GB401653A - Improvements in or relating to the manufacture of plastic masses from methacrylic acid esters - Google Patents
Improvements in or relating to the manufacture of plastic masses from methacrylic acid estersInfo
- Publication number
- GB401653A GB401653A GB1240232A GB1240232A GB401653A GB 401653 A GB401653 A GB 401653A GB 1240232 A GB1240232 A GB 1240232A GB 1240232 A GB1240232 A GB 1240232A GB 401653 A GB401653 A GB 401653A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methacrylic acid
- ester
- ethyl ester
- acetate
- esters
- 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
- 238000004519 manufacturing process Methods 0.000 title abstract 11
- 229920003023 plastic Polymers 0.000 title abstract 4
- 239000004033 plastic Substances 0.000 title abstract 4
- 125000005397 methacrylic acid ester group Chemical group 0.000 title 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 28
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 24
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 14
- 125000004494 ethyl ester group Chemical group 0.000 abstract 13
- 235000019439 ethyl acetate Nutrition 0.000 abstract 11
- -1 paraformaldehyde Chemical compound 0.000 abstract 11
- 239000010408 film Substances 0.000 abstract 10
- 239000002904 solvent Substances 0.000 abstract 10
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 abstract 9
- 229920002845 Poly(methacrylic acid) Polymers 0.000 abstract 9
- 239000000047 product Substances 0.000 abstract 9
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 abstract 8
- 229960003328 benzoyl peroxide Drugs 0.000 abstract 8
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 abstract 8
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical class CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 abstract 8
- 239000000126 substance Substances 0.000 abstract 8
- 239000005995 Aluminium silicate Substances 0.000 abstract 6
- 239000004342 Benzoyl peroxide Substances 0.000 abstract 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 6
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 abstract 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 6
- 235000012211 aluminium silicate Nutrition 0.000 abstract 6
- 235000019400 benzoyl peroxide Nutrition 0.000 abstract 6
- 239000007859 condensation product Substances 0.000 abstract 6
- 238000001035 drying Methods 0.000 abstract 6
- 238000001704 evaporation Methods 0.000 abstract 6
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 abstract 6
- 239000004922 lacquer Substances 0.000 abstract 6
- 239000000463 material Substances 0.000 abstract 6
- 239000000203 mixture Substances 0.000 abstract 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 abstract 5
- 239000003054 catalyst Substances 0.000 abstract 5
- 239000003921 oil Substances 0.000 abstract 5
- 235000019198 oils Nutrition 0.000 abstract 5
- 229920002955 Art silk Polymers 0.000 abstract 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical class C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 abstract 4
- 239000000020 Nitrocellulose Substances 0.000 abstract 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical class C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 abstract 4
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 abstract 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 abstract 4
- FJWGYAHXMCUOOM-QHOUIDNNSA-N [(2s,3r,4s,5r,6r)-2-[(2r,3r,4s,5r,6s)-4,5-dinitrooxy-2-(nitrooxymethyl)-6-[(2r,3r,4s,5r,6s)-4,5,6-trinitrooxy-2-(nitrooxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-3,5-dinitrooxy-6-(nitrooxymethyl)oxan-4-yl] nitrate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O)O[C@H]1[C@@H]([C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@@H](CO[N+]([O-])=O)O1)O[N+]([O-])=O)CO[N+](=O)[O-])[C@@H]1[C@@H](CO[N+]([O-])=O)O[C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O FJWGYAHXMCUOOM-QHOUIDNNSA-N 0.000 abstract 4
- RSWGJHLUYNHPMX-ONCXSQPRSA-N abietic acid Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-ONCXSQPRSA-N 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 4
- 229920002678 cellulose Chemical class 0.000 abstract 4
- 239000001913 cellulose Chemical class 0.000 abstract 4
- 229920002301 cellulose acetate Polymers 0.000 abstract 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 abstract 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 abstract 4
- 150000002148 esters Chemical class 0.000 abstract 4
- 239000004744 fabric Substances 0.000 abstract 4
- SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 abstract 4
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 abstract 4
- 239000006233 lamp black Substances 0.000 abstract 4
- 239000010985 leather Substances 0.000 abstract 4
- 239000000025 natural resin Substances 0.000 abstract 4
- 150000002825 nitriles Chemical class 0.000 abstract 4
- 229920001220 nitrocellulos Polymers 0.000 abstract 4
- 229940079938 nitrocellulose Drugs 0.000 abstract 4
- NDLPOXTZKUMGOV-UHFFFAOYSA-N oxo(oxoferriooxy)iron hydrate Chemical compound O.O=[Fe]O[Fe]=O NDLPOXTZKUMGOV-UHFFFAOYSA-N 0.000 abstract 4
- 239000001301 oxygen Substances 0.000 abstract 4
- 229910052760 oxygen Inorganic materials 0.000 abstract 4
- 229920001568 phenolic resin Polymers 0.000 abstract 4
- 239000011347 resin Substances 0.000 abstract 4
- 229920005989 resin Polymers 0.000 abstract 4
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 abstract 3
- KMZHZAAOEWVPSE-UHFFFAOYSA-N 2,3-dihydroxypropyl acetate Chemical compound CC(=O)OCC(O)CO KMZHZAAOEWVPSE-UHFFFAOYSA-N 0.000 abstract 3
- 241000723346 Cinnamomum camphora Species 0.000 abstract 3
- 229930040373 Paraformaldehyde Natural products 0.000 abstract 3
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric Acid Chemical compound [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 abstract 3
- 229960000846 camphor Drugs 0.000 abstract 3
- 229930008380 camphor Natural products 0.000 abstract 3
- 239000000470 constituent Substances 0.000 abstract 3
- 239000000839 emulsion Substances 0.000 abstract 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical class CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 abstract 3
- 229920002866 paraformaldehyde Polymers 0.000 abstract 3
- XNGIFLGASWRNHJ-BFGUONQLSA-N phthalic acid Chemical compound O[13C](=O)C1=CC=CC=C1[13C](O)=O XNGIFLGASWRNHJ-BFGUONQLSA-N 0.000 abstract 3
- 239000004848 polyfunctional curative Substances 0.000 abstract 3
- 229920002451 polyvinyl alcohol Polymers 0.000 abstract 3
- 235000019422 polyvinyl alcohol Nutrition 0.000 abstract 3
- 239000011975 tartaric acid Substances 0.000 abstract 3
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 abstract 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 abstract 2
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 abstract 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 abstract 2
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 abstract 2
- 240000000972 Agathis dammara Species 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 2
- 239000004859 Copal Substances 0.000 abstract 2
- 229920002871 Dammar gum Polymers 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 241000782205 Guibourtia conjugata Species 0.000 abstract 2
- 239000000899 Gutta-Percha Substances 0.000 abstract 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 2
- 240000000342 Palaquium gutta Species 0.000 abstract 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 2
- 229920001800 Shellac Polymers 0.000 abstract 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 2
- 239000005864 Sulphur Substances 0.000 abstract 2
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 abstract 2
- COQLPRJCUIATTQ-UHFFFAOYSA-N Uranyl acetate Chemical compound O.O.O=[U]=O.CC(O)=O.CC(O)=O COQLPRJCUIATTQ-UHFFFAOYSA-N 0.000 abstract 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 2
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 abstract 2
- 229940072049 amyl acetate Drugs 0.000 abstract 2
- PGMYKACGEOXYJE-UHFFFAOYSA-N anhydrous amyl acetate Natural products CCCCCOC(C)=O PGMYKACGEOXYJE-UHFFFAOYSA-N 0.000 abstract 2
- 238000001266 bandaging Methods 0.000 abstract 2
- 229910052788 barium Inorganic materials 0.000 abstract 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 abstract 2
- 150000001555 benzenes Chemical class 0.000 abstract 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 2
- HSUIVCLOAAJSRE-UHFFFAOYSA-N bis(2-methoxyethyl) benzene-1,2-dicarboxylate Chemical compound COCCOC(=O)C1=CC=CC=C1C(=O)OCCOC HSUIVCLOAAJSRE-UHFFFAOYSA-N 0.000 abstract 2
- 239000004202 carbamide Substances 0.000 abstract 2
- 239000003086 colorant Substances 0.000 abstract 2
- 238000004040 coloring Methods 0.000 abstract 2
- PCYQQSKDZQTOQG-NXEZZACHSA-N dibutyl (2r,3r)-2,3-dihydroxybutanedioate Chemical compound CCCCOC(=O)[C@H](O)[C@@H](O)C(=O)OCCCC PCYQQSKDZQTOQG-NXEZZACHSA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 2
- 230000008020 evaporation Effects 0.000 abstract 2
- 239000000945 filler Substances 0.000 abstract 2
- 239000007789 gas Substances 0.000 abstract 2
- 239000011521 glass Substances 0.000 abstract 2
- 229920000588 gutta-percha Polymers 0.000 abstract 2
- MNWFXJYAOYHMED-UHFFFAOYSA-M heptanoate Chemical compound CCCCCCC([O-])=O MNWFXJYAOYHMED-UHFFFAOYSA-M 0.000 abstract 2
- 229930195733 hydrocarbon Natural products 0.000 abstract 2
- 150000002430 hydrocarbons Chemical class 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 2
- 239000011810 insulating material Substances 0.000 abstract 2
- 239000002649 leather substitute Substances 0.000 abstract 2
- 235000021388 linseed oil Nutrition 0.000 abstract 2
- 239000000944 linseed oil Substances 0.000 abstract 2
- 229920000609 methyl cellulose Polymers 0.000 abstract 2
- 150000004702 methyl esters Chemical class 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 239000001923 methylcellulose Substances 0.000 abstract 2
- 235000010981 methylcellulose Nutrition 0.000 abstract 2
- 235000011837 pasties Nutrition 0.000 abstract 2
- UCUUFSAXZMGPGH-UHFFFAOYSA-N penta-1,4-dien-3-one Chemical class C=CC(=O)C=C UCUUFSAXZMGPGH-UHFFFAOYSA-N 0.000 abstract 2
- 229940038597 peroxide anti-acne preparations for topical use Drugs 0.000 abstract 2
- 150000002978 peroxides Chemical class 0.000 abstract 2
- 238000006116 polymerization reaction Methods 0.000 abstract 2
- 239000011253 protective coating Substances 0.000 abstract 2
- 239000004208 shellac Substances 0.000 abstract 2
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 abstract 2
- 229940113147 shellac Drugs 0.000 abstract 2
- 235000013874 shellac Nutrition 0.000 abstract 2
- 229910052708 sodium Inorganic materials 0.000 abstract 2
- 239000011734 sodium Substances 0.000 abstract 2
- PFUVRDFDKPNGAV-UHFFFAOYSA-N sodium peroxide Chemical compound [Na+].[Na+].[O-][O-] PFUVRDFDKPNGAV-UHFFFAOYSA-N 0.000 abstract 2
- 229920003002 synthetic resin Polymers 0.000 abstract 2
- 239000000057 synthetic resin Substances 0.000 abstract 2
- 239000000454 talc Substances 0.000 abstract 2
- 229910052623 talc Inorganic materials 0.000 abstract 2
- 239000004408 titanium dioxide Substances 0.000 abstract 2
- LMYRWZFENFIFIT-UHFFFAOYSA-N toluene-4-sulfonamide Chemical compound CC1=CC=C(S(N)(=O)=O)C=C1 LMYRWZFENFIFIT-UHFFFAOYSA-N 0.000 abstract 2
- 239000002966 varnish Substances 0.000 abstract 2
- 229920001567 vinyl ester resin Polymers 0.000 abstract 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 2
- 239000011787 zinc oxide Substances 0.000 abstract 2
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/12—Esters of monohydric alcohols or phenols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
- C08F265/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
- C08F265/06—Polymerisation of acrylate or methacrylate esters on to polymers thereof
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)
- Laminated Bodies (AREA)
Abstract
Plastic masses are prepared by incorporating wholly or partially polymerized methacrylic acid methyl ester or ethyl ester with one another or with one or more additional substance at any stage in the polymerization which may be effected if desired in solution or in aqueous emulsion and with the aid of catalysts. The term additional substance includes softeners such as phthalic, tartaric, phosphoric and stearic acid esters, acetin, drying and non-drying oils, camphor and naphthalene, hardeners such as paraformaldehyde, plastifiers, products of methacrylic acid or its derivatives differing from those which form the basic constituents of the mass such as methacrylic acid nitrile, polyvinyl alcohols, organic and inorganic vinyl esters such as vinyl acetate and chloride, vinyl ethers, vinyl ketones, olefines and diolefines such as styrene or butadiene, cellulose derivatives such as cellulose acetates, nitrocellulose, methyl, ethyl and benzyl cellulose, natural resins, such as copal, dammar, colophonium and shellac, artificial resins such as condensation product of formaldehyde and phenol or urea, p-toluene sulphonamide resins, and fillers such as zinc oxide, ferric oxide, kaolin, talc, lampblack, organic and inorganic colouring matters. Suitable catalysts for polymerization are oxygen or substances developing oxygen such as the peroxides of sodium, barium or hydrogen, benzoyl peroxide and uranyl acetate. Solvents include hydrocarbons of the benzine and benzene series, ethylene chloride, chloroform, trichlorethylene, chlorobenzene, alcohol, ether, dioxane, acetone, cyclohexanone, ethyl acetate and amyl acetate. The products may be used for the manufacture of films, lacquers, varnishes, glass substitutes and in the production of knife handles, umbrella handles, billiard balls, penholders, tiles, electric insulating materials, artificial silk, leather and guttapercha, bandaging materials, lacquers for leather and bases for pasty colours. In examples: (1) polymerized methacrylic acid and ethyl ester, which may be polymerized by heat, light or with benzoyl superoxide, is mixed with dibutyl tartrate and dissolved in ethyl acetate. By evaporation of the solvent from the solution on bands, films or plates are obtained suitable for use as boiler linings, protective coatings and gas-tight materials. (2) Powdered polymerized methacrylic acid ethyl esters is mixed with dibutyl phthalate and pressed to a transparent mass from which plates or sheets may be obtained by slicing. (3) Methacrylic acid and ethyl esters and blown linseed oil are polymerized in presence of a solvent such as ethy acetate by means of benzoyl peroxide to yield a leather substitute. (4) Polymethacrylic ethyl ester is blended with linoxyn with or without the addition of a phenol-formaldehyde condensation product and the diphthalic acid ester of ethylene glycol monoethylether. (6) Films suitable as photographic films or foli are prepared by evaporating a solution of polymethacrylic acid ethyl ester and nitrocellulose in acetic ester. (7) A product suitable for the manufacture of oilcloth is prepared by evaporating a solution of acetone of polymethacrylic acid ethyl ester, colophonium or other natural or synthetic resins, and softeners. (8) Methacrylic acid ethyl ester, linoxyn, kaolin, and the diphthalic acid ester of ethylene glycol monomethyl ether are heated together to yield a film which may be applied to fabrics to produce oilcloth or gas-tight materials. (9) A mixture of methacrylic acid ethyl ester and nitrile is polymerized by means of benzoylperoxide, mixed with lampblack and used, in the manufacture of gramophone records. (10) A mixture of methacrylic acid methyl ester, methyl cellulose, a phenolformaldehyde condensation product and ferric oxide is polymerized in the presence of a solvent for the product such as acetone. (11) A solution of methacrylic acid methyl ester and nitrile and vinyl acetate in acetic esters is polymerized by means of sodium peroxide and mixed, after removal of the solvent, with sulphur and kaolin. (12) A mixture of a solution of cellulose acetate in acetone and polymerized methacrylic acid methyl ester in benzene is used for the production of artificial silk. (13) Lacquers are prepared from polymethacrylic acid methyl esters, dibutyl phthalate and benzene or polymethacrylic acid ethyl esters, methyl glycol phthalate, ethyl acetate and titanium dioxide. Specifications 355,712, [Group IV], 358,534, and 371,812, [Group V], are referred to. Reference has been directed by the Comptroller to Specification 395,687, [Group IV].ALSO:Plastic masses are prepared by incorporating wholly or partially polymerised methacrylic acid methyl ester or ethyl ester with one another and/or with one or more additional substance at any stage in the polymerisation which may be effected if desired in solution or in aqueous emulsion and with the aid of catalysts. The term additional substance includes softeners such as phthalic, tartaric, phosphoric and stearic acid esters, acetin, drying and non-drying oils, camphor and naphthalene, hardeners such as paraformaldehyde, plastifiers, products of methacrylic acid or its derivatives differing from those which form the basic constituents of the mass such as methacrylic acid nitrile, polyvinyl alcohols, organic and inorganic vinyl esters such as vinyl acetate and chloride, vinyl ethers, vinyl ketones, olefines and diolefines such as styrene or butadiene, cellulose derivatives such as cellulose acetates, nitrocellulose, methyl, ethyl and benzyl cellulose, natural resins, such as copal, dammar, colophonium and shellac, artificial resins such as condensation product of formaldehyde and phenol or urea, p-toluene sulphonamide resins, and fillers such as zinc oxide, ferric oxide, kaolin, talc, lampblack, organic and inorganic colouring matters. Suitable catalysts for polymerisation are oxygen or substances developing oxygen such as the peroxides of sodium, barium or hydrogen, benzoyl peroxide and uranyl acetate. Solvents include hydrocarbons of the benzine and benzene series, ethylene chloride, chloroform, trichloroethylene, chlorobenzene, alcohol, ether, dioxane, acetone, cyclohexanone, ethyl acetate and amyl acetate. The products may be used for the manufacture of films, lacquers, varnishes, glass substitutes and in the production of knife handles, umbrella handles, billiard balls, penholders, tiles, electric insulating materials, artificial silk, leather and guttapercha, bandaging materials, lacquers for leather and bases for pasty colours. In examples (1) polymerised methacrylic acid ethyl ester, which may be polymerised by heat, light or with benzoyl superoxide, is mixed with dibutyl tartrate and dissolved in ethyl acetate. By evaporation of the solvent from the solution on bands films or plates are obtained suitable for use as boiler linings, protective coatings and gas tight materials. (2) Powdered polymerised methacrylic acid ethyl ester is mixed with dibutyl phthalate and pressed to a transparent mass from which plates or sheets may be obtained by slicing. (3) Methacrylic acid ethyl ester and blown linseed oil are polymerised in presence of a solvent such as ethyl acetate by means of benzoyl peroxide to yield a leather substitute. (4) Polymethacrylic acid ethyl ester is blended with linoxyne with or without the addition of a phenol-formaldehyde condensation product and the diphthalic acid ester of ethylene glycol monoethyl ether. (6) Films suitable as photographic films or foliae are prepared by evaporating a solution of polymethacrylic acid ethyl ester and nitro cellulose in acetic ester. (7) A product suitable for the manufacture of oil cloth is prepared by evaporating a solution in acetone of polymethacrylic acid ethyl ester, colophonium or other natural or synthetic resins, and softeners. (8) Methacrylic acid ethyl ester, linoxyne, kaolin and the diphthalic acid ester of ethylene glycol monomethyl ether are heated together to yield a film which may be applied to fabrics to produce oil cloth or gas tight materials. (9) A mixture of methacrylic acid ethyl ester and nitrile is polymerised by means of benzoyl peroxide, mixed with lampblack and used, if desired, in the manufacture of gramophone records. (10) A mixture of methacrylic acid methyl ester, methyl cellulose, a phenol-formaldehyde condensation product and ferric oxide is polymerised in the presence of a solvent for the product such as acetone. (11) A solution of methacrylic acid methyl ester and nitrile and vinyl acetate in acetic esters is polymerised by means of sodium peroxide and mixed, after removal of the solvent, with sulphur and kaolin. (12) A mixture of a solution of cellulose acetate in acetone and polymerised methacrylic acid methyl ester in benzene is used for the production of artificial silk. (13) Lacquers are prepared from polymethacrylic acid methyl esters, dibutyl phthalate and benzene or polymethacrylic acid ethyl esters, methyl glycol phthalate, ethyl acetate and titanium dioxide. Specifications 355,712, 358,534, and 371,812, [Group V], are referred to. Reference has been directed by the Comptroller to Specification 395,687.ALSO:Plastic masses are prepared by incorporating wholly or partially polymerised methacrylic acid methyl ester or ethyl ester with one another and/or with one or more additional substance at any stage in the polymerisation which may be effected if desired in solution or in aqueous emulsion and with the aid of catalysts. The term additional substance includes softeners such as phthalic, tartaric, phosphoric and stearic acid esters, acetin, drying and non-drying oils, camphor and naphthalene, hardeners such as paraformaldehyde, plastifiers, products of methacrylic acid or its derivatives differing from those which form the basic constituents of the mass such as methacrylic acid nitrile, polyvinyl alcohols, or
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1240232A GB401653A (en) | 1932-04-29 | 1932-04-29 | Improvements in or relating to the manufacture of plastic masses from methacrylic acid esters |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1240232A GB401653A (en) | 1932-04-29 | 1932-04-29 | Improvements in or relating to the manufacture of plastic masses from methacrylic acid esters |
Publications (1)
Publication Number | Publication Date |
---|---|
GB401653A true GB401653A (en) | 1933-10-30 |
Family
ID=10003918
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1240232A Expired GB401653A (en) | 1932-04-29 | 1932-04-29 | Improvements in or relating to the manufacture of plastic masses from methacrylic acid esters |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB401653A (en) |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE745131C (en) * | 1935-10-04 | 1944-02-26 | Rheinische Draht Und Kabelwerk | Telecommunication field cable with normal overall thickness of the conductor sheathing |
US2427847A (en) * | 1940-04-06 | 1947-09-23 | Goodrich Co B F | Pyrophosphates in emulsion polymerization |
US2496935A (en) * | 1940-06-07 | 1950-02-07 | Wingfoot Corp | Copolymers of butadiene and monocyclic terpene alcohol esters of acrylic acids |
DE756596C (en) * | 1940-10-15 | 1951-04-02 | Westfaelische Metall Ind Ag Li | Cover lens for vehicle signal lights made of transparent or translucent synthetic resin or a similar elastic material |
DE747596C (en) * | 1935-02-21 | 1952-09-22 | Roehm & Haas G M B H | Process for polymerizing vinyl, acrylic and methacrylic compounds |
DE900612C (en) * | 1934-09-17 | 1953-12-28 | Ici Ltd | Process for the production of granular or spherical polymerisation products |
DE964476C (en) * | 1935-07-19 | 1957-05-23 | Elastic Stop Nut Corp | Pressed reflector, especially for traffic signs |
DE976769C (en) * | 1953-12-29 | 1965-09-23 | Licentia Gmbh | Record mass |
DE1264653B (en) * | 1958-11-28 | 1968-03-28 | Ici Ltd | Production of sliding coatings on metal sheets to be deformed |
-
1932
- 1932-04-29 GB GB1240232A patent/GB401653A/en not_active Expired
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE900612C (en) * | 1934-09-17 | 1953-12-28 | Ici Ltd | Process for the production of granular or spherical polymerisation products |
DE747596C (en) * | 1935-02-21 | 1952-09-22 | Roehm & Haas G M B H | Process for polymerizing vinyl, acrylic and methacrylic compounds |
DE964476C (en) * | 1935-07-19 | 1957-05-23 | Elastic Stop Nut Corp | Pressed reflector, especially for traffic signs |
DE745131C (en) * | 1935-10-04 | 1944-02-26 | Rheinische Draht Und Kabelwerk | Telecommunication field cable with normal overall thickness of the conductor sheathing |
US2427847A (en) * | 1940-04-06 | 1947-09-23 | Goodrich Co B F | Pyrophosphates in emulsion polymerization |
US2496935A (en) * | 1940-06-07 | 1950-02-07 | Wingfoot Corp | Copolymers of butadiene and monocyclic terpene alcohol esters of acrylic acids |
DE756596C (en) * | 1940-10-15 | 1951-04-02 | Westfaelische Metall Ind Ag Li | Cover lens for vehicle signal lights made of transparent or translucent synthetic resin or a similar elastic material |
DE976769C (en) * | 1953-12-29 | 1965-09-23 | Licentia Gmbh | Record mass |
DE1264653B (en) * | 1958-11-28 | 1968-03-28 | Ici Ltd | Production of sliding coatings on metal sheets to be deformed |
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