Porous gels based on aromatic and cycloaliphatic amines
The invention relates to a porous gel comprising the following components, in reacted form: (a1) at least one polyfunctional isocyanate, (a2) at least one polyfunctional aromatic amine and (a3) at least one polyfunctional cycloaliphatic amine. The invention further relates to a process for preparing porous gels, to the porous gels thus obtainable and to the use of the porous gels as an insulating material and in vacuum insulation panels.
1. A porous gel, comprising:
a polyfunctional isocyanate,
a polyfunctional aromatic amine, and
a polyfunctional cycloaliphatic amine,
wherein the porous gel has a porosity of at least 70% by volume, and
the polyfunctional isocyanate, the polyfunctional aromatic amine, and the polyfunctional cycloaliphatic amine are present as polymeric or polymer-bound components.
2. The porous gel of claim 1 , wherein the porous gel is a xerogel.
3. The porous gel of claim 1 , comprising:
from 20 to 90% by weight of the polyfunctional isocyanate,
from 9.99 to 45% by weight of the polyfunctional aromatic amine, and
from 0.01 to 35% by weight of the polyfunctional cycloaliphatic amine,
wherein a sum of total percentages by weight of the polyfunctional isocyanate, the polyfunctional aromatic amine, and the polyfunctional cycloaliphatic amine is 100%.
4. The porous gel of claim 1 ,
wherein the polyfunctional cycloaliphatic amine comprises a compound comprising at least two amino groups of a structure comprising a ring,
the structure comprising a ring is of formula:
where R 1 to R 4 are each independently hydrogen or a linear or branched alkyl group having from 1 to 12 carbon atoms,
the ring is an optionally substituted cycloaliphatic ring, optionally joined to a further cycloaliphatic ring.
5. The porous gel of claim 1 ,
wherein the polyfunctional cycloaliphatic amine comprises a compound comprising at least two amino groups, each joined to an optionally substituted cyclohexyl ring, optionally joined directly or indirectly to a further, optionally substituted cyclohexyl ring.
6. The porous gel of claim 1 ,
wherein the polyfunctional cycloaliphatic amine comprises a compound of a structure:
and
R 1 to R 10 are each independently hydrogen or a linear or branched alkyl group having from 1 to 12 carbon atoms.
7. The porous gel of claim 1 ,
wherein the polyfunctional cycloaliphatic amine is 3,3′,5,5′-tetraalkyl-4,4′-diaminodicyclohexylmethane,
alkyl groups in the 3,3′,5 and 5′ positions each independently a linear or branched alkyl group having from 1 to 12 carbon atoms.
8. The porous gel of claim 1 , wherein the polyfunctional cycloaliphatic amine is 3,3′,5,5′-tetramethyl-4,4′-diaminodicyclohexylmethane.
9. The porous gel of claim 1 , wherein the polyfunctional aromatic amine consists of at least one polyfunctional aromatic amine selected from the group consisting of 4,4′-diaminodiphenylmethane, 2,4′-diaminodiphenylmethane, 2,2′-diaminodiphenylmethan, and oligomeric diaminodiphenylmethane.
10. The porous gel of claim 1 , wherein the polyfunctional aromatic amine comprises oligomeric diaminodiphenylmethane and has a functionality of at least 2.3.
11. The porous gel of claim 1 , wherein the polyfunctional isocyanate consists of at least one polyfunctional isocyanate selected from the group consisting of diphenylmethane 4,4′-diisocyanate, diphenylmethane 2,4′-diisocyanate, diphenylmethane 2,2′-diisocyanate, and oligomeric diphenylmethane diisocyanate.
12. The porous gel of claim 1 , wherein the polyfunctional isocyanate comprises oligomeric diphenylmethane diisocyanate and has a functionality of at least 2.5.
13. The porous gel of claim 1 ,
wherein the polyfunctional isocyanate comprises oligomeric diphenylmethane diisocyanate,
the polyfunctional aromatic amine comprises oligomeric diaminodiphenylmethane, and
a sum of a functionality of the polyfunctional isocyanate and of a functionality of the polyfunctional aromatic amine is at least 5.5.
14. The porous gel of claim 1 , wherein a volume-weighted mean pore diameter of the porous gel is at most 3 micrometers.
15. A process for preparing the porous gel of claim 1 , comprising:
providing the polyfunctional isocyanate and, separately therefrom, the polyfunctional aromatic amine and the polyfunctional cycloaliphatic amine, each in a solvent;
converting the polyfunctional isocyanate, the polyfunctional aromatic amine, and the polyfunctional cycloaliphatic amine in the presence of the solvent, to obtain a gel; and
drying the gel.
16. The process of claim 15 , wherein drying the porous gel comprises converting the solvent to a gas at a temperature and a pressure below a critical temperature and a critical pressure of the solvent.
17. A porous gel obtained by the process of claim 15 .
18. An insulating material, comprising the porous gel of claim 1 .
19. A vacuum insulation panel, comprising the porous gel of claim 1 .
20. The porous gel of claim 1 , wherein the porosity is at least 80% by volume.