CS268578B1 - A process for preparing terpoxyethyl acrylate of N-methyl-methacrylate-acrylonitrile water spheres - Google Patents
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Abstract
Účelem spůsobu přípravy terpolymčrovej etylakrylát-metyl-metakrylát-akrylonitrilovej vodnej disperzie emulznou kopolymerizáciou je zlepšenie polymerizačného postupu a stability polymórovej disperzie. Uvedený účel sa dosiahne tak, že sa při přípravě terpolymérového etylakry1á t-metylmetakrylát-akryion i trii ověj vodnej disperzie použije 0,2 až 0,7 hmotnostných dielov 6-0-pa 1 mitoy1-2-0( (3,6,9,12,15,18,21,24,27,50,33,36,39,42,45, 48,51,54,57-nonadecioxa-59~hydroxy-l- -nonapen takonty1)-l,4-anhydroglucitolu vzorca I a 1,3 až 1,8 hmotnostných dielov nátrium-14-Cp-(l-nonyl)fenyloxyj-3,6,9, 12-tetraoxatetradekanylsulfátu vzorca II vztiahnuté na 100 hmotnostných dielov vody. Spůsob přípravy terpolymerovej etylakrylát-metyimetakrylát-akrlonitrilovej vodnej disperzie má použitie v chémii připrav nátěrových a impregnačných prípravkovThe purpose of the method for preparing a terpolymer ethyl acrylate-methyl methacrylate-acrylonitrile aqueous dispersion by emulsion copolymerization is to improve the polymerization process and the stability of the polymer dispersion. The above purpose is achieved by using 0.2 to 0.7 parts by weight of 6-0-palmitoyl-2-0((3,6,9,12,15,18,21,24,27,50,33,36,39,42,45, 48,51,54,57-nonadecioxa-59-hydroxy-1- -nonapentaconyl)-1,4-anhydroglucitol of formula I and 1.3 to 1.8 parts by weight of sodium-14-Cp-(1-nonyl)phenyloxy-3,6,9, 12-tetraoxatetradecanyl sulfate of formula II, based on 100 parts by weight of water, in the preparation of the terpolymer ethylacrylate-methylmethacrylate-acrylic acid aqueous dispersion. Method of preparing the terpolymer ethyl acrylate-methyl methacrylate-acrylonitrile aqueous dispersion has applications in the chemistry of paint and impregnation preparations
Description
Vynález sa týká spčsobu přípravy tcrpolymérovej etylakry 1át-metylmetakrylát-akrylonitrilovej vodnej disperzie.The present invention relates to a process for the preparation of a polymeric ethyl acrylate-methyl methacrylate-acrylonitrile aqueous dispersion.
Polymerové disperzie připravené multikomponentnou emulznou polymerizáciou hydrofilných a hydrofóbnych vinylových monomérov mail široké priemyselné použitie a boli predmetom mnohých Studií ζ I. Capek, L. 0. Ioan: Makromol Chem. 1B7, 2063 (1906); S. J. Douglas, L. Ilium,^S. S. Davis : J. Colloid Interface Sci. 103, 159 (19B5)} . Často sa připravovali polymérové disperzie na báze akrylátovej a metakry1átovej. Nevýhodou emulznej kopolymerizácie týchto monomérov je, že takto vznikali polymérové disperzie s nízkou stabilitou a vysokým obsahom koagulátu. Ďalšou nevýhodou emulznej kopolymerizácie monomérov s rozdielnou rozpustnosiou VO volíc je, žc takto vznikali polymérové dispiirrzie len při vyšších končen t rác i ach emulgátora, resp. zmesneného emulgačného systému : sodná sol kyseliny dodecy1fenoxybenzéndisulfonovej, 6-0-pa1ml toy 1-2-0(3,6,8,12,-15,18,21,24,27,30,36,39,42,45,48,51,54,57-nonadecioxa-59-hydroxyΊ-nonapentakonty 1)-1,4-anhydroglucitolu , sodná soí kyseliny oktadekán-l-enyl sulfónovej a tým sa zhoršovala užitková kvalita vzniklej disperzie Q.Capek, J. Bartoň, E. Orolínová : Acta Polymerica 36, 1B7 (19B5), I. Capek, J. Bartoň, V. Svoboda, V. Novotný, I.- Q. Tuan: Makromol. Chem. 188, 1 723 (1987 )}.Polymer dispersions prepared by multicomponent emulsion polymerization of hydrophilic and hydrophobic vinyl monomers have been widely used in industry and have been the subject of many studies by I. Capek, L. 0. Ioan: Makromol Chem. 1B7, 2063 (1906); S. J. Douglas, L. Ilium, ^ S. S. Davis: J. Colloid Interface Sci. 103, 159 (19B5)}. Polymer dispersions based on acrylate and methacrylate have often been prepared. The disadvantage of emulsion copolymerization of these monomers is that polymer dispersions with low stability and high coagulum content have been formed in this way. Another disadvantage of emulsion copolymerization of monomers with different solubilities in VO selectors is that polymer dispersions were thus formed only at higher ends of the emulsifier or the emulsifier. mixed emulsifier system: sodium salt of dodecylphenoxybenzenedisulfonic acid, 6-0-pa1ml toy 1-2-0 (3,6,8,12, -15,18,21,24,27,30,36,39,42,45, 48,51,54,57-nonadecioxa-59-hydroxy-nonapentaconts 1) -1,4-anhydroglucitol, sodium salt of octadecane-1-enyl sulfonic acid and thus the useful quality of the resulting dispersion deteriorated Q.Capek, J. Bartoň, E Orolinova: Acta Polymerica 36, 1B7 (19B5), I. Capek, J. Barton, V. Svoboda, V. Novotny, I.- Q. Tuan: Makromol. Chem. 188, 1723 (1987)}.
Uvedené nevýhody v podstatnej miere odstraňuje spósob přípravy terpolymérove] etylakrylát-metyImetakrylát-akrylonitri 1ovej vodnej disperzie v přítomnosti 6-0-paImitoy 1-2-0-(3,6,9,12,15,18,21,24,27,30,33,36,39,4 2,45,48,51.57-nonadecioxa-59-hydroxy-l-nonapentakontyl)- 1,4-anhydroglucitolu vzorca I z°The process for the preparation of a terpolymer of ethyl acrylate-methyl methacrylate-acrylonitrile aqueous dispersion in the presence of 6-O-palmitoy 1-2-O- (3,6,9,12,15,18,21,24,27) substantially eliminates these disadvantages. 30,33,36,39,4 2,45,48,51.57-nonadecioxa-59-hydroxy-1-nonapentacontyl) -1,4-anhydroglucitol of formula I from °
C15 H3O-CO-O-CH2-CH°H-CH \ll2(I)C 15 H 3 O- CO -O- CH 2 -CH ° H - C H \ ll 2 (I)
CHOU-CH-O-(CH2-CII2-O) -H ktorého podstata spočívá, v tom, že sa přidá 1,3 až 1,8 hmotnostných dielov emulgátora nátrium-14Ijj-(l-nonyl)fenyloxy]-3,6,9,12-teltraoxatetradekanylsulfátu vzorca II C9H19-^~^(O-C|í2-Cll2)^(II) vztiahnuté na 100 hmotnostných dielov vody. ·CHOU-CH-O- (CH 2 -Cl 2 -O) -H, which consists in adding 1.3 to 1.8 parts by weight of the emulsifier sodium-14β- (1-nonyl) phenyloxy] -3 , 6,9,12- tetrahydoxetetradecanyl sulfate of formula II C 9 H 19 - ( O - Cl 2 -Cl 2 ) 2 (II) based on 100 parts by weight of water. ·
Výhodou navrhovaného epSsobu přípravy terpolymérove j etyl-akrylát-metylmetakrylátakrylonitrilovej vodnej disperzie oproti doterajším sposobom je, že vyššia stabilita emulzie o rychlost' kopolymerizácie.An advantage of the proposed process for the preparation of a terpolymer-ethyl acrylate-methyl methacrylate acrylonitrile aqueous dispersion over the prior art is that the emulsion is more stable and has a copolymerization rate.
Příklad 1Example 1
Do trojhrdlej reakčnej baňky objemu 1 000 ml opatrnej miešadlom, spatným chladičom, přívodem pre dusík a zariadením pře kontinuálny odběr vzorky vodnej disperzie sa vdávkuje 450 g destilovanej vody, 245 g etylakrylátu 31,6 g metylmetakrylátu, 30,4 g akrylonitrilu, 1,0 hmotnostných dielov ná tri um-14 Cp-( 1-nony1)fenyloxy]-3,6,9,12-tetraoxatetradekanylsulf átu (Tween 40) (aniónovy emulgátor) a 0,2 hmotnostných dielov 6-0-palmitoyl-2-0-(3,6,9,12, ; 15,18,24,27,30,33,36,39,42,45,48,51,54,57-nonádecioxa-59-hydroxy-l-nonapentakontyl)-l,4- : -anhydroglucitolu (Etoxon AE-5) (neiónový emulgátor) vztiahnuté na 100 hmotnostných dieloví vody. Po 30 minutovom miešaní při 400 otáčkách za mindtu a teplote 60 °C sa přidá 0,6 g persulfátu amonného. V priebehu polymerizácie sa odoberie každých 10 minut 1 ml vodnej disperzie k stanoveniu množstva polymeru a následovně stupňa konverzie. Polymér sa izoluje z vodnej disperzie tak, že sa disperzia skoaguluje v 50 ml metanolu okyselenom kyselinou octovou na pH 2. Získaný polymér sa premýva 100 ml vody a 100 ml metanolu a nechá sa sušit pri teplote 50 °C po dobu 5 dní. Z týchto získaných údajov sa vypočítá rychlosí polymerizácie v stacionárnom intervale [I. Capek, J. Barton, E. Orolínová: Chemické zvěsti 3B, 803 ( 1984 )]. Po dopolymerizovaní monoméru finálna vodná disperzia sa filtruje a získaný koagulát sa premýva 100 vody a 100 ml metanolu a potom suší po dobu 5 dní pri teplote 50 °C. Rychlost polymerizácie je 4\ konverzie za minutu a zfska sa 2 g skoagulovaného polymeru.450 g of distilled water, 245 g of ethyl acrylate, 31.6 g of methyl methacrylate, 30.4 g of acrylonitrile, 1.0 parts by weight of tri-14 Cp- (1-nonyl) phenyloxy] -3,6,9,12-tetraoxatetradecanyl sulfate (Tween 40) (anionic emulsifier) and 0.2 parts by weight of 6-O-palmitoyl-2-0 - (3,6,9,12, 15,18,24,27,30,33,36,39,42,45,48,51,54,57-nonadecioxa-59-hydroxy-1-nonapentacontyl) - 1,4-: Anhydroglucitol (Etoxon AE-5) (nonionic emulsifier) based on 100 parts by weight of water. After stirring for 30 minutes at 400 rpm at 60 ° C and 60 ° C, 0.6 g of ammonium persulfate is added. During the polymerization, 1 ml of an aqueous dispersion is taken every 10 minutes to determine the amount of polymer and subsequently the degree of conversion. The polymer is isolated from the aqueous dispersion by coagulating the dispersion in 50 ml of methanol acidified with acetic acid to pH 2. The polymer obtained is washed with 100 ml of water and 100 ml of methanol and allowed to dry at 50 ° C for 5 days. From these data, the rate of polymerization in the stationary interval is calculated [I. Capek, J. Barton, E. Orolinova: Chemicke zvesti 3B, 803 (1984)]. After the polymerization of the monomer, the final aqueous dispersion is filtered and the coagulum obtained is washed with 100 ml of water and 100 ml of methanol and then dried for 5 days at 50 ° C. The polymerization rate is 4 [mu] l of conversion per minute and 2 g of coagulated polymer are obtained.
C5 26B578 BlC5 26B578 Bl
Příklad 2Example 2
Postupuje sa ako v příklade 1 s tým rozdielom, že sa použije 1,7 hmotnostných díelov na t r i um- 1 4 - (p-(1 -nony 1 ) f eny loxy)J - 3 ,-6,9,12-te t raoxa ter t radekany Isul f á tu a 0,3 hmotnostně diely 6-0-palmitoy 1-2-0(3,6,9,12,15, IB ,21,24,27,30,33,36,39,42,45,48,51 , 54,57-nonadecioxa- . 59-hydroxy-1-nonapentakonty1)-1 , 4-anhydroglucitolu vztiahnuté na 100 hmotnostných dielov j vody. Rychlost polymerlzácie je 7,5 5 konverzie za minutu a získá sa 1 g koagulátu. Příklad 3The procedure is as in Example 1, except that 1.7 parts by weight are used per three .mu.l of 4- (p- (1-nonyl) phenyloxy). t raoxa ter t radecany Isul f a fat and 0.3 parts by weight of 6-O-palmitoy 1-2-0 (3,6,9,12,15, IB, 21,24,27,30,33,36, 39,42,45,48,51,54,57-nonadecioxa- 59-hydroxy-1-nonapentaconyl) -1,4-anhydroglucitol based on 100 parts by weight of water. The polymerization rate is 7.5 g of conversion per minute and 1 g of coagulum is obtained. Example 3
Postupuje sa ako v příklade 1 s tým rozdielom, že sa použije ako emulgátor 1, 3 hmotnostně diely nátrium -14-(p-1-nony1)fenyloxy1)-3,6,9,12-tetraoxatetradekanylsuliátu a 0,7 hmotnostných dielov 6-0-palmitoyl-2-0-(3-6l9,12,15,lB,21,24,27,}0)56,39,42,45,40,51,,54,57nonadeci oxa-59-hydroxy-1-nonapentakonty1)-1,4-anhydroglucitolu vztiahnuté na 100 hmotnostných dielov vody. Rychlost polymeri zacie je 14 5 konverzie a nezískal sa žiadny koagulát.The procedure is as in Example 1, except that 1 part by weight of sodium -14- (p-1-nonyl) phenyloxy) -3,6,9,12-tetraoxatetradecanyl sulphate and 0.7 parts by weight of 6 -O-palmitoyl-2-O- (3-6 l 9,12,15, 1B, 21,24,27,} 0 ) 56,39,42,45,40,51, -hydroxy-1-nonapentaconyl) -1,4-anhydroglucitol based on 100 parts by weight of water. The polymerization rate is 14 5 conversions and no coagulum was obtained.
Pre porovnanie účinku emulgátora nátri um-14 - fp-(1-nony1)-fenyloxy)-3,6,9,12-tetraoxatetradekany1 sulfátu v kombinaci! s 6-0-paImitoy 1-2-0-(3,6,9,12,15,18,21,24,27,30,36,39,42 45,48,51,54,57-nonadecioxa-59-hydroxy-l-nonapentakontyl)-l,4-anhydrogluc i tolom s nlek torým doteraz pouúívnným en ul^út.uren:, t. j. nátrium-17-oktadecéh-l-sulf onétom, uvádzame nésledovný příklad 8 I .Čepek, J. Bnrtoři, V. Svoboda, !>'.-<>tný, L. Q. Tunn: Mak-oraol.. Chem. 1Θ8, 1723 (1987Ú:To compare the effect of the emulsifier on um-14-β- (1-nonyl) -phenyloxy) -3,6,9,12-tetraoxatetradecanyl sulfate in combination! with 6-O-palmitoy 1-2-0- (3,6,9,12,15,18,21,24,27,30,36,39,42 45,48,51,54,57-nonadecioxa- 59-hydroxy-1-nonapentacontyl) -1,4-anhydroglucol with one of the hitherto used enantiomers. j. sodium 17-octadecyl-1-sulfonate, the following Example 8 is given. 1-8, 1723 (1987Ú:
Příklad 4Example 4
Postupuje sa ako v příklade 1 s tým rozdielom, že sa použije 1,5 hmotnostných dielov nátri um-17-oktadecén-1 -su1fonátu (Spo 1 aporr Λ05) a 0,3 hmotnostně diely 6-0-palmitoyl-2-0-(3,6,9,12,15,lB,21,24,27,30,33,36,39,42,45,4B,51,54,57-nonadecioxa-59-hydroxy-l-nonapentakonty 1) - 1 , 4-anhydroglucitolu vztiahnuté na 100 hmotnostných dielov vody, 240 g etylakrylátu a 60 g me ty Imetakry1átu. Rychlost polymerizácie je 4 4 konverzie za minutu a získá sa 3 g polymerového koagulátu.The procedure is as in Example 1, except that 1.5 parts by weight of sodium 17-octadecene-1-sulfonate (Spo 1 aporr Λ05) and 0.3 parts by weight of 6-O-palmitoyl-2-O- (3,6,9,12,15,1B, 21,24,27,30,33,36,39,42,45,4B, 51,54,57-nonadecioxa-59-hydroxy-1-nonapentaconts 1) - 1,4-anhydroglucitol based on 100 parts by weight of water, 240 g of ethyl acrylate and 60 g of methyl imethacrylate. The polymerization rate is 44 conversions per minute and 3 g of polymer coagulum are obtained.
Vynález může nájst použitie v chémii přípravy stabilných disperzných prípravkov. : The invention may find use in the chemistry of the preparation of stable dispersion formulations. :
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| CS879108A CS268578B1 (en) | 1987-12-12 | 1987-12-12 | A process for preparing terpoxyethyl acrylate of N-methyl-methacrylate-acrylonitrile water spheres |
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| CS879108A CS268578B1 (en) | 1987-12-12 | 1987-12-12 | A process for preparing terpoxyethyl acrylate of N-methyl-methacrylate-acrylonitrile water spheres |
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| CS268578B1 true CS268578B1 (en) | 1990-03-14 |
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