IP Library Granted Patent US 11,485,834
Granted Patent B2
US 11,485,834 · App. 15/770,514 · Granted Nov 1, 2022

Fatty diamide additive composition preconcentrated and pre-activated in a reactive diluent

Inventors: Michael Yves Bernard (Enghien les Bains, FR); Carine Fouilliart (Le Meux, FR); Vincent F. Leroy (Fitz James, FR); Thierry Soula (Liancourt, FR)
Assignee: Arkema France
C08K5/20C08F20/28C08J3/223C08J3/24C08K5/101C08L33/06C08L63/00C09D4/06C09D7/20C09D7/43C09D7/63C09D7/80C09D11/101C09D11/102C09D11/38C09D133/06C09D133/14C09D163/00C09J11/06C09J133/06C09J133/14C09J163/00C08F2/44C08F2/50C08J2333/06C08J2333/14C08J2363/00C08J2433/14C08J2435/02C08L2205/025
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Quick Facts
Patent No.
US 11,485,834
App. No.
15/770,514
Granted
Nov 1, 2022
Kind
B2
Abstract

The invention relates to a fatty acid diamide-based rheology additive composition, which is pre-activated and pre-concentrated in fatty acid diamide, comprising: a) from 5% to 30% by weight of at least one fatty acid diamide based on 12 hydroxystearic acid and on a linear, in particular C5, C6 or C7, aliphatic diamine, b) from 70% to 95% by weight of at least one monofunctional (meth)acrylic reactive diluent comprising a cycloaliphatic group or several cycloaliphatic groups, the % being expressed relative to a)+b). It also relates to a process for preparing the composition and to the use thereof as a rheology additive in reactive binder compositions such as coating, moulding, composite material, anchor bolt or sealant compositions or photocrosslinkable compositions for stereolithography or for 3D printing of objects by inkjet.

Claims (22)

1. A fatty acid diamide-based thixotropic rheology additive composition, already pre-activated and pre-concentrated in fatty acid diamide, comprising:

a) from 5% to 3.0% by weight of at least one fatty acid diamide based on 12-hydroxystearic acid and on a linear C 5 , C 6 or C 7 , aliphatic diamine,

b) from 70% to 95% by weight of at least one monofunctional (meth)acrylic reactive diluent comprising a cycloaliphatic group or more than one cycloaliphatic groups, said cycloaliphatic groups optionally being substituted with at least one C 1 to C 4 alkyl,

the % being expressed relative to a)+b), wherein the pre-activated, pre-concentrated fatty acid diamide-based thixotropic rheology additive composition is a gel or paste obtained by pre-activating and pre-concentrating the at least one fatty acid diamide in the presence of the at least one monofunctional (meth)arylic reactive diluent.

2. The composition according to claim 1 , wherein said diamine is a C 6 linear aliphatic diamine.

3. The composition according to claim 1 wherein said diamide is present in a content by weight ranging from 10% to 25% and said diluent b) is present in a content by weight ranging from 75% to 90% relative to a)+b).

4. The composition according to claim 1 wherein said monofunctional (meth)acrylic monomer reactive diluent b) is chosen from the group consisting of: dicyclopentadienyl (meth)acrylate, norbornyl (meth)acrylate, isobornyl (meth)acrylate (IBO(M)A), tert-butyl cyclohexanol (meth)acrylate (TBCH(M)A), tricyclodecanediol mono(meth)acrylate and 3,3,5-trimethyl cyclohexanol (meth)acrylate (TMCH(M)A).

5. The composition according to claim 1 wherein said monofunctional (meth)acrylic monomer reactive diluent b) is a monoacrylate.

6. The composition according to claim 1 comprising, in addition to a) and b), a radical polymerization-inhibiting stabilizer at a content by weight relative to a)+b) ranging from 10 to 1000 ppm.

7. A process for preparing the diamide additive composition according to claim 1 comprising the following successive steps:

i) gradual dispersion of said diamide a) in the form of a micronized powder, in said diluent b) until a homogeneous dispersion is obtained, at ambient temperature ranging from 5 to 25° C. controlled using temperature regulation,

ii) maintaining of the homogeneous dispersion obtained during step i) in at least one set of stationary heating conditions ranging from 80 to 100° C., for a period of time of from 1 to 100 hours, and without any polymerization of said diluent b).

8. The process according to claim 7 , wherein at the end of step ii), the maximum penetration value of the paste formed is less than 15 mm measured according to standard ASTM D 217.

9. A reactive-binder composition, comprising as rheology additive at least one composition as defined according to claim 1 .

10. The reactive-binder composition according to claim 9 , which is a polymerizable composition selected from the group consisting of coating compositions, adhesive and glue compositions, moulding compositions, composite material compositions, mastic compositions, chemical anchor bolt compositions, sealant compositions, and photocrosslinkable compositions for stereolithography and for 3D printing of objects.

11. The binder composition according to claim 9 which is crosslinkable by radical route, either under radiation, or by an initiating system based on peroxide or hydroperoxide.

12. The binder composition according to claim 10 , which is polymerizable under radiation selected from UV, laser, LED and electron beam.

13. The binder composition according to claim 9 wherein said monofunctional (meth)acrylic reactive diluent b) is a monoacrylate.

14. The binder composition according to claim 13 , which is polymerizable by means of a Michael addition reaction with an amine.

15. The binder composition according to claim 9 which is crosslinkable and comprises a two-component system based on epoxy resin and on an amine curing agent.

16. The binder composition according to claim 9 comprising as reactive diluent of said binder composition, at least one acrylic oligomer and/or at least one acrylic monomer.

17. The binder composition according to claim 9 wherein the content by weight of said composition ranges from 0.5% to 10% by weight relative to said reactive-binder composition.

Assignments (2)
CHANGE OF ADDRESS Recorded Jul 4, 2025
From: ARKEMA FRANCE
To: ARKEMA FRANCE
Reel/Frame 071814/0739 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 21, 2018
From: BERNARD, MICHAEL YVES; FOUILLIART, CARINE; LEROY, VINCENT F.; SOULA, THIERRY
To: ARKEMA FRANCE
Reel/Frame 046163/0509 →