Methods for making laminated, saturated, and abrasive products
View Patent ↗Methods for making and using phenol/formaldehyde/furfural-based resins and furfural alcohol-based resins and are provided. The method for making a phenol/formaldehyde/furfural-based resin can include combining a phenol/formaldehyde-based resin with furfural to produce a phenol/formaldehyde/furfural-based resin. The phenol/formaldehyde/furfural-based resin can have a viscosity of about 1 cP to about 1,000 cP at a temperature of about 25° C.
1. A method for making a composite product, comprising:
contacting a plurality of substrates with a phenol/formaldehyde/furfural-based resin, wherein the phenol/formaldehyde/furfural-based resin has a viscosity of about 1 cP to about 1,000 cP at a temperature of about 25° C., and wherein the substrates comprise cellulose fibers; and
at least partially curing the phenol/formaldehyde/furfural-based resin to produce a composite product.
2. The method of claim 1 , wherein the phenol/formaldehyde/furfural-based resin is cured by contacting the phenol/formaldehyde/furfural-based resin with a base.
3. The method of claim 1 , wherein the phenol/formaldehyde/furfural-based resin is cured by contacting the phenol/formaldehyde/furfural-based resin with a catalyst, and wherein the catalyst is an acid.
4. The method of claim 1 , wherein the plurality of substrates comprises sheets of paper.
5. The method of claim 1 , wherein a synthesis of the phenol/formaldehyde/furfural-based resin comprises combining a phenol/formaldehyde-based resin with furfural to produce the phenol/formaldehyde/furfural-based resin, and wherein the phenol/formaldehyde/furfural-based resin is at least partially cured by contacting the phenol/formaldehyde/furfural-based resin with one or more catalysts.
6. The method of claim 1 , wherein the phenol/formaldehyde/furfural-based resin is made by combining a phenol/formaldehyde-based resin with furfural,
wherein the phenol/formaldehyde-based resin has a weight average molecular weight of about 100 to about 2,000 and a molar ratio of formaldehyde to phenol of about 1:1 to about 5:1 when combined with the furfural,
wherein the phenol/formaldehyde/furfural-based resin, prior to curing, contains less than 1 wt % of free methanol and less than 1 wt % of free phenol,
wherein the phenol/formaldehyde/furfural-based resin, prior to curing, has a solids concentration greater than 60 wt %, and
wherein the phenol/formaldehyde/furfural-based resin has a concentration of about 5 wt % to about 20 wt % of furfural, based on the combined weight of the phenol/formaldehyde-based resin and the furfural.
7. The method of claim 1 , wherein the phenol/formaldehyde/furfural-based resin has a viscosity of about 250 cP to about 900 cP at a temperature of about 25° C.
8. The method of claim 1 , wherein the phenol/formaldehyde/furfural-based resin is made by combining a phenol/formaldehyde-based resin with furfural, and wherein the phenol/formaldehyde/furfural-based resin has a concentration of about 1.5 wt % to about 15 wt % of furfural, based on the combined weight of the phenol/formaldehyde-based resin and the furfural.
9. The method of claim 1 , wherein the phenol/formaldehyde/furfural-based resin, prior to curing, contains about 0.05 wt % to about 0.5 wt % of free methanol and about 0.05 wt % to about 0.5 wt % of free phenol.
10. A method for making a single-ply, resin-saturated product, comprising:
contacting a single cellulosic sheet with a phenol/formaldehyde/furfural-based resin to produce a mixture, wherein the phenol/formaldehyde/furfural-based resin has a viscosity of about 1 cP to about 1,000 cP at a temperature of about 25° C.; and
at least partially curing the phenol/formaldehyde/furfural-based resin in the mixture to produce a single-ply resin-saturated product comprising an at least partially cured phenol/formaldehyde/furfural-based resin.
11. The method of claim 10 , wherein the single-ply resin-saturated product is selected from the group consisting of: an oil filter, a paint roller tube, and an electrical laminate.
12. The method of claim 10 , wherein the phenol/formaldehyde/furfural-based resin is cured by contacting the phenol/formaldehyde/furfural-based resin with a catalyst.
13. The method of claim 12 , wherein the phenol/formaldehyde/furfural-based resin has a viscosity of about 250 cP to about 900 cP at a temperature of about 25° C., and wherein the catalyst comprises sulfuric acid, maleic acid, glacial acetic acid, formic acid, an urea-phenolsulfonic acid solution, or any mixture thereof.
14. The method of claim 12 , wherein the catalyst comprises triethylamine, urea, or a mixture thereof.
15. The method of claim 10 , wherein the phenol/formaldehyde/furfural-based resin, prior to curing, has a solids concentration greater than 60 wt %.
16. The method of claim 10 , wherein the phenol/formaldehyde/furfural-based resin is made by combining a phenol/formaldehyde-based resin with furfural,
wherein the phenol/formaldehyde-based resin has a weight average molecular weight of about 100 to about 2,000 and a molar ratio of formaldehyde to phenol of about 1:1 to about 5:1 when combined with the furfural,
wherein the phenol/formaldehyde/furfural-based resin, prior to curing, contains less than 1 wt % of free methanol and less than 1 wt % of free phenol,
wherein the phenol/formaldehyde/furfural-based resin, prior to curing, has a solids concentration greater than 60 wt %, and
wherein the phenol/formaldehyde/furfural-based resin has a concentration of about 5 wt % to about 20 wt % of furfural, based on the combined weight of the phenol/formaldehyde-based resin and the furfural.
17. The method of claim 10 , wherein the phenol/formaldehyde/furfural-based resin is made by combining a phenol/formaldehyde-based resin with furfural, and wherein the phenol/formaldehyde/furfural-based resin has a concentration of about 1.5 wt % to about 15 wt % of furfural, based on the combined weight of the phenol/formaldehyde-based resin and the furfural.
18. The method of claim 10 , wherein the phenol/formaldehyde/furfural-based resin, prior to curing, contains about 0.05 wt % to about 0.5 wt % of free methanol and about 0.05 wt % to about 0.5 wt % of free phenol.
19. A method for making a composite product, comprising:
contacting a plurality of substrates with a phenol/formaldehyde/furfural-based resin to produce a mixture, wherein the substrates comprise cellulose fibers, wherein the phenol/formaldehyde/furfural-based resin is made by combining a phenol/formaldehyde-based resin with furfural, wherein the phenol/formaldehyde/furfural-based resin has a viscosity of about 1 cP to about 900 cP at a temperature of about 25° C., wherein the phenol/formaldehyde/furfural-based resin contains about 0.05 wt % to about 0.5 wt % of free methanol and about 0.05 wt % to about 0.5 wt % of free phenol, and wherein the phenol/formaldehyde/furfural-based resin has a concentration of about 1.5 wt % to about 15 wt % of the furfural, based on the combined weight of the phenol/formaldehyde-based resin and the furfural; and
at least partially curing the phenol/formaldehyde/furfural-based resin in the mixture by contacting the phenol/formaldehyde/furfural-based resin with a catalyst to produce a composite product comprising an at least partially cured phenol/formaldehyde/furfural-based resin, wherein the catalyst is an acid, and wherein the catalyst is in a concentration of about 0.2 wt % to about 6 wt %, based on the combined weight of the phenol/formaldehyde-based resin, the furfural, and the catalyst.
20. The method of claim 19 , wherein the acid comprises sulfuric acid, maleic acid, glacial acetic acid, formic acid, an urea-phenolsulfonic acid solution, or any mixture thereof, and wherein the concentration is about 0.5 wt % to about 3 wt %.