IP Library Granted Patent US 10,100,207
Granted Patent B2
US 10,100,207 · App. 15/094,543 · Granted Oct 16, 2018

Adducts of isocyanatoalkyltrimethoxysilanes with flame retardants reactive therewith

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Quick Facts
Patent No.
US 10,100,207
App. No.
15/094,543
Granted
Oct 16, 2018
Kind
B2
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.

Claims (32)

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.

Assignments (2)
CHANGE OF NAME Recorded Nov 18, 2019
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 051045/0872 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 24, 2016
From: STACHE, WIEBKE; RAUKAMP, ANDRE; HALLACK, MARKUS; LILIENTHAL, ANNEGRET; BALLAUF, SINA
To: EVONIK DEGUSSA GMBH
Reel/Frame 038692/0630 →
Cited By (4)
US 12,404,407 US 12,473,654 US 12,577,460 US 12,624,283