Disclosed herein are processes for preparing an α,ω-Cn-diol, wherein n is 5 or greater, from a feedstock comprising a Cn oxygenate. In one embodiment, the process comprises contacting the feedstock with hydrogen gas in the presence of a catalyst comprising a first metal component comprising Ni, Ir,
Disclosed herein are processes for preparing an α,ω-Cn-diol, wherein n is 5 or greater, from a feedstock comprising a Cn oxygenate. In one embodiment, the process comprises contacting the feedstock with hydrogen gas in the presence of a catalyst comprising a first metal component comprising Ni, Ir, Pt, Rh, Ru, Pd, Fe, Ag, or Au; a heteropoly acid component comprising H3P(W3O10)4, H4Si(W3O10)4, H4P(Mo3O10)4, H4Si(Mo3O10)4, Cs2.5H0.5P(W3O10)4Cs2.5H0.5Si(W3O10)4, or mixtures thereof; optionally a second metal component comprising Cr, a Cr oxide, Ni, a Ni oxide, Fe, a Fe oxide, Co, a Co oxide, Mn, a Mn oxide, Mo, a Mo oxide, W, a W oxide, Re, a Re oxide, Zn, a Zn oxide, SiO2, or Al2O3; optionally at least one promoter comprising Na, K, Mg, Rb, Cs, Ca, Sr, Ba, Ce, or mixtures thereof; and optionally a support. In one embodiment, the optional support is present in the catalyst and comprises WO3, SiO2, Al2O3, carbon, TiO2, ZrO2, SiO2—Al2O3, montmorillonite, SiO2—TiO2, tungstated ZrO2, zeolites, V2O5, MoO3, or mixtures thereof. The Cn oxygenate may be obtained from a biorenewable resource.
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1. A process for preparing an α,ω-Cn-diol, comprising the steps: (a) providing a feedstock comprising a Cn oxygenate;(b) contacting the feedstock with hydrogen gas, in the presence of a catalyst and at a temperature and for a time sufficient to form a product mixture comprising an α,ω-Cn-diol;wherei
1. A process for preparing an α,ω-Cn-diol, comprising the steps: (a) providing a feedstock comprising a Cn oxygenate;(b) contacting the feedstock with hydrogen gas, in the presence of a catalyst and at a temperature and for a time sufficient to form a product mixture comprising an α,ω-Cn-diol;wherein n is 5 or greater; and wherein the catalyst comprises a first metal component, a heteropoly acid component, optionally a second metal component, optionally at least one promoter, and optionally a support; wherein:the first metal component comprises Ni, Ir, Pt, Rh, Ru, Pd, Fe, Ag, or Au;the heteropoly acid component comprises H3[P(W3O10)4], H4[Si(W3O10)4], H4[P(Mo3O10)4], H4[Si(Mo3O10)4], Cs2.5H0.5[P(W3O10)4], Cs2.5H0.5[Si(W3O10)4], or mixtures thereof;the second metal component comprises Cr, a Cr oxide, Ni, a Ni oxide, Fe, a Fe oxide, Co, a Co oxide, Mn, a Mn oxide, Mo, a Mo oxide, W, a W oxide, Re, a Re oxide, Zn, a Zn oxide, SiO2, or Al2O3; andthe promoter comprises Na, K, Mg, Rb, Cs, Ca, Sr, Ba, Ce, or mixtures thereof. 2. The process of claim 1 wherein n=5 or 6. 3. The process of claim 1, wherein the optional support is present in the catalyst and comprises WO3, SiO2, Al2O3, carbon, TiO2, ZrO2, SiO2—Al2O3, montmorillonite, SiO2—TiO2, tungstated ZrO2, zeolites, V2O5, MoO3, or mixtures thereof. 4. The process of claim 3, wherein the support comprises SiO2, TiO2, zeolites, or mixtures thereof. 5. The process of claim 1, wherein the Cn oxygenate comprises 1,2,6-hexanetriol; 1,2,5-pentanetriol; 2H-tetrahydropyran-2-methanol; tetrahydrofuran-2,5-dimethanol; furan-2,5-dimethanol; 2,5 dihydrofuran-2,5-dimethanol; levoglucosenone; levoglucosan; isosorbide; hydroxymethylfurfural; sorbitol; glucose; fructose; xylitol; 3,4-dihydro-2H-pyran-2-carbaldehyde; 1,2,5,6-hexanetetraol; 1,2,3,5,6-hexanepentanol; 1,5-anhydro-3,4-dideoxy-hexitol; 5-hydroxy-2H-tetrahydropyran-2 methanol; furfural; furfuryl alcohol; tetrahydrofurfuryl alcohol; pentoses; dimers containing pentose; oligomers containing pentose; hexoses; dimers containing hexose; oligomers containing hexose; condensation products from the reaction of 5-(hydroxymethyl)-2-furfural with ketones and/or aldehydes; and condensation products from the reaction of furfural with ketones and/or aldehydes. 6. The process of claim 5, wherein the Cn oxygenate comprises 1,2,6-hexanetriol; 2H-tetrahydropyran-2-methanol; tetrahydrofuran-2,5-dimethanol; levoglucosenone; 3,4-dihydro-2H-pyran-2-carbaldehyde, or mixtures thereof. 7. The process of claim 6, wherein the Cn oxygenate comprises 1,2,6-hexanetriol. 8. The process of claim 5, wherein the Cn oxygenate comprises 1,2,5-pentanetriol; furfural; furfuryl alcohol; tetrahydrofurfuryl alcohol; xylitol; or mixtures thereof. 9. The process of claim 1, wherein the first metal component comprises Ni, Pt, Pd, Fe, or Ru. 10. The process of claim 1, wherein the heteropoly acid component comprises H3[P(W3O10)4], H4[Si(W3O10)4], or Cs2.5H0.5[P(W3O10)4]. 11. The process of claim 1, wherein the optional second metal component is present in the catalyst and comprises W or Re. 12. The process of claim 1, wherein the optional promoter is present in the catalyst and comprises Cs. 13. The process of claim 1, wherein the first metal component comprises Ni, Pt, Pd, Fe, or Ru; the heteropoly acid component comprises H3[P(W3O10)4], H4[Si(W3O10)4], or Cs2.5H0.5[P(W3O10)4]; and the optional second metal component is present in the catalyst and comprises W or Re. 14. The process of claim 1, further comprising the steps: (c) optionally, isolating the α,ω-Cn-diol from the product mixture;(d) contacting the α,ω-Cn-diol with ammonia and hydrogen in the presence of a reductive amination catalyst at a temperature and for a time sufficient to form a second product mixture comprising an α,ω-Cn-diaminoalkane; and(e) optionally, isolating the α,ω-Cn-diaminoalkane from the second product mixture. 15. The process of claim 14, wherein the α,ω-Cn-diaminoalkane comprises 1,6-diaminohexane.
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