Adducts of isocyanatoalkyltrimethoxysilanes with flame retardants reactive therewith

Patent metadata

Field	Value
Publication number	US-10100207-B2
Application number	US-201615094543-A
Country	US
Kind code	B2
Filing date	Apr 8, 2016
Priority date	Apr 9, 2015
Publication date	Oct 16, 2018
Grant date	Oct 16, 2018

Abstract

An adduct of at least one isocyanatoalkyltrimethoxysilane with at least one flame retardant reactive with the isocyanatoalkyltrimethoxysilane is used in compositions and for coating plexiglass.

First claim

The invention claimed is:

1. An adduct of at least one isocyanatoalkyltrimethoxysilane with at least one flame retardant reactive with the isocyanatoalkyltrimethoxysilane,
wherein the at least one flame retardant is an organophosphorus compound,
wherein the organophosphorus compound has the structural formula

wherein
R 1 , R 2 =branched or unbranched alkylene radical having 1 to 24 carbon atoms, substituted or unsubstituted arylene radical having 6 to 20 carbon atoms, substituted or unsubstituted aralkylene radical having 6 to 30 carbon atoms, substituted or unsubstituted alkarylene radical having 6 to 30 carbon atoms, wherein R 1 and R 2 may be identical or different,
R 3 =H, branched or unbranched alkyl radical having 1 to 24 carbon atoms, substituted or unsubstituted aryl radical having 6 to 20 carbon atoms, substituted or unsubstituted aralkyl radical having 6 to 30 carbon atoms, substituted or unsubstituted alkaryl radical having 6 to 30 carbon atoms,
x =1 -50, and
y =1 -50.

2. The adduct according to claim 1 , wherein the isocyanatoalkyltrimethoxysilane is at least one member selected from the group consisting of isocyanatomethyltrimethoxysilane, 2-isocyanatoethyltrimethoxysilane, 3-isocyanato-n-propyltrimethoxysilane, and 4-isocyanato-n-butyltrimethoxysilane.

3. The adduct according to claim 1 , wherein the isocyanatoalkyltrimethoxysilane is 3-isocyanate-n-propyltrimethoxysilane.

4. The adduct according to claim 1 , wherein
R 1 , R 2 =branched or unbranched alkylene radical having 1 to 24 carbon atoms.

5. The adduct according to claim 1 , wherein the organophosphorus compound has a number-average molecular weight M n of 60 to 10 000 Daltons.

6. The adduct according to claim 1 , wherein a molar ratio between the at least one isocyanatoalkyltrimethoxysilane and the at least one flame retardant is 1:1.

7. A method of preparing an adduct according to claim 1 , said method comprising:
reacting the at least one isocyanatoalkyltrimethoxysilane with the at least one flame retardant reactive with the isocyanatoalkyltrimethoxysilane.

8. The method according to claim 7 , wherein the at least one isocyanatoalkyltrimethoxysilane is employed with at least one flame retardant reactive with the isocyanatoalkyltrimethoxysilane in a ratio of NCO-reactive radicals of the flame retardant(s) to NCO radicals of the isocyanatoalkyltrimethoxysilane(s) of 0.8:1 to 1.2:1.

9. A composition, comprising:
at least one adduct according to claim 1 .

10. The composition according to claim 9 , further comprising
at least one catalyst in proportions of 0.01-4 wt % based on a total mass of the composition.

11. The composition according to claim 9 , further comprising:
at least one cobinder in proportions of 0.1-30 wt % based on a total mass of the composition.

12. The composition according to claim 11 , wherein the cobinder is a trialkoxysilane-functional aminosilane.

13. A flame retardant coating, adhesive or sealing compound, comprising:
the at least one adduct according to claim 1 .

14. A plexiglass, coated with an adduct according to claim 1 .

15. An adduct of at least one isocyanatoalkyltrimethoxysilane with at least one flame retardant reactive with the isocyanatoalkyltrimethoxysilane,
wherein the at least one flame retardant is an organophosphorus compound, and
wherein the at least one organophosphorus compound is at least one member selected from the group consisting of dimethyl methylphosphonate, diethyl-N,N-bis(2-hydroxyethyl)aminomethyl phosphonate, and dimethylpropane phosphonate.

16. The adduct according to claim 15 , wherein the isocyanatoalkyltrimethoxysilane is at least one member selected from the group consisting of isocyanatomethyltrimethoxysilane, 2-isocyanatoethyltrimethoxysilane, 3-isocyanato-n-propyltrimethoxysilane, and 4-isocyanato-n-butyltrimethoxysilane.

17. The adduct according to claim 15 , wherein the isocyanoalkyltrimethoxysilane is 3-isocyanato-n-propyltrimethoxysilane.

Assignees

• Evonik Degussa Gmbh

Inventors

• Stache Wiebke
• Raukamp Andre
• Hallack Markus
• Lilienthal Annegret
• Ballauf Sina

Classifications

• C09D5/18 Primary

  Fireproof paints {including high temperature resistant paints} · CPC title

• C08G2650/38

  containing oxygen in addition to the ether group · CPC title

• C09D185/02

  containing phosphorus · CPC title

• C07F9/4071 Primary

  the ester moiety containing a substituent or a structure which is considered as characteristic · CPC title

• C07F7/1804

  Compounds having Si-O-C linkages (Si-O-acyl linkages C07F7/1896) · CPC title