Tailorable lignosulfonate carbonate adhesives
A two component adhesive system is described. The first component of the system is made from a sulfonated lignin having at least one amine group containing side arm and at least one hydroxyl group containing side arm. The second component of the system is made from a sulfonated lignin having at least one chloroformate group containing side arm.
1. A method of making a composition comprising a sulfonated lignin having a first side arm comprising an amine group, and a second side arm comprising a hydroxyl group, the method comprising: contacting the sulfonated lignin with a first compound having an amine group and a second compound having a hydroxyl group under Mitsunobu conditions that allow for coupling of the first compound and the second compound to the sulfonated lignin.
2. The method of claim 1 , wherein the contacting step comprises contacting the sulfonated lignin with a reduced amino acid.
3. The method of claim 1 , wherein the contacting step comprises contacting the sulfonated lignin with a reduced lysine.
4. The method of claim 1 , wherein the contacting step comprises contacting the sulfonated lignin with a poly (ethylene glycol).
5. The method of claim 1 , wherein the contacting step comprises using reused or recycled reagents for the Mitsunobu conditions.
6. The method of claim 1 , wherein the contacting step comprises contacting the reduced amino acid and sulfonated lignin such that the ratio of number of amine groups to number of sulfonate groups is about 1:2 to about 1:1000.
7. The method of claim 4 , wherein the contacting step comprises contacting a poly(ethylene glycol) that has a chain length of about 2 to about 24.