQYSLFEXIOAV-UHFFFAOYSA-N 2-tert-butyl-4-(5-tert-butyl-4-hydroxy-2-methylphenyl)sulfanyl-5-methylphenol Chemical compound CC1=CC(O)=C(C(C)(C)C)C=C1SC1=CC(C(C)(C)C)=C(O)C=C1C HXIQYSLFEXIOAV-UHFFFAOYSA-N 0.000 description 4
- 210000003298 dental enamel Anatomy 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- XOUQAVYLRNOXDO-UHFFFAOYSA-N 2-tert-butyl-5-methylphenol Chemical compound CC1=CC=C(C(C)(C)C)C(O)=C1 XOUQAVYLRNOXDO-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 description 2
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 150000003464 sulfur compounds Chemical class 0.000 description 2
- KJPRLNWUNMBNBZ-QPJJXVBHSA-N (E)-cinnamaldehyde Chemical compound O=C\C=C\C1=CC=CC=C1 KJPRLNWUNMBNBZ-QPJJXVBHSA-N 0.000 description 1
- OILQNNHOQFRDJH-UHFFFAOYSA-N 1-hexadecylsulfanylhexadecane Chemical compound CCCCCCCCCCCCCCCCSCCCCCCCCCCCCCCCC OILQNNHOQFRDJH-UHFFFAOYSA-N 0.000 description 1
- JIFAIMFIZHUBEK-UHFFFAOYSA-N 5-methyl-2-(2,4,4-trimethylpentan-2-yl)phenol Chemical compound CC1=CC=C(C(C)(C)CC(C)(C)C)C(O)=C1 JIFAIMFIZHUBEK-UHFFFAOYSA-N 0.000 description 1
- 239000002656 Distearyl thiodipropionate Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- VMNKHSPZIGIPLL-UHFFFAOYSA-N [3-hydroxy-2,2-bis(hydroxymethyl)propyl] dihydrogen phosphite Chemical compound OCC(CO)(CO)COP(O)O VMNKHSPZIGIPLL-UHFFFAOYSA-N 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229940117916 cinnamic aldehyde Drugs 0.000 description 1
- KJPRLNWUNMBNBZ-UHFFFAOYSA-N cinnamic aldehyde Natural products O=CC=CC1=CC=CC=C1 KJPRLNWUNMBNBZ-UHFFFAOYSA-N 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- PWWSSIYVTQUJQQ-UHFFFAOYSA-N distearyl thiodipropionate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCCCCCC PWWSSIYVTQUJQQ-UHFFFAOYSA-N 0.000 description 1
- 235000019305 distearyl thiodipropionate Nutrition 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- IXDBUVCZCLQKJF-UHFFFAOYSA-N hexadecyl 3-(3-hexadecoxy-3-oxopropyl)sulfanylpropanoate Chemical group CCCCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCCCC IXDBUVCZCLQKJF-UHFFFAOYSA-N 0.000 description 1
- 125000005027 hydroxyaryl group Chemical group 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 238000005360 mashing Methods 0.000 description 1
- 239000006078 metal deactivator Substances 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 150000002903 organophosphorus compounds Chemical class 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000003244 pro-oxidative effect Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- LVEOKSIILWWVEO-UHFFFAOYSA-N tetradecyl 3-(3-oxo-3-tetradecoxypropyl)sulfanylpropanoate Chemical group CCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCC LVEOKSIILWWVEO-UHFFFAOYSA-N 0.000 description 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- BOXSVZNGTQTENJ-UHFFFAOYSA-L zinc dibutyldithiocarbamate Chemical compound [Zn+2].CCCCN(C([S-])=S)CCCC.CCCCN(C([S-])=S)CCCC BOXSVZNGTQTENJ-UHFFFAOYSA-L 0.000 description 1
- SMHSUQSYYIPZSI-UHFFFAOYSA-L zinc;nonoxy-nonylsulfanyl-oxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCCCCCCCOP([O-])(=S)SCCCCCCCCC.CCCCCCCCCOP([O-])(=S)SCCCCCCCCC SMHSUQSYYIPZSI-UHFFFAOYSA-L 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
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
- C08K5/3432—Six-membered rings
- C08K5/3437—Six-membered rings condensed with carbocyclic rings
-
- 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
- C08K5/01—Hydrocarbons
-
- 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
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
- C08K5/3477—Six-membered rings
- C08K5/3495—Six-membered rings condensed with carbocyclic rings
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)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB6827/65A GB1085082A (en) | 1965-02-17 | 1965-02-17 | Stabilised polymeric compositions |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1694402A1 DE1694402A1 (de) | 1970-10-15 |
| DE1694402B2 DE1694402B2 (de) | 1973-04-26 |
| DE1694402C3 true DE1694402C3 (de) | 1973-11-29 |
Family
ID=9821486
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1694402A Expired DE1694402C3 (de) | 1965-02-17 | 1966-02-14 | Warmestabile Formmasse aus Olefin polymeren |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3406144A (en:Method) |
| AT (1) | AT268647B (en:Method) |
| BE (1) | BE676668A (en:Method) |
| CH (1) | CH476034A (en:Method) |
| DE (1) | DE1694402C3 (en:Method) |
| DK (1) | DK111157B (en:Method) |
| ES (1) | ES323046A1 (en:Method) |
| GB (1) | GB1085082A (en:Method) |
| NL (1) | NL6601979A (en:Method) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5268394A (en) * | 1991-09-09 | 1993-12-07 | Uniroyal Chemical Company, Inc. | Stabilization of polyoxyalkylene polyether polyols |
| EP0603341A1 (en) * | 1991-09-09 | 1994-06-29 | UNIROYAL CHEMICAL COMPANY, Inc. | Stabilization of polyoxyalkylene polyether polyols |
| US5244928A (en) * | 1992-08-07 | 1993-09-14 | The Dow Chemical Company | Foamable composition and process for making large cell size alkenyl aromatic polymer foam structure with 1,1-difluoroethane |
| US5552067A (en) * | 1994-04-22 | 1996-09-03 | Fmc Corporation | Thermally stabilizing organic functional fluids in the absence of oxygens |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB652730A (en) * | 1948-12-31 | 1951-05-02 | Pirelli General Cable Works | Improvements in or relating to methods for improving the resistance of polyethylene or polyethylene-containing materials to ultra violet light |
| CA644406A (en) * | 1955-09-02 | 1962-07-10 | S. Kenyon Allen | Polymer stabilization |
| US3003995A (en) * | 1960-07-18 | 1961-10-10 | Allied Chem | Stabilized polycaproamide compositions |
| US3190852A (en) * | 1962-07-31 | 1965-06-22 | Shell Oil Co | Polyolefins stabilized with a combination of dialkyl thiodipropionates and polyphenols |
-
1965
- 1965-02-17 GB GB6827/65A patent/GB1085082A/en not_active Expired
-
1966
- 1966-01-28 US US523572A patent/US3406144A/en not_active Expired - Lifetime
- 1966-02-14 ES ES0323046A patent/ES323046A1/es not_active Expired
- 1966-02-14 DE DE1694402A patent/DE1694402C3/de not_active Expired
- 1966-02-16 NL NL6601979A patent/NL6601979A/xx unknown
- 1966-02-17 AT AT148166A patent/AT268647B/de active
- 1966-02-17 DK DK83266AA patent/DK111157B/da unknown
- 1966-02-17 BE BE676668D patent/BE676668A/xx unknown
- 1966-02-17 CH CH230466A patent/CH476034A/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| BE676668A (en:Method) | 1966-08-17 |
| CH476034A (de) | 1969-07-31 |
| AT268647B (de) | 1969-02-25 |
| DE1694402A1 (de) | 1970-10-15 |
| ES323046A1 (es) | 1967-02-01 |
| DE1694402B2 (de) | 1973-04-26 |
| NL6601979A (en:Method) | 1966-08-18 |
| US3406144A (en) | 1968-10-15 |
| GB1085082A (en) | 1967-09-27 |
| DK111157B (da) | 1968-06-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) |