GB586826A - Plasticizer for ethenoid polymers - Google Patents
Plasticizer for ethenoid polymersInfo
- Publication number
- GB586826A GB586826A GB25492/44A GB2549244A GB586826A GB 586826 A GB586826 A GB 586826A GB 25492/44 A GB25492/44 A GB 25492/44A GB 2549244 A GB2549244 A GB 2549244A GB 586826 A GB586826 A GB 586826A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compositions
- polyester
- polyvinyl
- prepared
- polyesters
- 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
- 239000004014 plasticizer Substances 0.000 title abstract 3
- 229920000642 polymer Polymers 0.000 title abstract 3
- 229920000728 polyester Polymers 0.000 abstract 9
- 239000000203 mixture Substances 0.000 abstract 8
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 abstract 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 abstract 4
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 abstract 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 3
- 229920001577 copolymer Polymers 0.000 abstract 3
- 239000004615 ingredient Substances 0.000 abstract 3
- 229920002554 vinyl polymer Polymers 0.000 abstract 3
- PYGXAGIECVVIOZ-UHFFFAOYSA-N Dibutyl decanedioate Chemical compound CCCCOC(=O)CCCCCCCCC(=O)OCCCC PYGXAGIECVVIOZ-UHFFFAOYSA-N 0.000 abstract 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 2
- 239000004793 Polystyrene Substances 0.000 abstract 2
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 abstract 2
- 150000001241 acetals Chemical class 0.000 abstract 2
- 239000011248 coating agent Substances 0.000 abstract 2
- 238000000576 coating method Methods 0.000 abstract 2
- 239000000945 filler Substances 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 238000003801 milling Methods 0.000 abstract 2
- 238000002156 mixing Methods 0.000 abstract 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 abstract 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 abstract 2
- 239000000049 pigment Substances 0.000 abstract 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 abstract 2
- 229920002223 polystyrene Polymers 0.000 abstract 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 abstract 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 abstract 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 abstract 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 abstract 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 abstract 1
- QISOBCMNUJQOJU-UHFFFAOYSA-N 4-bromo-1h-pyrazole-5-carboxylic acid Chemical compound OC(=O)C=1NN=CC=1Br QISOBCMNUJQOJU-UHFFFAOYSA-N 0.000 abstract 1
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 abstract 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 abstract 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Natural products OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 abstract 1
- 239000004820 Pressure-sensitive adhesive Substances 0.000 abstract 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract 1
- 235000021355 Stearic acid Nutrition 0.000 abstract 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 abstract 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 abstract 1
- 229920006387 Vinylite Polymers 0.000 abstract 1
- 229910000004 White lead Inorganic materials 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 239000010425 asbestos Substances 0.000 abstract 1
- 239000006229 carbon black Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000004927 clay Substances 0.000 abstract 1
- 230000001112 coagulating effect Effects 0.000 abstract 1
- 230000000052 comparative effect Effects 0.000 abstract 1
- 238000007906 compression Methods 0.000 abstract 1
- 230000006835 compression Effects 0.000 abstract 1
- 150000001991 dicarboxylic acids Chemical class 0.000 abstract 1
- RLRMXWDXPLINPJ-UHFFFAOYSA-N dioctan-2-yl benzene-1,2-dicarboxylate Chemical compound CCCCCCC(C)OC(=O)C1=CC=CC=C1C(=O)OC(C)CCCCCC RLRMXWDXPLINPJ-UHFFFAOYSA-N 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 238000001704 evaporation Methods 0.000 abstract 1
- 238000001125 extrusion Methods 0.000 abstract 1
- 239000004744 fabric Substances 0.000 abstract 1
- 235000011187 glycerol Nutrition 0.000 abstract 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 abstract 1
- 238000010348 incorporation Methods 0.000 abstract 1
- 238000002347 injection Methods 0.000 abstract 1
- 239000007924 injection Substances 0.000 abstract 1
- 238000007689 inspection Methods 0.000 abstract 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 abstract 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 abstract 1
- 229920002689 polyvinyl acetate Polymers 0.000 abstract 1
- 239000011118 polyvinyl acetate Substances 0.000 abstract 1
- 229920000915 polyvinyl chloride Polymers 0.000 abstract 1
- 239000004800 polyvinyl chloride Substances 0.000 abstract 1
- 229920001290 polyvinyl ester Polymers 0.000 abstract 1
- 229920001291 polyvinyl halide Polymers 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 229910052895 riebeckite Inorganic materials 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000008117 stearic acid Substances 0.000 abstract 1
- 239000002023 wood Substances 0.000 abstract 1
- 235000005074 zinc chloride Nutrition 0.000 abstract 1
- 239000011592 zinc chloride Substances 0.000 abstract 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L27/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers
- C08L27/02—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L27/04—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing chlorine atoms
- C08L27/06—Homopolymers or copolymers of vinyl chloride
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L57/00—Compositions of unspecified polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy 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)
Abstract
Polyvinyl chloride, polyvinyl acetate or a copolymer thereof is incorporated with less than its own weight of a linear polyester of 1,2-propylene glycol and sebacic acid, the polyester having a molecular weight of 1700-20,000. The polyesters act as plasticisers, assist working and milling of the vinyl polymers and facilitate dispersion of pigment or fillers therein. The plasticising action is greater for polyesters of lower molecular weight. The compositions of the invention may be prepared by mixing and milling on a roller mill, by masticating in a Werner-Pfleider or Banbury-type mixer, by mixing solutions of the ingredients and evaporating the solvent or by preparing an emulsion of the ingredients and coagulating them or drying in film form. Other plasticisers, e.g. tricresyl phosphate or dibutyl sebacate, pigments such as carbon black, agents such as zinc stearate or fillers such as clay or asbestos may be incorporated in the compositions. The examples describe the preparation of the polyester by condensing the ingredients in presence of zinc chloride, and its incorporation, together with white lead and stearic acid, with a copolymer of vinyl acetate and vinyl chloride known under the Registered Trade Mark "Vinylite VYNW," on a rubber mill at a temperature of 290-320 DEG F. Similar compositions were prepared with tricresyl phosphate, dicapryl phthalate and dibutyl sebacate in place of the polyester of the invention. A number of tests were made on the four compositions and comparative results are recorded. The compositions of the invention are particularly suitable as jackets for high-frequency cables (see Group XXXVI). They may replace rubber for many purposes and are suitable for coating or impregnating fabric or paper or for coating wood or metal. They may be moulded by injection, compression or extrusion. Highly plasticised compositions may be used as pressure sensitive adhesives. In addition to the method given in the example, the polyesters may be prepared according to the method of U.S.A. Specification 2,071,250 or 2,249,950. The Specification as open to inspection under Sect. 91 covers the plasticisation of ethenoid polymers generally by linear polyesters which are non-crystalline above 30 DEG C. and which are prepared by esterification of dihydric alcohols and dicarboxylic acids. As ethenoid polymers it mentions polystyrene, polyvinyl acetals such as the formal and butyral, and copolymers such as those of polyvinyl halides and polystyrenes, polyvinyl esters and polyvinyl acetals. The polyester may be prepared from adipic, a -methyl glutaric, a ,a -diethyl glutaric, pimelic, suberic, azelaic, sebacic, maleic, fumaric or phthalic acid or mixtures thereof, and ethylene glycol, diethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, butylene glycol, hexamethylene glycol, the a -methyl ether of glycerine or mixtures thereof. This subjectmatter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US586826XA | 1944-04-12 | 1944-04-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB586826A true GB586826A (en) | 1947-04-01 |
Family
ID=22018264
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB25492/44A Expired GB586826A (en) | 1944-04-12 | 1944-12-19 | Plasticizer for ethenoid polymers |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB586826A (en) |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2555062A (en) * | 1948-03-24 | 1951-05-29 | Ici Ltd | Vinyl chloride polymers plasticized with plyesters |
| US2606162A (en) * | 1948-01-30 | 1952-08-05 | Ici Ltd | Compositions comprising polyisocyanate modified polyesters and vinyl chloride polymers |
| US2611756A (en) * | 1950-01-16 | 1952-09-23 | Cambridge Ind Company | Polyvinyl resin plasticized with polyester |
| US2616722A (en) * | 1950-04-15 | 1952-11-04 | Marson Corp | Welting for fenders and the like |
| US2617779A (en) * | 1949-05-28 | 1952-11-11 | Gen Electric | Plasticized vinyl halide resins and electrical conductors insulated therewith |
| US2627482A (en) * | 1950-06-22 | 1953-02-03 | Gen Electric | Gasket material and process for making same |
| US2708215A (en) * | 1951-05-31 | 1955-05-10 | Itt | Jacketing material for high frequency cables |
| DE1006227B (en) * | 1955-03-05 | 1957-04-11 | Fritz Mueller Iacoroplastia K | Corrosion protection bandage with a carrier made of plastic film |
| US2838428A (en) * | 1949-05-28 | 1958-06-10 | Gen Electric | Plasticized vinyl halide resins and electrical conductors insulated therewith |
| DE1121805B (en) * | 1956-11-20 | 1962-01-11 | Goodyear Tire & Rubber | Process for the production of thermoplastic rubber-like polyester, polyester amide or polyether urethanes |
| US3331803A (en) * | 1960-08-03 | 1967-07-18 | Chemische Werke Witten Gmbh | Polyester plasticizer for polymers of vinyl chloride and process for preparing the same |
| WO1996036865A1 (en) * | 1995-05-15 | 1996-11-21 | Winfried Labuda | Particle collector |
-
1944
- 1944-12-19 GB GB25492/44A patent/GB586826A/en not_active Expired
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2606162A (en) * | 1948-01-30 | 1952-08-05 | Ici Ltd | Compositions comprising polyisocyanate modified polyesters and vinyl chloride polymers |
| US2555062A (en) * | 1948-03-24 | 1951-05-29 | Ici Ltd | Vinyl chloride polymers plasticized with plyesters |
| US2617779A (en) * | 1949-05-28 | 1952-11-11 | Gen Electric | Plasticized vinyl halide resins and electrical conductors insulated therewith |
| US2838428A (en) * | 1949-05-28 | 1958-06-10 | Gen Electric | Plasticized vinyl halide resins and electrical conductors insulated therewith |
| US2611756A (en) * | 1950-01-16 | 1952-09-23 | Cambridge Ind Company | Polyvinyl resin plasticized with polyester |
| US2616722A (en) * | 1950-04-15 | 1952-11-04 | Marson Corp | Welting for fenders and the like |
| US2627482A (en) * | 1950-06-22 | 1953-02-03 | Gen Electric | Gasket material and process for making same |
| US2708215A (en) * | 1951-05-31 | 1955-05-10 | Itt | Jacketing material for high frequency cables |
| DE1006227B (en) * | 1955-03-05 | 1957-04-11 | Fritz Mueller Iacoroplastia K | Corrosion protection bandage with a carrier made of plastic film |
| DE1121805B (en) * | 1956-11-20 | 1962-01-11 | Goodyear Tire & Rubber | Process for the production of thermoplastic rubber-like polyester, polyester amide or polyether urethanes |
| US3331803A (en) * | 1960-08-03 | 1967-07-18 | Chemische Werke Witten Gmbh | Polyester plasticizer for polymers of vinyl chloride and process for preparing the same |
| WO1996036865A1 (en) * | 1995-05-15 | 1996-11-21 | Winfried Labuda | Particle collector |
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