CS267182B1 - Method of alkyds production - Google Patents
Method of alkyds production Download PDFInfo
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- CS267182B1 CS267182B1 CS874573A CS457387A CS267182B1 CS 267182 B1 CS267182 B1 CS 267182B1 CS 874573 A CS874573 A CS 874573A CS 457387 A CS457387 A CS 457387A CS 267182 B1 CS267182 B1 CS 267182B1
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- Czechoslovakia
- Prior art keywords
- acids
- weight
- acid
- mixture
- anhydrides
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- 229920000180 alkyd Polymers 0.000 title claims abstract description 19
- 238000000034 method Methods 0.000 title claims abstract description 9
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 8
- 239000000203 mixture Substances 0.000 claims abstract description 32
- 239000002253 acid Substances 0.000 claims abstract description 26
- 150000007513 acids Chemical class 0.000 claims abstract description 13
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 claims abstract description 12
- 150000001991 dicarboxylic acids Chemical class 0.000 claims abstract description 12
- 239000003921 oil Substances 0.000 claims abstract description 9
- 239000000126 substance Substances 0.000 claims abstract description 9
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims abstract description 8
- 150000008064 anhydrides Chemical class 0.000 claims abstract description 8
- 230000032050 esterification Effects 0.000 claims abstract description 6
- 238000005886 esterification reaction Methods 0.000 claims abstract description 6
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229920005862 polyol Polymers 0.000 claims abstract description 5
- 150000003077 polyols Chemical class 0.000 claims abstract description 5
- 150000001735 carboxylic acids Chemical class 0.000 claims abstract description 4
- 150000002763 monocarboxylic acids Chemical class 0.000 claims abstract description 4
- 150000002009 diols Chemical class 0.000 claims abstract description 3
- 239000007864 aqueous solution Substances 0.000 claims description 15
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 14
- 239000001361 adipic acid Substances 0.000 claims description 7
- 235000011037 adipic acid Nutrition 0.000 claims description 7
- 230000003647 oxidation Effects 0.000 claims description 7
- 238000007254 oxidation reaction Methods 0.000 claims description 7
- 238000005809 transesterification reaction Methods 0.000 claims description 4
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 239000012141 concentrate Substances 0.000 abstract description 17
- 239000006227 byproduct Substances 0.000 abstract description 5
- -1 dicarboxylic acids acids Chemical class 0.000 abstract description 4
- 239000003973 paint Substances 0.000 abstract description 2
- 230000001590 oxidative effect Effects 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 18
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 10
- 150000002148 esters Chemical class 0.000 description 9
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 8
- 235000019198 oils Nutrition 0.000 description 7
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 6
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 6
- 238000002425 crystallisation Methods 0.000 description 6
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 6
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 5
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 5
- 230000008025 crystallization Effects 0.000 description 5
- 239000001384 succinic acid Substances 0.000 description 5
- IWHLYPDWHHPVAA-UHFFFAOYSA-N 6-hydroxyhexanoic acid Chemical compound OCCCCCC(O)=O IWHLYPDWHHPVAA-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- PHOJOSOUIAQEDH-UHFFFAOYSA-N 5-hydroxypentanoic acid Chemical compound OCCCCC(O)=O PHOJOSOUIAQEDH-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 150000002894 organic compounds Chemical class 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 3
- 235000019260 propionic acid Nutrition 0.000 description 3
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 238000006277 sulfonation reaction Methods 0.000 description 3
- 229940005605 valeric acid Drugs 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- 239000005711 Benzoic acid Substances 0.000 description 2
- 102100032843 Beta-2-syntrophin Human genes 0.000 description 2
- 108050004003 Beta-2-syntrophin Proteins 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 239000000020 Nitrocellulose Substances 0.000 description 2
- 235000010233 benzoic acid Nutrition 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- HTUMBQDCCIXGCV-UHFFFAOYSA-N lead oxide Chemical compound [O-2].[Pb+2] HTUMBQDCCIXGCV-UHFFFAOYSA-N 0.000 description 2
- 229920001220 nitrocellulos Polymers 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920001225 polyester resin Polymers 0.000 description 2
- 239000004645 polyester resin Substances 0.000 description 2
- 229920002689 polyvinyl acetate Polymers 0.000 description 2
- 239000011118 polyvinyl acetate Substances 0.000 description 2
- 238000007127 saponification reaction Methods 0.000 description 2
- 238000004062 sedimentation Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000003549 soybean oil Substances 0.000 description 2
- 235000012424 soybean oil Nutrition 0.000 description 2
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 1
- KDVYCTOWXSLNNI-UHFFFAOYSA-N 4-t-Butylbenzoic acid Chemical compound CC(C)(C)C1=CC=C(C(O)=O)C=C1 KDVYCTOWXSLNNI-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- 235000017060 Arachis glabrata Nutrition 0.000 description 1
- 244000105624 Arachis hypogaea Species 0.000 description 1
- 235000010777 Arachis hypogaea Nutrition 0.000 description 1
- 235000018262 Arachis monticola Nutrition 0.000 description 1
- 240000002791 Brassica napus Species 0.000 description 1
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 235000004443 Ricinus communis Nutrition 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- 235000019486 Sunflower oil Nutrition 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 238000005422 blasting Methods 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- PWVHLUKAENFZIA-UHFFFAOYSA-N cyclohexanol;cyclohexanone Chemical compound OC1CCCCC1.O=C1CCCCC1 PWVHLUKAENFZIA-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- TZMQHOJDDMFGQX-UHFFFAOYSA-N hexane-1,1,1-triol Chemical compound CCCCCC(O)(O)O TZMQHOJDDMFGQX-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 229910000464 lead oxide Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- HOVAGTYPODGVJG-ZFYZTMLRSA-N methyl alpha-D-glucopyranoside Chemical compound CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HOVAGTYPODGVJG-ZFYZTMLRSA-N 0.000 description 1
- 125000005609 naphthenate group Chemical group 0.000 description 1
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
- 235000020232 peanut Nutrition 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011265 semifinished product Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- AUHHYELHRWCWEZ-UHFFFAOYSA-N tetrachlorophthalic anhydride Chemical compound ClC1=C(Cl)C(Cl)=C2C(=O)OC(=O)C2=C1Cl AUHHYELHRWCWEZ-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 239000002383 tung oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Landscapes
- Polyesters Or Polycarbonates (AREA)
Abstract
Jednoduché alkydy, ako aj modifikované karboxylovými kyselinami alebo prírodnými olejmi, na báze diolov až polyolov, dikarboxylových kyselin, ich anhydridov, připadne polykarboxylových kyselin, ako aj monokarboxylových kyselin sa vyrábajú katalyzovanou alebo nekatalyzovanou preesterifikáciou, esterifikáciou až polyesterifikáciou pri teplote 100 až 290 °C, pričom dikarboxylové kyseliny alebo ich anhydridy sa z 10 až 100 % (30 až 70 nahradia koncentrátom zmesi organických látok o čísle kyslosti 400 až 800 mg KOH/g, s obsahom najmenej dvoch dikarboxylových kyselin (kyseliny:adipová 35 až 80 %, glutárová, jantárová, monokarboxylové kyseliny C3 až 6 a hydrokarboxylové C5 a Cg), vznikajúcich ako vedlajší medziprodukt v procese oxidácie cyklohexánu na cyklohexanón a cyklohexanol. Spósob má uplatnenie hlavně pri výrobě nátěrových látok.Simple alkyds, as well as modified ones carboxylic acids or natural oils, based on diols to polyols, dicarboxylic acids acids, their anhydrides, optionally polycarboxylic acids such as monocarboxylic acids are also produced catalyzed or non-catalyzed pre-esterification, esterification to polyesterification at a temperature of 100 to 290 ° C, wherein the dicarboxylic acids or their anhydrides 10% to 100% (30 to 70%) concentrate of a mixture of organic substances having an acid value of 400 to 800 mg KOH / g, containing at least two dicarboxylic acids acids (acids: adipic 35 to 80%, glutaric, succinic, monocarboxylic C3 to 6 and hydrocarboxylic C5 and Cg) formed as a by-product in the process of oxidizing cyclohexane to cyclohexanone and cyclohexanol. The method has application mainly in the manufacture of paints.
Description
Vynález sa týká spósobu výroby jednoduchých, t. j. nemodifikovaných ako aj modifikovaných alkydov subsitúciou aspoň časti dikarboxylových kyselin alebo ich anhydridov zmesou organických kyslíkatých látok, vznikajúcich ako vedlajší medziprodukt z velkotonážneho oxidačného procesu.The invention relates to a process for the preparation of simple, i.e. unmodified as well as modified alkyds, by substituting at least part of the dicarboxylic acids or their anhydrides with a mixture of organic oxygen species formed as a by-product of a large-scale oxidation process.
Dávno je známe (Vaniček O.: Technologie nátěrových hmot a nátěrů, SNTL Praha (1958); Schlenker F.; Farbe und Lack 62, 9 (1956); 64, 174 (1958); NDR pat. 1 018 624 (1954) a 931 188 (1953); Mleziva J. a kol.: Polyestery, jejich výroba a zpracování, str. 169 až 285. SNTL Praha (1964)), že jednoduché, t. j. nemodifikované alkydy sú polyestery polykarboxylových kyselin a polyolov, v ktorých aspoň jedna zložka je trojfunkčná alebo viacfunkčná, z čoho vyplývá, že alkydy majú viac-menej rozvetvenú štruktúru. Z polykarboxylových kyselin sa prakticky používajú len dikarboxylové kyseliny a ich anhydridy (kyseliny: adipová, azelainová, sebaková, fumarová, jantárová, o-ftalová, izoftalová a tereftalová a dimérne kyseliny; anhydridy: ftalanhydrid, maleinanhydrid, tetrachlórftalanhydrid). Z monokarboxylových kyselin sú to hlavně kyseliny: kaprónová, kaprylová, kaprínová, laurová, myristová, palmitová, stearová, arašídová, behénová a lignocerová. Ďalej vo všeobecnosti mastné kyseliny (číslo zmydelnenia = 200) , kyseliny talového oleja, kyselina benzoová, kyselina p-terc-butylbenzoová, kalafúna. Z polyolov je to predovšetkým glycerol, pentaerytritol, trimetylolpropán, dipentaerytritol, etylénglykol, dietylénglykol, trietylénglykol, propylénglykol, dipropylénglykol, trimetyloletán, sorbitol, hexántriol a metyl-alfa-D-glukozid. Potom súčasne donórom ako mastných kyselin, tak aj glycerolu sú oleje, hlavně rastlinného původu, zriedkavo živočišné oleje. Významný je lanový olej, dalej dřevný (tungový olej), sojový, ricinový, talový, řepkový, slnečnicový olej ap. (Goldberg M. (red.): Syré i poloprodukty dlja lakokrasočnych materialov, spravočnoe posobie - Izdatelstvo Chimija, Moskva (1978)). Avšak napriek širokému sortimentu sa však nevyčerpali všetky zdroje východiskových surovin. .It has long been known (Vaniček O .: Technology of paints and coatings, SNTL Prague (1958); Schlenker F .; Farbe und Lack 62, 9 (1956); 64, 174 (1958); GDR pat. 1 018 624 (1954)). and 931 188 (1953); Mleziva J. et al .: Polyesters, their production and processing, pp. 169 to 285. SNTL Prague (1964)) that simple, ie unmodified alkyds are polyesters of polycarboxylic acids and polyols in which at least one component is trifunctional or multifunctional, suggesting that the alkyds have a more or less branched structure. Of the polycarboxylic acids, practically only dicarboxylic acids and their anhydrides are used (acids: adipic, azelaic, sebacic, fumaric, succinic, o-phthalic, isophthalic and terephthalic and dimeric acids; anhydrides: phthalic anhydride, maleic anhydride, tetrachlorophthalic anhydride). Of the monocarboxylic acids, these are mainly acids: caproic, caprylic, capric, lauric, myristic, palmitic, stearic, peanut, behenic and lignoceric. Furthermore, in general, fatty acids (saponification number = 200), tall oil acids, benzoic acid, p-tert-butylbenzoic acid, rosin. Of the polyols, these are, in particular, glycerol, pentaerythritol, trimethylolpropane, dipentaerythritol, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, trimethylolethane, sorbitol, hexanetriol and methyl alpha-D-glucoside. Then, at the same time, the donors of both fatty acids and glycerol are oils, mainly of vegetable origin, rarely animal oils. Rope oil, wood oil (tung oil), soybean, castor, tall, rapeseed, sunflower oil, etc. are important. (Goldberg M. (ed.): Raw and semi-finished products for lacquer-based materials, administrative period - Izdatelstvo Chimija, Moscow (1978)). However, despite the wide range, not all sources of raw materials were exhausted. .
Podlá tohto vynálezu sa spósob výroby alkydov jednoduchých, ako aj modifikovaných karboxylovýmí kyselinami a/alebo prírodnými olejmi, na báze diolov až polyolov, dikarboxylových kyselin a/alebo ich anhydridov, připadne polykarboxylových kyselin a/alebo monokarboxylových kyselin, katalyzovanou a/alebo nekatalyzovanou preesterifikáciou a/alebo esterifikáciou až polyesterifikáciou pri teplote 100 až 290 °C a za spolupósobenia pomocných látok uskutečňuje tak, že nasýtené dikarboxylové kyseliny a/alebo anhydridy dikarboxylových kyselin sa z 10 až 100 %, s výhodou z 30 až 70 4, počítané na ich sušiny, nahradzujú koncentrátora zmesi organických látok o čísle kyslosti 400 až 800· mg KOH/g, s obsahom najmenej dvoch dikarboxylových kyselin, z ktorých kyselina adipová tvoří 35 až 80 %, izolovaným z vodného roztoku vedlajšieho kyslíkatého organického medziproduktu z oxidácie cyklohexánu na cyklohexanón a cyklohexanol.According to the invention, the process for the preparation of alkyds of simple as well as modified carboxylic acids and / or natural oils, based on diols to polyols, dicarboxylic acids and / or their anhydrides or polycarboxylic acids and / or monocarboxylic acids, is catalyzed and / or uncatalyzed by transesterification and / or by esterification to polyesterification at a temperature of 100 to 290 ° C and with the co-action of the excipients, the saturated dicarboxylic acids and / or dicarboxylic acid anhydrides being 10 to 100%, preferably 30 to 70%, based on their dry matter, replace concentrators with mixtures of organic substances having an acid number of 400 to 800 · mg KOH / g, containing at least two dicarboxylic acids, of which adipic acid constitutes 35 to 80%, isolated from an aqueous solution of the oxygenated organic intermediate from the oxidation of cyclohexane to cyclohexanone and cyclohexanol.
Výhodou spósobu výroby podlá tohto vynálezu sú lepšie mechanické vlastnosti vyrobených alkydových živíc náhradou časti ftalanhydridu koncentrátora zmesi kyselin a dalších kyslikatých organických látok, najma ovela vačšia odolnost proti úderu, resp. nárazu a oderu.The advantage of the production method according to the invention is the better mechanical properties of the alkyd resins produced by replacing part of the phthalic anhydride concentrator with a mixture of acids and other oxygenated organic substances, in particular much greater impact resistance, resp. impact and abrasion.
Potom efektívne technické využitie všetkých komponentov koncentrátu okrem vody, vačšia flexibilita vlastností vyrábaných alkydov s menším počtom vstupných surovin, v závislosti od aplikačných požiadaviek na alkydové živice.Then the efficient technical use of all components of the concentrate except water, greater flexibility in the properties of the alkyds produced with a smaller number of feedstocks, depending on the application requirements for alkyd resins.
Ako pomocné látky prichádzajú do úvahy rozpúšťadlá, zriedovadlá, najma však přísady látok vytvárajúce azeotropickú zmes s vodou, ako tzv. vynášača vody. Takú funkciu najčastejšie plnia alkylaromatické uhlovodíky, najma toluén, xylénová zmes ap. Ďalej k pomocným látkám patria sikatívy, odpeňovače, farbivá, pigmenty, optické zjasňovače, plnidlá a biocídy.Suitable auxiliaries are solvents and diluents, but in particular additives which form an azeotropic mixture with water, such as so-called water carriers. Such a function is most often performed by alkylaromatic hydrocarbons, especially toluene, xylene mixture and the like. Excipients also include driers, defoamers, colorants, pigments, optical brighteners, fillers and biocides.
Koncentrát zmesi organických látok sa získává izoláciou z vodného roztoku vedlajšieho kyslíkatého organického medziproduktu z oxidácie cyklohexánu na cyklohexanón a cyklohexanol (odtiahnuté vo výrobní z kolony DK-109), najčastejšie predovšetkým vody, oddestilovaním alebo rektifikáciou, najma za zníženého tlaku, kryštalizáciou a oddělením kryštalického podielu, ako filtráciou, sedimentáciou a najma odstřelováním, čím sa získá předmětný konThe concentrate of the organic mixture is obtained by isolation from an aqueous solution of an oxygen-by-organic organic intermediate from the oxidation of cyclohexane to cyclohexanone and cyclohexanol (withdrawn from the DK-109 column), most often water, by distillation or rectification, especially under reduced pressure, crystallization and crystallisation. , such as filtration, sedimentation and especially blasting, to obtain the subject con
CS 267 182 Bl centrát. Pozostáva zo zmesi hlavně dikarboxylových, monokarboxylových a hydroxykarboxylových kyselin, resp. ich esterov a poloesterov. V závislosti od zloženia východiskového vodného roztoku zmesi organických látok, od účinnosti oddelenia vody, zahustenia a kryštalizácie, ako aj účinnosti izolácie kryštalického podielu mává najčastejšie koncentrát takéto zloženie: voda = 2 až 15 % hmot.; číslo kyslosti = 400 až 800 mg KOH.g-1; obsah OH = 3 až 8 % hmot.; obsah kyseliny adipovej = 35 až 80 % hmot.; kyseliny glutárovej = 0,5 až 3,0 % hmot.; kyseliny jantárovej = 4 až 10 % hmot.; kysleiny propionovej = 0,01 až 0,3 % hmot.; kyseliny maslovej = 0,01 až 0,3 % hmot.; kyseliny valerovej = 0,01 až 1 % hmot. Zvyšok tvoria kyseliny 5-hydroxyvalerová, 6-hydroxykaprónová, produkty kondenzácie, ako estery, oligoméry a dalšie bližšie neidentifikované kyslíkaté organické zlúčeniny.CS 267 182 Bl centrate. It consists of a mixture of mainly dicarboxylic, monocarboxylic and hydroxycarboxylic acids, resp. their esters and semi-esters. Depending on the composition of the starting aqueous solution of the organic mixture, the efficiency of water separation, concentration and crystallization, as well as the efficiency of crystallization, the concentrate most often has the following composition: water = 2 to 15% by weight; acid number = 400 to 800 mg KOH.g -1 ; OH content = 3 to 8% by weight; adipic acid content = 35 to 80% by weight; glutaric acid = 0.5 to 3.0% by weight; succinic acid = 4 to 10% by weight; propionic acid = 0.01 to 0.3% by weight; butyric acid = 0.01 to 0.3% by weight; of valeric acid = 0.01 to 1 wt. The residue consists of 5-hydroxyvaleric acid, 6-hydroxycaproic acid, condensation products such as esters, oligomers and other unidentified oxygenated organic compounds.
Pri přepočte množstiev koncentrátu na substitúciou dikarboxylových kyselin alebo ich anhydridov sa počítá na hmotnost ich sušiny tiež sušina koncentrátu, čím sa rozumie koncentrát po odpočítaní vody. Avšak prakticky sa aplikuje i s prímesami vody. Toto množstvo navýše pridanej s koncentrátem, okrem vznikajúcej reakčnej vody třeba však zohladniť v množstve pridaného vynášača”.When converting the amounts of concentrate to substitution of dicarboxylic acids or their anhydrides, the dry weight of the concentrate is also calculated on the weight of their dry matter, by which is meant the concentrate after deduction of water. However, it is practically applied even with water admixtures. However, this amount added in addition to the concentrate, in addition to the water of reaction formed, must be taken into account in the amount of carrier added '.
Spůsob výroby sa najčastejšie uskotčňuje pretržite, ale může sa uskutočňovať aj polopretržite a kontinálne.The production process is most often carried out continuously, but can also be carried out semi-continuously and continuously.
Ďalšie údaje o uskutočnení spůsobu výroby podlá tohto vynálezu, ako aj dalšie výhody sú zřejmé z príkladov.Further details of the embodiment of the production method according to the invention, as well as further advantages, are apparent from the examples.
Příklad 1Example 1
Do sulfonačnej banky sa naváži 498,8 g lanového oleja s jodovým číslom 183 g I^/lOO g a za miešania sa přidá 111,2 g pentaerytritolu a 0,5 g oxidu olovnatého. Do reakčnej banky sa začne zavádzať dusík a zmes sa vyhřeje na teplotu 250 °C. Po 1 h od dosiahnutia tejto teploty sa v 15 min intervalech odoberajú vzorky a sleduje sa ich miešatelnosť s metanolom. Dosiahnutím miešatelnosti s metanolom 1:3 sa preesterifikácia ukončí a reakčná zmes sa ochladí na 180 °C a přidá sa 118 g ftalanhydridu a 95 g koncentrátu zmesi hlavně dikarboxylových kyselin, monokarboxylových a hydroxykarboxylových kyselin, resp. ich esterov (zahuštěných z vodného roztoku ako vedlajšieho medziproduktu z výrobně cyklohexanolu - cyklohexanónu, vodný roztok z DK-109) o čísle kyslosti = 611,5 mg KOH/g; čísle zmydelnenia = 648 mg KOH/g; OH = 6,1 % hmot.; obsahu vody = 6,5 % hmot.; obsahu kyseliny adipovej = 50,2 % hmot.; kyseliny glutárovej = 1,7 %; kyseliny jantárovej = 7,8 % hmot.; kyseliny propionovej = 0,1 % hmot.; kyseliny maslovej = 0,1 % hmot.; kyseliny valerovej = 0,1 % hmot.; kyseliny kaprónovej = 0,2 % hmot.), pričom zvyšok tvoria kyseliny 5-hydroxyvalerová, 6-hydroxykaprónová, ich estery, oligoméry a dalšie bližsie neidentifikované kyslíkaté organické zlúčeniny.498.8 g of rope oil with an iodine value of 183 g / l / 100 g are weighed into a sulfonation flask and 111.2 g of pentaerythritol and 0.5 g of lead oxide are added with stirring. Nitrogen was introduced into the reaction flask and the mixture was heated to 250 ° C. After 1 h from reaching this temperature, samples are taken at 15 min intervals and their miscibility with methanol is monitored. When the 1: 3 miscibility with methanol is reached, the transesterification is completed and the reaction mixture is cooled to 180 [deg.] C. and 118 g of phthalic anhydride and 95 g of concentrate of a mixture of mainly dicarboxylic acids, monocarboxylic and hydroxycarboxylic acids, respectively. their esters (concentrated from aqueous solution as a by-product of cyclohexanol-cyclohexanone production, aqueous solution from DK-109) with an acid number = 611.5 mg KOH / g; saponification numbers = 648 mg KOH / g; OH = 6.1% by weight; water content = 6.5% by weight; adipic acid content = 50.2% by weight; glutaric acid = 1.7%; succinic acid = 7.8% by weight; propionic acid = 0.1% by weight; butyric acid = 0.1% by weight; valeric acid = 0.1% by weight; caproic acid = 0.2% by weight), the remainder being 5-hydroxyvaleric acid, 6-hydroxycaproic acid, their esters, oligomers and other unidentified oxygenated organic compounds.
Ďalej sa přidá 30 g xylenu. Reakčná zmes sa postupné vyhřeje na teplotu 240 °C za azeotropického oddestilovania reakčnej vody ako aj vnesenej s koncentrátora prevážne dikarboxylových kyselin. Příprava alkydovej živice sa ukončí po dosiahnutí čísla kyslosti zmesi pod 10 mg KOH/g. Připravený alkyd s olejovou dlžkou 62 sa rozpustí v lakovom benzíne na roztok o koncentrácii 55 % hmot.Next, 30 g of xylene are added. The reaction mixture is gradually heated to 240 DEG C. with azeotropic distillation of the water of reaction as well as introduced from the concentrator of predominantly dicarboxylic acids. The preparation of the alkyd resin is stopped when the acid number of the mixture is below 10 mg KOH / g. The prepared alkyd with an oil length of 62 is dissolved in white spirit to a solution with a concentration of 55% by weight.
Po sikativácii (0,03 % hmot. Co + 0,5 % hmot. Pb a 0,3 % hmot. Ca vo forme naftenátov) alkyd zasýcha do stupňa 1 za 3 h a stupňa 5 za 24 h. Takto připravený alkyd je vhodným spojivom pre vrchné nátěrové látky. Alkyd je tiež’miešatelný s inými střednými alkydmi a dlhými alkydmi.After desiccation (0.03% by weight of Co + 0.5% by weight of Pb and 0.3% by weight of Ca in the form of naphthenates), the alkyd dries to stage 1 in 3 h and to stage 5 in 24 h. The alkyd thus prepared is a suitable binder. for top coats. The alkyd is also miscible with other medium alkyds and long alkyds.
Příklad 2Example 2
Koncentrát zmesi hlavně dikarboxylových, monokarboxylových a hydrokarboxylových kyselin, resp. ich esterov sa získává z vodného roztoku zmesi organických látok vznikajúcej vypieraním reakčného produktu (oxidátu) z katalytickej oxidácie cyklohexánu na cyklohexanón a cykloConcentrate of a mixture of mainly dicarboxylic, monocarboxylic and hydrocarboxylic acids, resp. their esters are obtained from an aqueous solution of a mixture of organic substances formed by washing the reaction product (oxidate) from the catalytic oxidation of cyclohexane to cyclohexanone and cyclohexane.
CS 267 182 Bl hexanol (vodný roztok z DK-109), ktořý sa využívá v hydrolyzácii (v hydrolyzačnej koloně DK-102) na hydrolýzu zmesi esterov vedlajších produktov oxidácie cyklohexánu. Vodný roztok zmesi organických látok o obsahu vody 64,6 % hmot, (móže sa pohybovat 'v hraniciach 30 až 90 % hmot.) má číslo kyslosti 143,2 mg KOH/g (může byť v hraniciach 70 až 200 mg KOH/g); obsah kyseliny adipovej = 5,2 % hmot, (může byť v hraniciach 2 až 8 % hmot.); kyseliny glutárovej = 1,1 % hmot. (0,3 až 2 % hmot.); kyseliny jantárovej = 0,7 % hmot. (0,1 až 1,1 % hmot.) a kyseliny 6-hydroxykaprónovéj = 10,1 % hmot. (5 až 15 % hmot.). Ďalej obsahuje zmes karboxylových kyselin až Cg, kyselinu 5-hydroxyvalerovú, 6-hydroxykaprónovú, poloestery, estery a dalšie bližšie neidentifikované organické komponenty.Hexanol (aqueous solution of DK-109), which is used in the hydrolysis (in the hydrolysis column DK-102) to hydrolyze a mixture of esters of cyclohexane oxidation by-products. An aqueous solution of a mixture of organic substances with a water content of 64.6% by weight (may range from 30 to 90% by weight) has an acid number of 143.2 mg KOH / g (may range from 70 to 200 mg KOH / g). ); adipic acid content = 5.2% by weight, (may be in the range of 2 to 8% by weight); glutaric acid = 1.1 wt. (0.3 to 2% by weight); succinic acid = 0.7 wt. (0.1 to 1.1% by weight) and 6-hydroxycaproic acid = 10.1% by weight. (5 to 15% by weight). It also contains a mixture of carboxylic acids up to C8, 5-hydroxyvaleric acid, 6-hydroxycaproic acid, half-esters, esters and other unidentified organic components.
Z toho vodného roztoku zmesi organických látok (z DK-109) sa získá koncentrát oddestilovaním časti vody za zníženého tlaku, ako napr. pri tlaku 5,3 kPa a ochladením takto zahuštěného roztoku na teplotu 20 °C, čím vykrystalizuje z vodného roztoku podstatná časť krystalického podielu, ktorý sa od roztoku oddělí, ako filtráciou, odstredovaním alebo jednoducho sedimentáciou, spojenou s odtiahnutím kvapalného podielu. Takto získaný koncentrát zmesi hlavně dikarboxylových, monokarboxylových a hydroxykarboxylových kyselin, resp. ich esterov a poloesterov. V závislosti od zloženia východiskového vodného roztoku zmesi organických látok, od účinnosti, oddelenia vody, zahustenia a kryštalizácie, ako aj účinnosti izolácie krystalického podielu mává najčastejšie koncentrát takéto zloženie: obsah vody = 2 až 15 % hmot.; číslo kyslosti = 400 až 800 mg KOH/g; obsah OH = 3 až 8 % hmot; obsah kyseliny adipovej = 35 až-80 % hmot; kyseliny glutárovej = 0,5 až 3,0 % hmot.; kyseliny jantárovej = 4 až 10 % hmot.; kyseliny propionovej = 0,01 až 0,3 % hmot.; kyseliny maslovej = 0,01 až 0,3 % hmot.; kyseliny valerovej = 0,01 až 1 ΐ hmot., pričom zvyšok tvoria kyselinyFrom this aqueous solution of a mixture of organic substances (from DK-109), a concentrate is obtained by distilling off part of the water under reduced pressure, such as 5.3 kPa, and cooling the thus concentrated solution to 20 ° C, thereby crystallizing a substantial part of the aqueous solution. of the crystalline fraction which is separated from the solution, such as by filtration, centrifugation or simply sedimentation, combined with the removal of the liquid fraction. The concentrate thus obtained is a mixture of mainly dicarboxylic, monocarboxylic and hydroxycarboxylic acids, resp. their esters and semi-esters. Depending on the composition of the starting aqueous solution of the organic mixture, the efficiency, water separation, concentration and crystallization, as well as the efficiency of crystallization, the concentrate most often has the following composition: water content = 2 to 15% by weight; acid number = 400 to 800 mg KOH / g; OH content = 3 to 8% by weight; adipic acid content = 35 to -80% by weight; glutaric acid = 0.5 to 3.0% by weight; succinic acid = 4 to 10% by weight; propionic acid = 0.01 to 0.3% by weight; butyric acid = 0.01 to 0.3% by weight; valeric acid = 0.01 to 1% by weight, the remainder being acids
5-hydroxyvalerová, 6-hydroxykaprónová, produkty kondenzácie, ako estery, oligoméry a dalšie bližšie neidentifikované kyslíkaté organické zlúčeniny.5-hydroxyvaleric, 6-hydroxycaproic, condensation products such as esters, oligomers and other unidentified oxygenated organic compounds.
**
Příklad 3Example 3
Do sulfonačnej banky sa předloží 428 g lanového a sojového oleja, pri mólovom pomere lanového a sojového oleja = 3:1,5. K zmesi olejov sa za intenzívneho miešania přidá 150 g pentaerytritolu a 0,3 g PbO a 0,2 g CaO. Do reakčnej zmesi sa za miešania přidává oxid uhličitý alebo dusík a reakčná zmes sa postupné vyhřeje na teplotu 260 °C. Po 1 h od dosiahnutia teploty 260 °C sa preesterifikácia ukončí a reakčná zmes sa ochladí na 180 °C. Potom sa k zmesi přidá 35 g kyseliny benzoovej, 180,6 g ftalanhydridu a 57 g koncentrátu zmesi organických látok, izolovaných z vodného roztoku vedlajšieho kyslíkatého organického medziproduktu z oxidácie cyklohexánu na cyklohexanón a cyklohexanol, Specifikovaného v příklade 1 a postup jeho přípravy v příklade 2. Ďalej 35 g xylénu ako vynášača vody. Azeotropická esterifikácia sa uskutečňuje pri teplote 250 °C až do poklesu čísla kyslosti pod 10 mg KOH/g. Nato sa produkt ochladí na teplotu 170 °C a nariedi sa lakovým benzínem na roztok o koncentrácii 60 % hmot. Po sikativácii (0,3 % hmot. Co, 0,5 % hmot. Pb a 0,13 % hmot. Ca vo forme naftenanov) zasýcha takto připravený alkyd do stupňa 1 za 1,5 h a stupňa 5 až 16 h. Alkyd je vhodným na přípravu vrchných a podkladových nátěrových látok.428 g of rope and soybean oil are introduced into the sulfonation flask, with a molar ratio of rope and soybean oil = 3: 1.5. 150 g of pentaerythritol and 0.3 g of PbO and 0.2 g of CaO are added to the oil mixture with vigorous stirring. Carbon dioxide or nitrogen are added to the reaction mixture with stirring, and the reaction mixture is gradually heated to 260 ° C. After 1 h from 260 ° C, the transesterification is stopped and the reaction mixture is cooled to 180 ° C. Then, 35 g of benzoic acid, 180.6 g of phthalic anhydride and 57 g of a concentrate of a mixture of organic substances isolated from an aqueous solution of an oxygen-by-organic intermediate from the oxidation of cyclohexane to cyclohexanone and cyclohexanol specified in Example 1 and its preparation procedure in Example 2 were added to the mixture. 35 g of xylene as water dispenser. The azeotropic esterification is carried out at 250 ° C until the acid number falls below 10 mg KOH / g. The product is then cooled to 170 DEG C. and diluted with white spirit to a solution of 60% by weight. After desiccation (0.3% by weight of Co, 0.5% by weight of Pb and 0.13% by weight of Ca in the form of naphthenanes), the alkyd thus prepared dries to stage 1 in 1.5 h and steps 5 to 16 h. The alkyd is suitable for the preparation of topcoats and primers.
Příklad 4Example 4
Do sulfonačnej banky sa naváži 367,5 g dietylénglykolu, 210 g ftalanhydridu, 260 g koncentrátu zmesi organických látok, izolovaných z vodného roztoku vedlajšieho kyslíkatého organického medziproduktu, Specifikovaného v příklade 1. Ďalej sa přidá 25 g toluénu a zmes sa postupné vyhřeje na teplotu 205 °C. Pri tejto teplote sa uskutočňuje azeotropická esterifikácia a polyesterifikácia až do poklesu čísla kyslosti pod 60 mg KOH/g. Potom sa rekčná zmes ochladí na teplotu 150 °C a toluén, resp. azeotrop. zmes toluénu s vodou sa oddestiluje za zníženého tlaku. Takto vyrobená polyesterová živica je vhodná na makčenie polyvinylacetátových disperzií ako aj na přípravu nitrocelulózových nátěrových látok.367.5 g of diethylene glycol, 210 g of phthalic anhydride and 260 g of a concentrate of a mixture of organic substances isolated from the aqueous solution of the oxygenated oxygen intermediate specified in Example 1 are weighed into a sulfonation flask. ° C. At this temperature, azeotropic esterification and polyesterification are carried out until the acid number falls below 60 mg KOH / g. The reaction mixture is then cooled to 150 [deg.] C. and the toluene and toluene, respectively. azeotrope. a mixture of toluene and water is distilled off under reduced pressure. The polyester resin thus produced is suitable for maculating polyvinyl acetate dispersions as well as for preparing nitrocellulose coatings.
CS 267 182 BlCS 267 182 Bl
Příklad 5Example 5
Postupuje sa podobné ako v příklade 4, len miesto 210 g ftalanhydridu sa použije 160 g a miesto 269 g koncentrátu sa použije 321 g koncentrátu zmesi organických látok izolovaných z vodného roztoku vedlajšieho kyslíkatého organického medziproduktu o obsahu vody = 4,0 % hmot.; čísle kyslosti = 590 mg KOH/g; obsahu kyseliny adipovej = 66,0 % hmot.; kyseliny glutárovej = 1,5 % hmot, a kyseliny jantárovej = 7,0 % hmot. 6alej sa přidá 35 g toluénu a zmes sa postupné vyhřeje na teplotu 205 °C.The procedure is the same as in Example 4, except that instead of 210 g of phthalic anhydride, 160 g are used and instead of 269 g of concentrate, 321 g of a concentrate of a mixture of organics isolated from an aqueous solution of oxygen by-product with water content = 4.0% by weight are used; acid number = 590 mg KOH / g; adipic acid content = 66.0% by weight; glutaric acid = 1.5% by weight, and succinic acid = 7.0% by weight. Next, 35 g of toluene was added, and the mixture was gradually heated to 205 ° C.
Vyrobená polyesterová živica je vhodná na mSkčenie polyvinylacetátových disperzií ako aj na přípravu nitrocelulózových nátěrových látok.The polyester resin produced is suitable for softening polyvinyl acetate dispersions as well as for the preparation of nitrocellulose coatings.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS874573A CS267182B1 (en) | 1987-06-22 | 1987-06-22 | Method of alkyds production |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS874573A CS267182B1 (en) | 1987-06-22 | 1987-06-22 | Method of alkyds production |
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| Publication Number | Publication Date |
|---|---|
| CS457387A1 CS457387A1 (en) | 1989-06-13 |
| CS267182B1 true CS267182B1 (en) | 1990-02-12 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS874573A CS267182B1 (en) | 1987-06-22 | 1987-06-22 | Method of alkyds production |
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| Country | Link |
|---|---|
| CS (1) | CS267182B1 (en) |
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1987
- 1987-06-22 CS CS874573A patent/CS267182B1/en unknown
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| Publication number | Publication date |
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| CS457387A1 (en) | 1989-06-13 |
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