GB944295A - Emulsion surface coating compositions - Google Patents
Emulsion surface coating compositionsInfo
- Publication number
- GB944295A GB944295A GB2242960A GB2242960A GB944295A GB 944295 A GB944295 A GB 944295A GB 2242960 A GB2242960 A GB 2242960A GB 2242960 A GB2242960 A GB 2242960A GB 944295 A GB944295 A GB 944295A
- Authority
- GB
- United Kingdom
- Prior art keywords
- polyethylene glycol
- monomethyl ether
- glycol
- methoxy
- diethylene glycol
- 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
- 239000000839 emulsion Substances 0.000 title abstract 3
- 239000008199 coating composition Substances 0.000 title abstract 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical class OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 20
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 abstract 10
- XPJRQAIZZQMSCM-UHFFFAOYSA-N heptaethylene glycol Polymers OCCOCCOCCOCCOCCOCCOCCO XPJRQAIZZQMSCM-UHFFFAOYSA-N 0.000 abstract 9
- 239000002202 Polyethylene glycol Substances 0.000 abstract 7
- 239000000203 mixture Substances 0.000 abstract 7
- 229920001223 polyethylene glycol Polymers 0.000 abstract 7
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 abstract 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N anhydrous diethylene glycol Natural products OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 abstract 5
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 5
- 229940068886 polyethylene glycol 300 Drugs 0.000 abstract 5
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 4
- 239000007795 chemical reaction product Substances 0.000 abstract 4
- 125000004185 ester group Chemical group 0.000 abstract 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 239000000654 additive Substances 0.000 abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 3
- BQFKBFVHXDIQAA-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol;propanoic acid Chemical compound CCC(O)=O.COCCOCCO BQFKBFVHXDIQAA-UHFFFAOYSA-N 0.000 abstract 2
- BJINVQNEBGOMCR-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethyl acetate Chemical compound COCCOCCOC(C)=O BJINVQNEBGOMCR-UHFFFAOYSA-N 0.000 abstract 2
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 abstract 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 abstract 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 abstract 2
- QEVGZEDELICMKH-UHFFFAOYSA-N Diglycolic acid Chemical compound OC(=O)COCC(O)=O QEVGZEDELICMKH-UHFFFAOYSA-N 0.000 abstract 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 2
- 229910019142 PO4 Inorganic materials 0.000 abstract 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 abstract 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000001089 [(2R)-oxolan-2-yl]methanol Substances 0.000 abstract 2
- 230000000996 additive effect Effects 0.000 abstract 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 229920001577 copolymer Polymers 0.000 abstract 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 abstract 2
- 150000005690 diesters Chemical class 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- -1 ether ester Chemical class 0.000 abstract 2
- 150000002689 maleic acids Chemical class 0.000 abstract 2
- 235000006408 oxalic acid Nutrition 0.000 abstract 2
- 229960005323 phenoxyethanol Drugs 0.000 abstract 2
- 235000021317 phosphate Nutrition 0.000 abstract 2
- 229920001515 polyalkylene glycol Polymers 0.000 abstract 2
- 229940068918 polyethylene glycol 400 Drugs 0.000 abstract 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 abstract 2
- 159000000000 sodium salts Chemical class 0.000 abstract 2
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 abstract 2
- 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 abstract 2
- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 abstract 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 abstract 1
- TUFVQKRFRXUCAO-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethyl 2-chloroacetate Chemical compound COCCOCCOC(=O)CCl TUFVQKRFRXUCAO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005995 Aluminium silicate Substances 0.000 abstract 1
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 abstract 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 abstract 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 abstract 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 abstract 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 abstract 1
- 150000001243 acetic acids Chemical class 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 abstract 1
- 239000001361 adipic acid Substances 0.000 abstract 1
- 235000011037 adipic acid Nutrition 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- PZZYQPZGQPZBDN-UHFFFAOYSA-N aluminium silicate Chemical compound O=[Al]O[Si](=O)O[Al]=O PZZYQPZGQPZBDN-UHFFFAOYSA-N 0.000 abstract 1
- 229910000323 aluminium silicate Inorganic materials 0.000 abstract 1
- 235000012211 aluminium silicate Nutrition 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- VEZXCJBBBCKRPI-UHFFFAOYSA-N beta-propiolactone Chemical compound O=C1CCO1 VEZXCJBBBCKRPI-UHFFFAOYSA-N 0.000 abstract 1
- 235000010290 biphenyl Nutrition 0.000 abstract 1
- 239000004305 biphenyl Substances 0.000 abstract 1
- 125000006267 biphenyl group Chemical group 0.000 abstract 1
- 229910000019 calcium carbonate Inorganic materials 0.000 abstract 1
- FZFAMSAMCHXGEF-UHFFFAOYSA-N chloro formate Chemical compound ClOC=O FZFAMSAMCHXGEF-UHFFFAOYSA-N 0.000 abstract 1
- 239000004927 clay Substances 0.000 abstract 1
- 229910052570 clay Inorganic materials 0.000 abstract 1
- 125000001033 ether group Chemical group 0.000 abstract 1
- 229920001519 homopolymer Polymers 0.000 abstract 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 abstract 1
- 239000004615 ingredient Substances 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
- 239000011976 maleic acid Substances 0.000 abstract 1
- 229920000609 methyl cellulose Polymers 0.000 abstract 1
- 239000001923 methylcellulose Substances 0.000 abstract 1
- 235000010981 methylcellulose Nutrition 0.000 abstract 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 abstract 1
- 229940116315 oxalic acid Drugs 0.000 abstract 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 abstract 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 abstract 1
- 239000010452 phosphate Substances 0.000 abstract 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 abstract 1
- 150000003014 phosphoric acid esters Chemical class 0.000 abstract 1
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000003755 preservative agent Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 150000003151 propanoic acid esters Chemical class 0.000 abstract 1
- 229960000380 propiolactone Drugs 0.000 abstract 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 229940116351 sebacate Drugs 0.000 abstract 1
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 abstract 1
- 229910000029 sodium carbonate Inorganic materials 0.000 abstract 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 abstract 1
- 239000004094 surface-active agent Substances 0.000 abstract 1
- 239000004408 titanium dioxide Substances 0.000 abstract 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/091—Esters of phosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D201/00—Coating compositions based on unspecified macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/02—Emulsion paints including aerosols
- C09D5/024—Emulsion paints including aerosols characterised by the additives
- C09D5/027—Dispersing agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Health & Medical Sciences (AREA)
- Dispersion Chemistry (AREA)
- Paints Or Removers (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyethers (AREA)
Abstract
The preparation of derivatives of ethylene glycol and polyethylene glycol is exemplified, as follows: (1) methoxy-polyethylene glycol propionitrile is prepared by reacting monomethoxypolyethelene glycol 350 with acrylonitrile in the presence of sodium methoxide; (2) the product of (1) is hydrolysed and esterified with diethylene glycol monomethyl ether to produce the methoxypolyethylene glycol 350 propionic acid ester of diethylene glycol monomethyl ether; (3) diethylene glycol monomethyl is reacted with sodium hydroxide to produce its sodium salt, which is then reacted with beta-propiolactone to produce diethylene glycol monomethyl ether propionic acid which in turn is esterified with monomethoxypolyethylene glycol 350; (4) diethylene glycol monomethyl ether is reacted with phosgene to produce its chloroformate, which is reacted with methoxy-polyethylene glycol 350 to produce diethylene glycol monomethyl ether methoxypolyethylene glycol 350 carbonate; (5) the sodium salt of methoxy-polyethylene glycol is formed, which is reacted with diethylene glycol monomethyl ether monochloroacetate to produce alpha-(methoxy-polyethylene glycol 350) diethylene glycol monomethyl ether acetate; (6) polyethylene glycol 400 is esterified with a mixture of acetic and maleic acids; (7) triphenyl phosphite is reacted with methoxy-polyethylene glycol 350 in the presence of sodium methylate and the reaction mixture is treated with sodium carbonate and hydrogen peroxide to produce a mixture of monophenyl and diphenyl monomethoxy-polyethylene glycol 350 phosphates; (8) monomethoxy-polyethylene glycol 350 is esterified with adipic acid; (9) as in (8) but using sebacic acid; (10) a mixture of diethylene glycol monomethyl ether and polyethylene glycol 300 is esterified with maleic anhydride; (11) a mixture of polyethylene glycol and tetrahydrofurfuryl alcohol is esterified with maleic anhydride; (12) a mixture of polyethylene glycol 300 and ethylene glycol monophenyl ether is esterified with oxalic acid; and (13) a mixture of ethylene glycol and diethylene glycol monomethyl ether is esterified with diglycolic acid.ALSO:A coating composition comprises an aqueous emulsion of a homopolymer or copolymer of vinyl acetate, acrylic esters or acrylonitrile, or a butadiene-styrene copolymer and, as an additive, in amount of 0.25 to 6% by weight of the polymer emulsion of (a) an asymmetric diester of a dicarboxylic acid, or (b) an asymmetric diester or diether or an ether ester or an ether nitrile of a polyalkylene glycol containing 2 to 16 alkylene groups containing 2 to 3 carbon atoms, the ester group being formed by a mono- or dicarboxylic acid containing up to 12 carbon atoms and the ether group being formed by an aliphatic or aromatic alcohol, or (c) a phosphoric acid ester of which at least one ester group is formed by said polyalkylene glycols and derivatives thereof and the other ester group or groups are alkyl, aryl or aralkyl, the additive being water-soluble or readily water-dispersible. Additives specified are methoxy-polyethylene glycol 350-propionitrile, the methoxy-polyethylene glycol 350-propionic acid, ester of diethylene glycol monomethyl ether, the monomethoxypolyethylene glycol 350 ester of diethylene glycol monomethyl ether propionic acid, diethylene glycol monomethyl ether methoxy-polyethylene glycol 350 carbonate, alpha (methoxy-polyethylene glycol 350) diethylene glycol monomethyl ether acetate, mixed acetic and maleic acid esters of polyethylene glycol 400, monophenyl bis-(methoxy-polyethylene glycol 350) phosphate, mono-methoxy-polyethylene glycol 350 adipate and sebacate, the reaction product of polyethylene glycol 300, diethylene glycol monomethyl ether and maleic acid, the reaction product of polyethylene glycol 300, tetrahydrofurfuryl alcohol and maleic anhydride, the reaction product of polyethylene glycol 300, ethylene glycol monophenyl ether and oxalic acid and the reaction product of ethylene glycol, diethylene glycol monomethyl ether and diglycolic acid. Other ingredients which may be present in the compositions are ethylene glycol, polyethylene glycol, diethylene glycol and its monoethyl ether, dibutyl phthalate, methyl cellulose, hydroxyethyl cellulose, sodium polyacrylate, titanium dioxide, clay, aluminium silicate, calcium carbonate, surfactants and preservatives.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US82479559A | 1959-07-03 | 1959-07-03 | |
| US82479359A | 1959-07-03 | 1959-07-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB944295A true GB944295A (en) | 1963-12-11 |
Family
ID=27124843
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2242960A Expired GB944295A (en) | 1959-07-03 | 1960-06-27 | Emulsion surface coating compositions |
Country Status (3)
| Country | Link |
|---|---|
| CH (1) | CH437602A (en) |
| GB (1) | GB944295A (en) |
| NL (1) | NL253073A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19810658A1 (en) * | 1998-03-12 | 1999-11-25 | Basf Ag | Aqueous polymer dispersion containing an emulsifier with phosphate groups |
-
0
- NL NL253073D patent/NL253073A/xx unknown
-
1960
- 1960-06-27 GB GB2242960A patent/GB944295A/en not_active Expired
- 1960-07-01 CH CH257665A patent/CH437602A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CH437602A (en) | 1967-06-15 |
| NL253073A (en) |
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