Functionalized isocyanate based porous materials

Patent metadata

Field	Value
Publication number	US-10844187-B2
Application number	US-201615567386-A
Country	US
Kind code	B2
Filing date	Apr 20, 2016
Priority date	Apr 27, 2015
Publication date	Nov 24, 2020
Grant date	Nov 24, 2020

Abstract

Functionalized isocyanate based organic aerogel/xerogel/cryogel comprising:
a cross-linked porous network structure made of polyurethane and/or polyisocyanurate and/or polyurea, comprising on their pore surface before functionalization reactive groups (B) and functionalization molecules having a solubility in water <10 g/L at 20° C. chemically attached to the pore surface of the cross-linked porous network structure wherein said molecules have at least one reactive group (A) being capable of binding to said pore surface (by reaction with groups (B)) and at least one functional group (C) providing the pore surface with the desired functionalization.

First claim

The invention claimed is:

1. A process for making a functionalized isocyanate based organic aerogel/xerogel/cryogel, said process comprising the following steps:
a) providing a polyisocyanate composition, and
b) optionally providing an isocyanate reactive composition, and
c) optionally providing at least one catalyst compound promoting a polyurethane, polyurea, or polyisocyanurate formation, and
d) providing a solvent, and
e) optionally providing further additives, and then
f) combining the compositions/compounds a), d) and optionally b) and/or c) and/or e) to form a gel comprising a porous cross-linked polyurethane, polyurea, or polyisocyanurate network having residual reactive groups (B), and then
g) optionally removing unreacted species, and then
h) adding at least one functionalization molecule having a solubility in water <10 g/L at 20° C., wherein said functionalization molecule comprises at least one reactive group (A) being capable of binding to the residual reactive groups (B) and at least one functional group (C) which provides the porous network with the desired functionalization and forming a functionalized porous network, and then,
i) optionally removing unreacted species, and then
j) optionally exchanging solvent, and then
k) drying solvent removal the functionalized porous network in order to obtain the functionalized isocyanate based organic aerogel/xerogel/cryogel; and

wherein the residual reactive groups (B) comprises silane groups or acrylate groups, and the at least one reactive group (A) comprises silane groups or acrylate groups.

2. The process according to claim 1 , further comprising after the gelling step, a step wherein the obtained gel is a monolithic gel which is optionally broken or grinded into particles having smaller dimensions.

3. The process according to claim 1 , further comprising after the gelling step, a step wherein the obtained gel or particles are aged.

4. The process according to claim 1 , wherein the polyisocyanate composition comprises aliphatic isocyanates, aromatic isocyanates, or combinations thereof.

5. The process according to claim 1 , wherein the isocyanate reactive composition is selected from the group of aliphatic and aromatic monoamine/polyamine compounds, aromatic and aliphatic polyether and/or polyester monool/polyol compounds, or combinations thereof.

6. The process according to claim 1 , wherein the step of combining the compositions/compounds a), d) and optionally b) and/or c) and/or e) is performed by mixing or simply shaking the reaction vessel or by slowly stirring the mixture at temperatures in the range of from about 10° C. to about 50° C., and then the mixture is left standing for a certain period of time to form a gel.

7. The process according to claim 1 , wherein the step of removing the solvent in step k) is performed by drying the gel comprising the functionalized porous network by using supercritical CO 2 , alternatively the step of drying is performed by evaporating the organic solvents being present in the gel by air-drying under ambient pressure and ambient temperature until constant weight, drying under vacuum, drying in an oven at elevated temperatures, microwave drying, radiofrequency drying, sublimation, freeze drying or any combination thereof.

8. The process according to claim 1 , wherein the solvents comprises hydrocarbons, dialkyl ethers, cyclic ethers, ketones, alkyl alkanoates, aliphatic and cycloaliphatic hydrofluorocarbons, hydrochlorofluorocarbons, chlorofluorocarbons, hydrochlorocarbons, halogenated aromatics and fluorine-containing ethers, or combinations thereof.

Assignees

• Huntsman Int Llc

Inventors

• Joncheray Thomas Julien
• Vanden-Broeck Jan
• Geumez Gilles Jean

Classifications

• C08J9/36

  After-treatment (C08J9/22 takes precedence) · CPC title

• C08J9/28 Primary

  by elimination of a liquid phase from a macromolecular composition or article, e.g. drying of coagulum · CPC title

• C08G18/61 Primary

  Polysiloxanes · CPC title

• C08G18/289

  containing silicon · CPC title

• C08G18/18

  containing secondary or tertiary amines or salts thereof · CPC title