DE1262587B - Stabilisieren von Polyvinylchlorid und Vinylchlorid-Mischpolymerisaten - Google Patents
Stabilisieren von Polyvinylchlorid und Vinylchlorid-MischpolymerisatenInfo
- Publication number
- DE1262587B DE1262587B DEC22930A DEC0022930A DE1262587B DE 1262587 B DE1262587 B DE 1262587B DE C22930 A DEC22930 A DE C22930A DE C0022930 A DEC0022930 A DE C0022930A DE 1262587 B DE1262587 B DE 1262587B
- Authority
- DE
- Germany
- Prior art keywords
- stabilizers
- weight
- polyvinyl chloride
- vinyl chloride
- metal
- 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.)
- Pending
Links
- 229920000915 polyvinyl chloride Polymers 0.000 title claims description 16
- 239000004800 polyvinyl chloride Substances 0.000 title claims description 16
- 229920001577 copolymer Polymers 0.000 title claims description 9
- 230000000087 stabilizing effect Effects 0.000 title claims description 6
- 229910052751 metal Inorganic materials 0.000 claims description 29
- 239000002184 metal Substances 0.000 claims description 29
- 239000003381 stabilizer Substances 0.000 claims description 22
- 229910052788 barium Inorganic materials 0.000 claims description 13
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims description 13
- 239000007788 liquid Substances 0.000 claims description 10
- 239000004014 plasticizer Substances 0.000 claims description 10
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 8
- 239000000194 fatty acid Substances 0.000 claims description 8
- 229930195729 fatty acid Natural products 0.000 claims description 8
- 150000004665 fatty acids Chemical class 0.000 claims description 8
- 229920000642 polymer Polymers 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- 239000000654 additive Substances 0.000 claims description 4
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 3
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims description 3
- 150000001661 cadmium Chemical class 0.000 claims description 3
- 229920003023 plastic Polymers 0.000 claims description 2
- 239000004033 plastic Substances 0.000 claims description 2
- 238000004383 yellowing Methods 0.000 claims description 2
- 239000000344 soap Substances 0.000 description 30
- 239000000203 mixture Substances 0.000 description 18
- 239000000243 solution Substances 0.000 description 13
- 229910052793 cadmium Inorganic materials 0.000 description 11
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 11
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 8
- 239000002904 solvent Substances 0.000 description 8
- 239000004359 castor oil Substances 0.000 description 7
- 235000019438 castor oil Nutrition 0.000 description 7
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 7
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 7
- 239000004593 Epoxy Substances 0.000 description 5
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 5
- 229960003656 ricinoleic acid Drugs 0.000 description 5
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 5
- 238000002845 discoloration Methods 0.000 description 4
- 125000005480 straight-chain fatty acid group Chemical group 0.000 description 4
- KUFFULVDNCHOFZ-UHFFFAOYSA-N 2,4-xylenol Chemical compound CC1=CC=C(O)C(C)=C1 KUFFULVDNCHOFZ-UHFFFAOYSA-N 0.000 description 3
- MNVMYTVDDOXZLS-UHFFFAOYSA-N 4-methoxyguaiacol Natural products COC1=CC=C(O)C(OC)=C1 MNVMYTVDDOXZLS-UHFFFAOYSA-N 0.000 description 3
- ISAVYTVYFVQUDY-UHFFFAOYSA-N 4-tert-Octylphenol Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(O)C=C1 ISAVYTVYFVQUDY-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- MGFRKBRDZIMZGO-UHFFFAOYSA-N barium cadmium Chemical compound [Cd].[Ba] MGFRKBRDZIMZGO-UHFFFAOYSA-N 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 3
- 238000005096 rolling process Methods 0.000 description 3
- 239000008149 soap solution Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- NKTOLZVEWDHZMU-UHFFFAOYSA-N 2,5-xylenol Chemical compound CC1=CC=C(C)C(O)=C1 NKTOLZVEWDHZMU-UHFFFAOYSA-N 0.000 description 2
- OBETXYAYXDNJHR-UHFFFAOYSA-N 2-Ethylhexanoic acid Chemical compound CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 2
- CRBJBYGJVIBWIY-UHFFFAOYSA-N 2-isopropylphenol Chemical compound CC(C)C1=CC=CC=C1O CRBJBYGJVIBWIY-UHFFFAOYSA-N 0.000 description 2
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 2
- NDWWLJQHOLSEHX-UHFFFAOYSA-L calcium;octanoate Chemical compound [Ca+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O NDWWLJQHOLSEHX-UHFFFAOYSA-L 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000003700 epoxy group Chemical group 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- 229910000000 metal hydroxide Inorganic materials 0.000 description 2
- 150000004692 metal hydroxides Chemical class 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- ZVEWFTICTSQBDM-UHFFFAOYSA-N 4-methylphenol Chemical compound [CH2]C1=CC=C(O)C=C1 ZVEWFTICTSQBDM-UHFFFAOYSA-N 0.000 description 1
- SNKLPZOJLXDZCW-UHFFFAOYSA-N 4-tert-butyl-2-methylphenol Chemical compound CC1=CC(C(C)(C)C)=CC=C1O SNKLPZOJLXDZCW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- -1 Phthalic acid ester Chemical class 0.000 description 1
- 235000003846 Ricinus Nutrition 0.000 description 1
- 241000322381 Ricinus <louse> Species 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 1
- GWOWVOYJLHSRJJ-UHFFFAOYSA-L cadmium stearate Chemical compound [Cd+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O GWOWVOYJLHSRJJ-UHFFFAOYSA-L 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N o-dicarboxybenzene Natural products OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 229960002969 oleic acid Drugs 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- IWDCLRJOBJJRNH-UHFFFAOYSA-N para-hydroxytoluene Natural products CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000012255 powdered metal Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000002195 synergetic effect Effects 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
- C08K5/04—Oxygen-containing compounds
- C08K5/15—Heterocyclic compounds having oxygen in the ring
- C08K5/151—Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
- C08K5/1515—Three-membered 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)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL272242D NL272242A (enrdf_load_stackoverflow) | 1960-12-09 | ||
| BE611161D BE611161A (enrdf_load_stackoverflow) | 1960-12-09 | ||
| DEC22930A DE1262587B (de) | 1960-12-09 | 1960-12-09 | Stabilisieren von Polyvinylchlorid und Vinylchlorid-Mischpolymerisaten |
| CH1354461A CH412319A (de) | 1960-12-09 | 1961-11-21 | Flüssiger Stabilisator für Polyvinylchlorid und Polyvinylchlorid-Mischpolymere und Verfahren zu seiner Herstellung |
| GB42572/61A GB926895A (en) | 1960-12-09 | 1961-11-28 | Liquid stabilisers for polymers and copolymers of vinyl chloride |
| US157110A US3297584A (en) | 1960-12-09 | 1961-12-05 | Liquid stabilizers for vinyl chloride resins comprising metal salts of epoxidized fatty acids |
| FR880945A FR1307553A (fr) | 1960-12-09 | 1961-12-05 | Stabilisants liquides pour chlorure de polyvinyle et copolymères de chlorure de polyvinyle et procédé pour leur préparation |
| JP36044641A JPS4837574B1 (enrdf_load_stackoverflow) | 1960-12-09 | 1961-12-09 | |
| CH306563A CH448511A (de) | 1960-12-09 | 1963-03-11 | Flüssiger Stabilisator für Polyvinylchlorid und Polyvinylchloridmischpolymere |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEC22930A DE1262587B (de) | 1960-12-09 | 1960-12-09 | Stabilisieren von Polyvinylchlorid und Vinylchlorid-Mischpolymerisaten |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1262587B true DE1262587B (de) | 1968-03-07 |
Family
ID=7017324
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEC22930A Pending DE1262587B (de) | 1960-12-09 | 1960-12-09 | Stabilisieren von Polyvinylchlorid und Vinylchlorid-Mischpolymerisaten |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3297584A (enrdf_load_stackoverflow) |
| JP (1) | JPS4837574B1 (enrdf_load_stackoverflow) |
| BE (1) | BE611161A (enrdf_load_stackoverflow) |
| CH (1) | CH412319A (enrdf_load_stackoverflow) |
| DE (1) | DE1262587B (enrdf_load_stackoverflow) |
| GB (1) | GB926895A (enrdf_load_stackoverflow) |
| NL (1) | NL272242A (enrdf_load_stackoverflow) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3461081A (en) * | 1964-07-17 | 1969-08-12 | Mizusawa Industrial Chem | Stabilizing agent for a halogen containing synthetic resin consisting of a basic inorganic acid salt of lead coated with a fatty acid soap of lead,cadmium or calcium |
| US3764572A (en) * | 1970-06-10 | 1973-10-09 | Chem Werke Barlocher O Gmbh | Process of granulating polymeric materials |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE850228C (de) * | 1946-04-12 | 1952-09-22 | Advance Solvents & Chemical Co | Verfahren zur Herstellung von waerme- und lichtbestaendigen halogenhaltigen Harzen |
| US2684353A (en) * | 1951-05-31 | 1954-07-20 | Buffalo Electro Chem Co | Method of stabilizing halogen containing polymeric substances against heat and lightwith salts of epoxy fatty acids |
| GB752053A (en) * | 1954-09-21 | 1956-07-04 | Argus Chemical Lab Inc | Substituted phenolated stabilizer composition |
| FR1127671A (fr) * | 1954-07-28 | 1956-12-21 | Argus Chemical Lab Inc | Stabilisateurs pour résines artificielles et résines artificielles conformes à celles obtenues |
| FR1154013A (fr) * | 1955-12-27 | 1958-04-01 | Monsanto Chemicals | Mélange conférant de la stabilité à la lumière |
| FR1175086A (fr) * | 1956-05-15 | 1959-03-19 | Argus Chem | Agent stabilisateur du chlorure de polyvinyle |
| US2894923A (en) * | 1955-06-17 | 1959-07-14 | Monsanto Chemicals | Light stable halogen-containing resins |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1932889A (en) * | 1931-08-10 | 1933-10-31 | Carbide & Carbon Chem Corp | Record |
| US2564646A (en) * | 1950-02-08 | 1951-08-14 | Argus Chemical Lab Inc | Haze resistant vinyl chloride polymers |
| US2711401A (en) * | 1951-11-23 | 1955-06-21 | Ferro Corp | Stabilized chlorine containing vinyl resins |
| US2820774A (en) * | 1951-12-13 | 1958-01-21 | Union Carbide Corp | Vinyl chloride resin with lead salt and hindered phenol stabilizers |
| US2997454A (en) * | 1959-05-18 | 1961-08-22 | Argus Chem | Polyvinyl chloride stabilizer combinations of phosphorus acid with triphosphites andheavy metal salts |
-
0
- NL NL272242D patent/NL272242A/xx unknown
- BE BE611161D patent/BE611161A/xx unknown
-
1960
- 1960-12-09 DE DEC22930A patent/DE1262587B/de active Pending
-
1961
- 1961-11-21 CH CH1354461A patent/CH412319A/de unknown
- 1961-11-28 GB GB42572/61A patent/GB926895A/en not_active Expired
- 1961-12-05 US US157110A patent/US3297584A/en not_active Expired - Lifetime
- 1961-12-09 JP JP36044641A patent/JPS4837574B1/ja active Pending
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE850228C (de) * | 1946-04-12 | 1952-09-22 | Advance Solvents & Chemical Co | Verfahren zur Herstellung von waerme- und lichtbestaendigen halogenhaltigen Harzen |
| US2684353A (en) * | 1951-05-31 | 1954-07-20 | Buffalo Electro Chem Co | Method of stabilizing halogen containing polymeric substances against heat and lightwith salts of epoxy fatty acids |
| FR1127671A (fr) * | 1954-07-28 | 1956-12-21 | Argus Chemical Lab Inc | Stabilisateurs pour résines artificielles et résines artificielles conformes à celles obtenues |
| GB752053A (en) * | 1954-09-21 | 1956-07-04 | Argus Chemical Lab Inc | Substituted phenolated stabilizer composition |
| US2894923A (en) * | 1955-06-17 | 1959-07-14 | Monsanto Chemicals | Light stable halogen-containing resins |
| FR1154013A (fr) * | 1955-12-27 | 1958-04-01 | Monsanto Chemicals | Mélange conférant de la stabilité à la lumière |
| FR1175086A (fr) * | 1956-05-15 | 1959-03-19 | Argus Chem | Agent stabilisateur du chlorure de polyvinyle |
Also Published As
| Publication number | Publication date |
|---|---|
| GB926895A (en) | 1963-05-22 |
| BE611161A (enrdf_load_stackoverflow) | |
| JPS4837574B1 (enrdf_load_stackoverflow) | 1973-11-12 |
| NL272242A (enrdf_load_stackoverflow) | |
| CH412319A (de) | 1966-04-30 |
| US3297584A (en) | 1967-01-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| E77 | Valid patent as to the heymanns-index 1977 |