Binder compositions and methods for making and using same
Binder compositions and methods for making and using same are provided. In at least one specific embodiment, the binder composition can include at least one polyphenolic compound, at least one unsaturated compound, and at least one free radical precursor. The unsaturated compound can have two or more unsaturated carbon-carbon bonds. At least one of the unsaturated carbon-carbon bonds can be a pi-bond that is not conjugated with an aromatic moiety and is capable of free radical addition.
1. A binder composition, comprising:
at least one polyphenolic compound;
at least one unsaturated compound having two or more unsaturated carbon-carbon bonds, wherein at least one of the unsaturated carbon-carbon bonds is a pi-bond that is not conjugated with an aromatic moiety and is capable of free radical addition, and wherein the unsaturated compound comprises an unsaturated polyester prepolymer, an unsaturated polyether prepolymer, an unsaturated polyamide prepolymer, an unsaturated polyurethane prepolymer, or any mixture thereof; and
at least one free radical precursor.
2. The binder composition of claim 1 , wherein the polyphenolic compound comprises one or more lignins, one or more tannins, one or more novolac resins, one or more bisphenols, one or more modified phenol formaldehyde resins, humic acid, or any mixture thereof.
3. The binder composition of claim 1 , wherein the polyphenolic compound is modified with one or more compounds having carbon-carbon double bonds and one or more functional groups.
4. The binder composition of claim 1 , wherein the polyphenolic compound is present in an amount of about 1 wt % to about 99 wt %, based on the combined weight of the polyphenolic compound and the unsaturated compound.
5. The binder composition of claim 1 , wherein the unsaturated compound comprises an unsaturated polyester prepolymer.
6. The binder composition of claim 5 , wherein the unsaturated polyester prepolymer comprises ethylene glycol diacrylate, ethylene glycol dimethacrylate, diethylene glycol diacrylate, diethylene glycol dimethacrylate, poly(ethylene glycol)diacrylate, poly(ethylene glycol)dimethacrylate, trimethylolpropane triacrylate, pentaerythritol tetraacrylate, pentaerythritol triacrylate, or any mixture thereof.
7. The binder composition of claim 1 , wherein the at least one of the unsaturated carbon-carbon bonds that is a pi-bond that is not conjugated with an aromatic moiety and is capable of free radical addition is an α,β-unsaturated carbonyl.
8. The binder composition of claim 1 , wherein the unsaturated compound is present in an amount of at least 5 wt % to about 65 wt %, based on the combined weight of the polyphenolic compound and the unsaturated compound.
9. The binder composition of claim 1 , wherein the free radical precursor comprises a mixture of one or more oxidants and one or more catalysts.
10. The binder composition of claim 1 , wherein the free radical precursor comprises a mixture of hydrogen peroxide and one or more iron containing catalysts.
11. The binder composition of claim 1 , wherein the one or more free radical precursors comprises one or more catalysts, and wherein the one or more catalysts comprises one or more metals in the form of a complex bound to one or more complexing agents.
12. The binder composition of claim 1 , wherein the free radical precursor is present in an amount of at least 10 wt % to about 300 wt %, based on the weight of the unsaturated compound.
13. The binder composition of claim 1 , wherein the free radical precursor is present in an amount of at least 5 wt % to about 200 wt %, based on the weight of the polyphenolic compound.
14. The binder composition of claim 1 , wherein the free radical precursor is present in an amount of at least 5 wt % to about 70 wt %, based on the combined weight of the polyphenolic compound, the unsaturated compound, and the free radical precursor.
15. The binder composition of claim 1 , wherein the polyphenolic compound is present in an amount of at least 1 wt % to about 99 wt %, wherein the unsaturated compound is present in an amount of at least 5 wt % to about 60 wt %, and wherein the free radical precursor is present in an amount of at least 5 wt % to about 70 wt %, wherein all amounts are based on the combined weight of the polyphenolic compound, the unsaturated compound, and the free radical precursor.
16. The binder composition of claim 1 , wherein the free radical precursor comprises a mixture of hydrogen peroxide and one or more iron containing catalysts, and wherein the iron containing catalyst comprises potassium ferricyanide, iron sulfate, iron ethylenediamine tetraacetic acid, iron (S,S)-ethylenediamine-N,N′-disuccinic acid, iron diethylenetriamine pentaacetic acid, iron ethyleneglycol bis(2-aminoethylether)-N,N,N′,N′-tetraacetic acid, iron trans-1,2-diaminocyclohexanetetraacetic acid, or any mixture thereof.
17. A binder composition, comprising:
at least one polyphenolic compound;
at least one unsaturated compound having two or more unsaturated carbon-carbon bonds, wherein at least one of the unsaturated carbon-carbon bonds is a pi-bond that is not conjugated with an aromatic moiety and is capable of free radical addition, and wherein the unsaturated compound comprises dicyclopentadiene, ethylene glycol diacrylate, ethylene glycol dimethacrylate, diethylene glycol diacrylate, diethylene glycol dimethacrylate, poly(ethylene glycol)diacrylate, poly(ethylene glycol)dimethacrylate, trimethylolpropane triacrylate, pentaerythritol tetraacrylate, pentaerythritol triacrylate, or any mixture thereof; and
at least one free radical precursor.
18. The binder composition of claim 17 , wherein:
the free radical precursor comprises a mixture of hydrogen peroxide and one or more iron containing catalysts, and
the iron containing catalyst comprises potassium ferricyanide, iron sulfate, iron ethylenediamine tetraacetic acid, iron (S,S)-ethylenediamine-N,N′-disuccinic acid, iron diethylenetriamine pentaacetic acid, iron ethyleneglycol bis(2-aminoethylether)-N,N,N′,N′-tetraacetic acid, iron trans-1,2-diaminocyclohexanetetraacetic acid, or any mixture thereof.
19. A binder composition, comprising:
at least one polyphenolic compound;
at least one unsaturated compound having two or more unsaturated carbon-carbon bonds, wherein at least one of the unsaturated carbon-carbon bonds is a pi-bond that is not conjugated with an aromatic moiety and is capable of free radical addition; and
at least one free radical precursor, wherein:
the polyphenolic compound is present in an amount of at least 1 wt % to about 99 wt %,
the unsaturated compound is present in an amount of at least 5 wt % to about 60 wt %,
the free radical precursor is present in an amount of at least 5 wt % to about 70 wt %, wherein all amounts are based on the combined weight of the polyphenolic compound, the unsaturated compound, and the free radical precursor,
the unsaturated compound comprises an unsaturated polyester prepolymer,
the free radical precursor comprises a mixture of hydrogen peroxide and one or more iron containing catalysts, and
the iron containing catalyst comprises potassium ferricyanide, iron sulfate, iron ethylenediamine tetraacetic acid, iron (S,S)-ethylenediamine-N,N′-disuccinic acid, iron diethylenetriamine pentaacetic acid, iron ethyleneglycol bis(2-aminoethylether)-N,N,N′,N′-tetraacetic acid, iron trans-1,2-diaminocyclohexanetetraacetic acid, or any mixture thereof.
20. The binder composition of claim 19 , wherein the unsaturated polyester prepolymer comprises ethylene glycol diacrylate, ethylene glycol dimethacrylate, diethylene glycol diacrylate, diethylene glycol dimethacrylate, poly(ethylene glycol)diacrylate, poly(ethylene glycol)dimethacrylate, trimethylolpropane triacrylate, pentaerythritol tetraacrylate, pentaerythritol triacrylate, or any mixture thereof.