CS196940B1 - N'-bis/beta-hydroxyethyl/gamma ureidopropyltriptychsiloxazolidine - Google Patents

Description

DESCRIPTION OF THE INVENTION FOR COPYRIGHT CERTIFICATE

CZECHOSLOVAK SOCIALISTIC

REPUBLIC OF 196940

(11) (BIJ

(21) (PV 739-78) (22) Registered 06 02 78 (51) Int. Cl.3C 07 F 7/10, C 07 C 127/00 (40) Published 31 07 79

OFFICE FOR DISEASES AND DISCOVERIES (45) Published 3011 81 (75)

The inventor of the invention: FLOROVlC STANISLAV ing. And FORRÓ JURAJ, TRNAVA (54) N‘-bis (beta-liydroxyethyl) gamma ureidopropyltriptysiloxazolidine

The present invention relates to novel N‘-bis (β-hydroxyethyl) gamma ureidopropyltriptysiloxazolidine.

Organotriptyloxazolidines are compounds in which the silicon atom of the pentacoordinated is essential, the different properties of their application being achieved by the introduction of various functional groups. In this way, they have also found application in the reinforced plate manufacturing industry, e.g., CS Patent No. 128,408. In addition to the application as adhesion promoters, they are available for stabilization of dispersions, dressings, and biologically active agents. CS aut. osv. No. 152800 discloses novel organomethyltriptysiloxazolidines prepared by condensation of 2, 2, 2 '- nitrilotriethanol with alkoxy silanes or polysiloxanes at 80-150 ° C in an aromatic solvent or melting. SUaut. osv. No. 29-9510 discloses a process for the preparation of halo triphyl siloxazolidines of the formula

N (CH 2 CH 2 O) 3 SiX where X - is Cl, Br or J. SU aut. osv. No. 513978 discloses novel organo-triptychsiloxazolidines prepared from CH 3 HOCH 2 CH 2 CH 2 N (CH 2 CHOH) 2 with various trialkoxysilanes. DE. No. 2522982 discloses a novel process for the preparation of organomethylsiloxazollidines of general formula (I)

N (RO) 3 Si-Z-X in which R is CH 2 CH 2 - or -CH (CH 3) CH 2 -, Z is aylene and X is e.g. aryl, alkyl, halogen, - CF 3, - NH 2, - SH, - CNS U.S. Application No. 2530255 discloses a novel 1- (chloromethyl) triptyl siloxazolidine of formula N (CH 2 CH 2 O) 3 SiCl 2 CH 2

The invention discloses a novel N‘-bi, s (beta-hydroxyethyl) gamma ureidopropyltrips chsiloxazolidine formula

I c = o

HOCHiCHjtílCHCHjCHtOH

Claims (2)

196940 The preparation can be carried out in a melting or solvent condensation by 2,2'-2'-nitrilotriethanol with N'-bis (beta-hydroxyethyl) gamma ureido-propyltrialkoxysilone under the reaction distillation (HOCH2CH2) 2NCNH. (CH 2) 3 Si (OR) 3 + N (CH 2 CH 2 OH) 3 - 3ROH + + (HOCH 2 CH 2) 2 NCNH (CH 2) 3 Si (OCH 2 CH 2) 3 N We have found, in the study of the organotriptyl siloxazolidine of the present invention, as a glass fiber treatment agent that they give the fiber a pleasant feel, good to protect their surface by reducing the coefficient of friction between the individual fibers and the guiding parts of the textile devices. The presence of active hydrogen on nitrogen allows their use as promoters of adhesion epoxide and phenol formaldehyde resins. Their use is advantageous for the preparation of direct water based predilution, e.g., urea-formaldehyde melamine-formaldehyde and dicyandiamido-formaldehyde. The use of substituted trialkoxysilanes is very limited in this case, since the pH of these lubricants is substantial alkaline, resulting in condensation and dropping of the respective polysiloxanes. In case the pH is adjusted to acid, the carbonate reduces the precondensate stability. The invention is further illustrated by way of example. Example 1 The preparation is carried out in a three necked flask coated with a contact thermometer, a stirrer, and a condenser. Stick: 32.4 g (0.1 mol) of N'-bis (beta-hydroxyethyl) gammaureidopropyltriethoxysilane 14.9 g (0.1 mol) 2, 2 '- nitrilotriethanol 0.1 g of KOH A silane was introduced into the flask, 2, 2 ', 2' - nitrile triethanol and KOH. The contents of the flask were heated to 130 ° C and the released ethanol was distilled off with stirring. After 1 h, the organotriptyl siloxazolidine was poured out of the flask, washed with xylene. After pre-crystallization, 30.5 g (84% yield) were isolated. Elemental analysis for C 14 H 21 O 6 N 3 Si (mol.-363.49). Calculated: 7.73% Si; 11.56% N; Determined: 7.66% Si; 13.39% N; Example 2 The prepared organotryptyl siloxazolidine was used to prepare direct lubrication to the base-amine-formaldehyde precondensation. polyvinyl chloride latex (35%) 4.0 wt. melamine-formaldehyde 3.0% precondensate (30%) ammonium chloride 0.2% N‘-bis (beta-hydroxyethyl 1) gamma ureidopropyltriptysiloxazolidine 0.5% water 92.3% Prepared lubrication has been found to be good. Neither sedimentation nor separation was observed after 3 days of standing in sedimentation roller. SUMMARY OF THE INVENTION: N-bis (beta-hydroxyethyl) gamma ureidopride c = o HOCHtCHxNCHtGH4H