US2020147595A1PendingUtilityA1
Catalytically active substances
Est. expiryDec 22, 2037(~11.4 yrs left)· nominal 20-yr term from priority
Inventors:Lewis J. Kraft
B01J 2219/00621B01J 2531/16C07D 249/04B01J 2219/00626C12Q 1/6874B01J 2231/321B01J 2219/00635B01J 2219/00637C08F 220/56B01J 37/0219B01J 2219/00722B01J 37/0209C08F 220/54B01J 31/2286C08F 220/60B01J 35/40B01J 27/043C07D 249/02B01J 19/0046C08J 2333/26C08F 20/56B01J 27/04B01J 2219/00529B01J 31/28B01J 19/00
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Claims
Abstract
A catalytically active substance includes a copper (I) sulfide mineral particle, and an alkyne functionalized molecule bound to a surface of the copper (I) sulfide mineral particle. In an example method, a copper (I) sulfide mineral is reacted with an alkyne functionalized molecule to form a catalytically active substance. The catalytically active substance is reacted with an azide functionalized molecule to couple the catalytically active substance with the azide functionalized molecule.
Claims
exact text as granted — not AI-modified1 . A catalytically active substance, comprising:
a copper (I) sulfide mineral particle; and an alkyne functionalized molecule bound directly to a surface of the copper (I) sulfide mineral particle.
2 . The catalytically active substance as defined in claim 1 , wherein the copper (I) sulfide mineral particle is selected from the group consisting of chalcocite, djurleite, and digenite.
3 . The catalytically active substance as defined in claim 1 , wherein the alkyne functionalized molecule is a primer having an alkyne functional group attached at the 5′ terminus of the primer.
4 . The catalytically active substance as defined in claim 1 , wherein a coordinate bond binds the alkyne functionalized molecule to the surface of the copper (I) sulfide mineral particle.
5 . A method of making a triazole, comprising reacting an alkyne functionalized molecule with an azide functionalized molecule in the presence of a copper (I) sulfide mineral.
6 . The method as defined in claim 5 , wherein:
the copper (I) sulfide mineral reacts with the alkyne functionalized molecule to form a catalytically active substance; and the catalytically active substance reacts with the azide functionalized molecule to couple the catalytically active substance with the azide functionalized molecule.
7 . The method as defined in claim 5 , wherein prior to reacting the copper (I) sulfide mineral with the alkyne functionalized molecule, the method further comprises adding a stoichiometric excess of the copper (I) sulfide mineral, with respect to the alkyne functionalized molecule, to the alkyne functionalized molecule.
8 . The method as defined in claim 5 , wherein the reacting of the copper (I) sulfide mineral with the alkyne functionalized molecule involves:
forming a mixture of the copper (I) sulfide mineral, the alkyne functionalized molecule, and a solvent of the alkyne functionalized molecule; and maintaining the mixture at a temperature that is above a freezing point of the solvent and below a boiling point of the solvent for a time up to about 50 days.
9 . The method as defined in claim 8 , wherein:
the solvent is selected from the group consisting of water, a sodium carbonate buffer, a potassium phosphate buffer, and dimethyl sulfoxide; and a pH of the mixture ranges from about 4 to about 12.
10 . The method as defined in claim 8 , wherein the maintaining involves heating the mixture to a temperature ranging from about 30° C. to about 60° C. for a time ranging from about 30 minutes to about 90 minutes.
11 . The method as defined in claim 5 , wherein prior to reacting the alkyne functionalized molecule or the catalytically active substance with the azide functionalized molecule, the method further comprises forming a layer of the azide functionalized molecule on a surface of a flow cell substrate, and wherein the alkyne functionalized molecule or the catalytically active substance is reacted with the layer of the azide functionalized molecule on the surface of the flow cell substrate.
12 . The method as defined in claim 11 , wherein the alkyne functionalized molecule or the catalytically active substance is present in a liquid mixture, and wherein the liquid mixture is flowed over the layer of the azide functionalized molecule on the surface of the flow cell substrate.
13 . The method as defined in claim 11 , wherein prior to forming the layer, the method further comprises attaching a silane or a silane derivative to the surface of the substrate to form a silanized surface.
14 . The method as defined in claim 6 , further comprising filtering unreacted copper (I) sulfide mineral from the catalytically active substance prior to reacting the catalytically active substance with the azide functionalized molecule.
15 . The method as defined in claim 5 , wherein the copper (I) sulfide has an average particle size ranging from about 500 nm to about 45 μm.
16 . The method as defined in claim 5 , wherein the method is performed without ligand coordination and without exposure to a reducing agent.
17 . A graft mix, comprising:
a primer including an alkyne functional group; a solvent; and a copper (I) sulfide mineral.
18 . The graft mix as defined in claim 17 , wherein the alkyne functional group is to react with a surface of the copper (I) sulfide mineral to form a catalytically active substance in the graft mix.
19 . The graft mix as defined in claim 17 , further comprising an azide functionalized molecule, wherein the azide functionalized molecule is to react with the alkyne functional group, mediated by the copper (I) sulfide mineral.
20 . The graft mix as defined in claim 19 , wherein the azide functionalized molecule is a polymer.
21 . The graft mix as defined in claim 20 , wherein the polymer is on a surface of a substrate, optionally wherein the substrate is a flow cell.
22 . The graft mix as defined in claim 17 , wherein the graft mix includes a stoichiometric excess of the copper (I) sulfide mineral with respect to the primer.
23 . The graft mix as defined in claim 17 , wherein the graft mix includes:
from about 1 μM to about 20 μM of the primer; and from about 0.1 M to about 3 M of the copper (I) sulfide mineral.
24 . The graft mix as defined in claim 17 , wherein the copper (I) sulfide mineral is selected from the group consisting of chalcocite, djurleite, and digenite, and has an average particle size ranging from about 500 nm to about 45 μm.
25 . A method of grafting a primer to a flow cell surface, comprising:
reacting an alkyne functionalized primer in the presence of a copper (I) sulfide mineral with an azide functionalized molecule on the flow cell surface.
26 . The method as defined in claim 25 , wherein:
the copper (I) sulfide mineral reacts with the alkyne functionalized primer to form a catalytically active substance; and the catalytically active substance reacts with the azide functionalized molecule to couple the catalytically active substance with the azide functionalized molecule on the flow cell surface.
27 . The method as defined in claim 26 , wherein prior to reacting the copper (I) sulfide mineral with the alkyne functionalized primer, the method further comprises adding a stoichiometric excess of the copper (I) sulfide mineral, with respect to the alkyne functionalized primer, to the alkyne functionalized primer.
28 . The method as defined in claim 26 , wherein the reacting of the copper (I) sulfide mineral with the alkyne functionalized primer involves:
forming a mixture of the copper (I) sulfide mineral, the alkyne functionalized primer, and a solvent of the alkyne functionalized primer; and maintaining the mixture at a temperature that is above a freezing point of the solvent and below a boiling point of the solvent for a time up to about 50 days.
29 . The method as defined in claim 28 , wherein:
the solvent is selected from the group consisting of water, a sodium carbonate buffer, a potassium phosphate buffer, and dimethyl sulfoxide; and a pH of the mixture ranges from about 4 to about 12.
30 . The method as defined in claim 28 , wherein the maintaining involves heating the mixture to a temperature ranging from about 30° C. to about 60° C. for a time ranging from about 30 minutes to about 90 minutes.
31 . The method as defined in claim 26 , wherein prior to reacting the catalytically active substance with the azide functionalized molecule on the flow cell surface, the method further comprises forming a layer of the azide functionalized molecule on the flow cell surface, and wherein the catalytically active substance is reacted with the layer of the azide functionalized molecule on the flow cell surface.
32 . The method as defined in claim 31 , wherein the catalytically active substance is present in a liquid mixture, and wherein the liquid mixture is flowed over the layer of the azide functionalized molecule on the flow cell surface.
33 . The method as defined in claim 31 , wherein prior to forming the layer, the method further comprises attaching a silane or a silane derivative to the flow cell surface to form a silanized surface.
34 . The method as defined in claim 31 , wherein the layer of the azide functionalized molecule is poly(N-(5-azidoacetamidylpentyl) acrylamide-co-acrylamide).
35 . The method as defined in claim 26 , further comprising filtering unreacted copper (I) sulfide mineral from the catalytically active substance prior to reacting the catalytically active substance with the azide functionalized molecule on the flow cell surface.Join the waitlist — get patent alerts
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