CS274057B1 - Method of undersaturated substituted trialkoxysilanes synthesis - Google Patents

Method of undersaturated substituted trialkoxysilanes synthesis Download PDF

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CS274057B1
CS274057B1 CS185689A CS185689A CS274057B1 CS 274057 B1 CS274057 B1 CS 274057B1 CS 185689 A CS185689 A CS 185689A CS 185689 A CS185689 A CS 185689A CS 274057 B1 CS274057 B1 CS 274057B1
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synthesis
maleic anhydride
aqueous
substituted trialkoxysilanes
temperature
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CS185689A
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Czech (cs)
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CS185689A1 (en
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Juraj Ing Forro
Stanislav Ing Florovic
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Forro Juraj
Florovic Stanislav
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Priority to CS185689A priority Critical patent/CS274057B1/en
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Publication of CS274057B1 publication Critical patent/CS274057B1/en

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Abstract

The invention concerns preparation using aminopropyltrialkoxysilanes, whose aqueous solutions are subjected at 5 to 95 degrees C to the action of maleic anhydride. The alkoxy group is methoxy or ethoxy.

Description

Vynález sa týká sposobu syntézy nenasýtených substituovaných trialkoxysilanov.The invention relates to a process for the synthesis of unsaturated substituted trialkoxysilanes.

Za účelom zlepšcnia adhézie plastov k různým anorganickým substrátom, či už vo formě vlákien, guličiek, tkanin, drtě a pod. sa uskutočňuje úprava fázového rozhrania různými vazbovými prostriedkami, tiež nazývanými promotory adhézie (E. P. Plueddcmann, J. Paint Technology, vol. 40, 516, 1906). Priemyselne je najžiadanejší spůsob aplikovat’ promotory adhézie z vodných systémov, hlavně z důvodu, že použitie organických rozpúšťadiel je obmedzené, či už pre ich toxicitu, hořlavost’ a v neposlednom řade aj z ekonomických příčin.In order to improve the adhesion of plastics to various inorganic substrates, whether in the form of fibers, spheres, fabrics, pulp and the like. phase interface is adjusted by various binding means, also called adhesion promoters (E. P. Plueddcmann, J. Paint Technology, vol. 40, 516, 1906). Industrially, the most desirable method is to apply adhesion promoters from aqueous systems, mainly because the use of organic solvents is limited, either because of their toxicity, flammability, or, last but not least, for economic reasons.

Silikátové materiály modifikované nenasýtenou karboxyamidoalkylskupinou je možné připravit buď působením maleinanhydridu na silikáty modifikované aminosilanom alebo sa najprv působí maleinanhydridom na aminosilan za vzniku příslušného amidu, ktorým sa modifikuje silikátový materiál. V tomto případe, keď sa působí tuhým maleinanhydridom na aminosilan je reakcia silné exotermická až neovládatelná, čo prakticky znemožňuje využitie priamej syntézy. Podobné je to aj v případe, že sa reakcia uskutočňuje v běžných organických rozpášťadlách. Pri riešení tohto problému srno zistili, že podstatné jednoduchší je postup podlá vynálezu.The silicate materials modified with an unsaturated carboxyamidoalkyl group can be prepared either by treatment of the aminosilane-modified silicates with maleic anhydride or by first treating the aminosilane with maleic anhydride to form the corresponding amide, which modifies the silicate material. In this case, when a solid maleic anhydride is treated with an aminosilane, the reaction is strongly exothermic to uncontrollable, making it virtually impossible to use direct synthesis. The same is true when the reaction is carried out in conventional organic solvents. In solving this problem, the inventors have found that the process of the invention is much simpler.

Vynález popisuje spůsob syntézy nenasýtených substituovaných trialkoxysilanov obecného vzorcaThe invention describes a process for the synthesis of unsaturated substituted trialkoxysilanes of the general formula

HOOCCH = CIICONHCjHgSiCORjj kde představujeWhere HOOCCH = CIICONHCjHgSiCORjj represents

R metyl alebo etyl a ich solí, vo formo ich vodných roztokov. Podstata vynálezu spočívá v tom, že na vodný roztok 3-aminopropyltrialkoxysilanu s 1 alebo 2 atúmami uhlíku v alkoxyskupine, sa posobí pri teploto 5 až 95 °C maleinanhydridom. Výhodné je adíciu uskutočňovať v molárnom pomere, aminosilan : maleinanhydrid rovnajúcom sa 1 : 0,3 až 1,2.R methyl or ethyl and their salts, in the form of their aqueous solutions. SUMMARY OF THE INVENTION It is an object of the present invention to treat maleic anhydride to an aqueous solution of 3-aminopropyltrialkoxysilane having 1 or 2 carbon atoms in the alkoxy group at a temperature of 5 to 95 ° C. Preferably, the addition is carried out in a molar ratio of aminosilane: maleic anhydride equal to 1: 0.3 to 1.2.

Postup výroby vodných roztokov podía vynálezu je jednoduchý a realizovatelný prakticky aj v podnikoch, ktoré sa bezprostředné chemickou výrobou nezaoberajú. Suroviny sú běžně komerčně dostupné a modofikáciu aminosilanov je možné uskutočňovať tesne před ich aplíkačným použitím. Připravené vodné roztoky silanov podía vynálezu je možné používat priamo k silanizácii skleněných či textilných tkanin, drtě, guličiek, práškov alebo k výrobě různých vodných lubrikácií, pojidiel, nátěrových hmůt a pod. V případe aplikácie takto připravených vodných roztokov do neotrálnych alebo alkalicky reagujdcich kompozici! je ich možné neutralizovat vo vodě rozpustnými zásadami ako hydroxid sodný, čpavok, alkanolamény, morfolín a pod.The process for the production of the aqueous solutions according to the invention is simple and practicable even in companies which do not engage in immediate chemical production. The raw materials are commercially available and the modification of the aminosilanes can be carried out just prior to their application. The prepared aqueous silane solutions according to the invention can be used directly for silanizing glass or textile fabrics, pulp, beads, powders or for the production of various aqueous lubricants, binders, paints and the like. In the case of application of the aqueous solutions thus prepared into neutral or alkaline reacting compositions! they can be neutralized with water-soluble bases such as sodium hydroxide, ammonia, alkanolamenes, morpholine and the like.

Vynález jo ďalej objasněný formou príkladov.The invention is further illustrated by way of examples.

Příklad 1Example 1

Oo banky opatrenej miešadlom a teplomerom sa předložilo 100 g vody a 14 g 3-aminopropyltrietoxysilanu. Při teplote 20 0 C sa sledovala změna teploty násady, jej exotermu Tg v čase Se, pře různé koncentrácie nenasýtených silanov vo vodě.A flask equipped with a stirrer and a thermometer was charged with 100 g of water and 14 g of 3-aminopropyltriethoxysilane. At 20 0 C was monitored temperature change shaft, a T g exotherm at time S e re various concentrations of unsaturated silanes in water.

^e ’ Tmax “ Tn^ e ' T max' T n

T - maximálna teplota v čase S max eT - maximum temperature at time S max e

Tn - počiatočná teplota násadyT n - initial temperature of the handle

Dosiahnuté výsledky sú uvedené v tabuTke.The results are shown in the table.

CS 274 057 BlCS 274 057 Bl

T abulka nonaeýlený tú lan T So •-í hmot. °C inin.T able nonaeýlený that doe TS by weight • -I. ° C inin.

1U 2,9 1,51U 2,9 1,5

6,4 1,56,4 1,5

25,3 1,525,3 1,5

100 02,3 1,5100 02.3 1.5

Příklad 2Example 2

Do banky sa předložilo 190 g vody a 7 g 3-aminopropyltrietoxysilanu. Při toplotc 60 °C sa přidalo 3 g maleinanhydridu. Teplota exotermu TQ je 1,4 °C v čase SQ l min. Připravený vodný roztok silanu jo možné previesť na sol' neutrolizáciou s 4,0 g trlotanolaminu.190 g of water and 7 g of 3-aminopropyltriethoxysilane were charged to the flask. 3 g maleic anhydride was added at a temperature of 60 ° C. The exotherm temperature T Q is 1.4 ° C at time S Q for 1 min. The prepared aqueous silane solution can be converted to the salt by neutrolization with 4.0 g of trlotanolamine.

Claims (2)

1. Spůsob syntézy nenasýtcných substituovaných trialkoxysilanov obecného vzorca HOOCCH = CHC0NHC3HfiSi(0R)3 kdo představujeOH nenasýtcných first synthesis of substituted trialkoxysilane of the formula HOOC = fi CHC0NHC 3 H Si (0R) 3 who is R metyl alebo etyl a ich solí vo formě vodných roztokov, vyznačujúci sa tým, že na vodný roztok 3-aminopropyltrialkoxysilanu s 1 alebo 2 atómami uhlíka v alkoxyskupine, sa posobí pri teplote 5 až 95 °C maleinanhydridom.R, methyl or ethyl and their salts in the form of aqueous solutions, characterized in that maleic anhydride is treated at a temperature of 5 to 95 ° C to an aqueous solution of 3-aminopropyltrialkoxysilane having 1 or 2 carbon atoms in the alkoxy group. 2. Sposob syntézy podía bodu 1, vyznačujúci sa tým, že sa působí na vodný roztok aminosilonu maleinanhydridom v molárnom pomere 1 : 0,0 až 1,2.2. Synthesis process according to claim 1, characterized in that the aqueous aminosilone solution is treated with maleic anhydride in a molar ratio of 1: 0.0 to 1.2.
CS185689A 1989-03-28 1989-03-28 Method of undersaturated substituted trialkoxysilanes synthesis CS274057B1 (en)

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CS274057B1 true CS274057B1 (en) 1991-04-11

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