Composition comprising furfuryl alcohol

Patent metadata

Field	Value
Publication number	US-2016376406-A1
Application number	US-201415102937-A
Country	US
Kind code	A1
Filing date	Dec 11, 2014
Priority date	Dec 12, 2013
Publication date	Dec 29, 2016
Grant date	—

Abstract

Composition including a first component, including furfuryl alcohol and humins and a second component including an acidic polymerization initiator. The composition can be oligomerized to a resin, which has a viscosity in the range of 0.1 to 10,000 Pa·s at 25° C., determined according to ISO3219. The resin, or a blend of furfuryl alcohol and humins as a component A and an acidic polymerization initiator as a component B, separated from each other, may form a kit for an adhesive or impregnation agent.

First claim

1 . A composition including a first component, comprising furfuryl alcohol and humins and a second component comprising an acidic polymerization initiator.

2 . The composition according to claim 1 , wherein the humins have been obtained from the dehydration of carbohydrates.

3 . The composition according to claim 1 , wherein the weight ratio of furfuryl alcohol to humins in the first component is in the range of 1:10 to 10:1.

4 . The composition according to claim 1 , wherein the second component comprises an acidic polymerization initiator which has a pK a at 25° C. of at least 3.

5 . The composition according to claim 1 , wherein the acidic initiator is selected from maleic anhydride, phthalic anhydride, formic acid, maleic acid, malic acid, phthalic acid, furoic acid, benzoic acid, furan-dicarboxylic acid, citric acid, levulinic acid and combinations thereof.

6 . The composition according to claim 1 , wherein the amount of acidic initiator as second component is in the range of 0.5 to 10% wt, based on furfuryl alcohol and humins.

7 . The composition according to claim 1 , wherein the first component, the second component or both the first and the second component comprise(s) one or more additional compounds, optionally selected from additional monomers, co-catalysts, diluents, fillers and combinations thereof.

8 . The composition according to claim 7 , wherein the additional monomers have been selected from 5-hydroxymethylfurfural, 2-(2-hydroxyacetyl)furan, 5-alkoxymethylfurfural, formaldehyde, methyl formate, levulinic acid, alkyl levulinates, 2,5-diformyl-furan, carbohydrates, furfural, prepolymer of furfuryl alcohol and combinations thereof.

9 . The composition according to claim 7 , wherein the co-catalyst is comprised in the second component and is optionally selected from the group consisting of aluminium trihalide, boron trihalide, zinc halide, iron halide, chromium halide, iodine and combinations thereof.

10 . The composition according to claim 7 , wherein the diluent has been selected from water, alcohols, preferably methanol, ethanol, propanol or a butanol, ketones, preferably acetone or methyl ethyl ketone, esters, such as methyl levulinate, dimethyl sulphoxide, dimethyl formamide and combinations thereof.

11 . The composition according to claim 7 , wherein the filler has been selected from plasticizers, talc, lime, dyestuffs, wood flour, saw dust, bone flour clay and combinations thereof.

12 . A resin obtainable by the oligomerization of the composition according to claim 1 , which resin has a viscosity in the range of 0.1 Pa·s to 10,000 Pa·s at 25° C., preferably a viscosity of 1 Pa·s to 5000 Pa·s at 25° C., determined according to ISO 3219.

13 . A composition comprising:
a resin obtainable by the oligomerization of the composition according to claim 1 , which has a viscosity in the range of 0.1 to 10,000 Pa·s at 25° C., determined according to ISO 3219; and an acidic polymerization initiator.

14 . A kit for an adhesive or impregnating agent containing, separated from each other,
a first component comprising a blend of furfuryl alcohol and humins, or a resin obtainable by the oligomerization of the composition according to claim 1 , which has a viscosity in the range of 0.1 to 10,000 Pa·s at 25° C., determined according to ISO 3219, as a component A, and an acidic polymerization initiator as a component B.

15 . The kit according to claim 14 , which comprises additional compounds, optionally selected from additional monomers, co-catalysts, diluents, fillers, and combinations thereof, that have been packaged separately from the component A and component B.

16 . The kit according to claim 14 , wherein the acidic initiator of Component B is selected from the group consisting of strong acids with a pK a at 25° C. of less than 3.

17 . The kit according to claim 16 , wherein the acidic initiator is selected from the group consisting of p-toluene sulphonic acid, methane sulphonic acid, mineral acids, such as H 2 SO 4 , HCl, H 3 PO 4 and HNO 3 , and combinations thereof.

18 . The kit according to claim 14 , wherein the acidic initiator of Component B is selected from the group consisting of weak acids with a pK a at 25° C. of at least 3.

19 . A process for manufacturing reinforced objects comprising providing a composition according to claim 1 ; impregnating the object with the composition; and heating the thus impregnated object to obtain a reinforced object.

20 . The process according to claim 19 , wherein the object is a wooden object, suitably selected from softwood, hardwood, plywood, wooden hardboard, strand board, fibre board, particle board or wood chips.

21 . The process according to claim 19 , wherein the object is selected from the group consisting of glass fibres, carbon fibres, natural fibres, polymer fibres and combinations thereof, preferably polymer fibres, wherein the polymer is a polyester such as polyalkylene terephthalate, polyalkylene naphthalate or polyalkylene furandicarboxylate, polyamides, such as nylon-6,6, nylon-6, aramide or polyamide comprising 2,5-furan dicarboxylate moieties and diamine residues.

22 . The process for binding an article to a substrate by providing a composition according to claim 12 ; comprising:
applying a coating of the composition to at least a part of at least one of the article and the substrate; contacting the article and the substrate to obtain a structure; and heating the structure to obtain a bonded structure.

23 . The process according to claim 22 , wherein at least one of the article and the substrate is made of wood.

24 . The process according to claim 22 , wherein the article, the substrate, or both are selected from the group consisting of veneer, shelves, softwood, hardwood, plywood, wooden hardboard, strand board, fibre board, particle board, wood chips and combinations thereof.

25 . A process for coating a substrate, comprising:
providing a composition according to claim 12 ; applying a coating of the composition to at least a part of the substrate; and heating the coated substrate.

Assignees

• Furanix Technologies Bv

Inventors

• De Jong Edserd
• Van Der Waal Jan Cornelis
• Pin Jean-Mathieu Benoît Louis
• Guigo Nathanaël David Cyrille

Classifications

• C08L71/14

  Furfuryl alcohol polymers · CPC title

• B27K3/15

  Impregnating involving polymerisation {including use of polymer-containing impregnating agents (macromolecular compounds derived from lignocellulosic materials C08H; compositions of lignin-containing materials C08L97/02)} · CPC title

• C08G65/36 Primary

  Furfuryl alcohol · CPC title

• C09D171/14

  Furfuryl alcohol polymers · CPC title

• C09J171/14

  Furfuryl alcohol polymers · CPC title