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US 6,103,459 AGranted
Compounds for use as chemical vapor deposition precursors, thermochromic materials light-emitting diodes, and molecular charge-transfer salts and methods of making these compounds
AssigneeMidwest Research Institute
InventorBruce Diel
Life of this patent
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Abstract
Novel compounds that may be used as chemical vapor deposition precursors, thermochromic materials, conductive polymers, light-emitting diode precursors, and molecular charge-transfer salt precursors are provided. In addition, a novel compound that can be used to make the aforementioned compounds is provided. Still further, another aspect of the present invention is to provide methods for making and using the novel compounds provided.
Claims23
A compound of the formula:
- ##STR18## wherein each E is independently selected from the group consisting of N, P, and As;
- each R is independently selected from the group consisting of perfluorinated alkyl, perfluorinated aryl, and polymerizable substituents;
- and
- each Y is independently selected from the group consisting of a silyl group and H.
1 more element
A compound of the formula:
- ##STR19## wherein each E is independently selected from the group consisting of N, P, and As;
- each R is independently selected from the group consisting of H, alkyl, aryl, dialkylamino, azide, alkoxy, dipnictaheteroles, polymerizable substituents, and disilylamino;
- M.sub.1 =O, S, Se, Te, Po, N, P, As, Sb, or Bi;
- and
- M.sub.2 =Be, Mg, Ca, Sr, Ba, Ra, B, Al, Ga, In, or Tl;
- provided that
- M.sub.1 =O, S, Se, Te, or Po when M.sub.2 =Be, Mg, Ca, Sr, Ba, or Ra, and
- M.sub.1 =N, P, As, Sb, or Bi when M.sub.2 =B, Al, Ga, In, or Tl.
5 more elements
A compound of the formula:
- ##STR20## wherein each E is independently selected from the group consisting of N, P, and As;
- E'=Be, B, C, N, O, Mg, Al, P, Ca, Sc, Ti, V, Cr, Mn, Fe, Co, Ni, Cu, Zn, Ga, Ge, As, Sr, Y, Zr, Nb, Mo, Tc, Ru, Rh, Pd, Ag, Cd, In, Sn, Sb, Ba, La, Hf, Ta, W, Re, Os, Ir, Pt, Au, Hg, Tl, Pb, Bi, Po, Ra, Ce, Pr, Nd, Pm, Sm, Eu, Gd, Tb, Dy, Ho, Er, Tm, Yb, Lu, Th, Pa, U, Np, Pu, Am, Cm, Bk, Cf, Es, Fm, Md, No, or Lr;
- X is zero or more substituents independently selected from the group consisting of H, alkyl, aryl, dialkylamino, azide, alkoxy, disilylamino, and dipnictaheteroles, depending upon the valence of E';
- and
- each R is independently selected from the group consisting of H, alkyl, aryl, dialkylamino, azide, alkoxy, dipnictaheteroles, polymerizable substituents, and disilylamino.
2 more elements
A compound of the formula:
- ##STR21## wherein each E is independently selected from the group consisting of N, P, and As;
- each E' is independently selected from the group consisting of Be, B, C, N, O, Mg, Al, Si, P, S, Ca, Sc, Ti, V, Cr, Mn, Fe, Co, Ni, Cu, Zn, Ga, Ge, As, Se, Sr, Y, Zr, Nb, Mo, Tc, Ru, Rh, Pd, Ag, Cd, In, Sn, Sb, Te, Ba, La, Hf, Ta, W, Re, Os, Ir, Pt, Au, Hg, Tl, Pb, Bi, Po, Ra, Ce, Pr, Nd, Pm, Sm, Eu, Gd, Th, Dy, Ho, Er, Tm, Yb, Lu, Th, Pa, U, Np, Pu, Am, Cm, Bk, Cf, Es, Fm, Md, No, and Lr, provided that the valence of one E' is compatible to form a bond with the other E' chosen;
- and
- each R is independently selected from the group consisting H, alkyl, aryl, dialkylamino, azide, alkoxy, dipnictaheteroles, polymerizable substituents, and disilylamino.
1 more element
A method for making a fused tricyclic compound of the formula:
- ##STR22## wheremn each E is independently selected from the group consisting of N, P, and As;
- each R is independently selected from the group consisting of H, alkyl, aryl, dialkylamnino, azide, alkoxy, dipnictaheteroles, and disiyamino;
- M.sub.1 =O, S, Se, Te, Po, P, As, Sb, or Bi;
- and
- M.sub.2 =Be, Mg, Ca, Sr, Ba, Ra, B, Al, Ga, or In,
- provided that
- M=O, S, Se, Te, or Po when M.sub.2 =Be, Mg, Ca, Sr, Ba, or Ra, and
- M.sub.1 =N, P, As, Sb, or Bi when M.sub.2 =B, Al, Ga, In, or Tl,
- comprising:
- forming a Lewis acid-base adduct;
- and
- reacting said adduct with at least three compounds of the formula:
- ##STR23## wherein each E is independently selected from the group consisting of N, P, and As;
- each R is independently selected from the group consisting of H, alkyl, aryl, dialkylamino, azide, alkoxy, dipnictaheteroles, polymerizable substituents, and disilylarnino;
- and
- each Y is independently selected from the group consisting of a silyl group and H.
13 more elements
A method for making a compound of the formula:
- ##STR24## wherein each E is independently selected from the group consisting of N, P, and As;
- each E' is independently selected from the group consisting of Be, B, C, N, O, Mg, Al, Si, P, S, Ca, Sc, Ti, V, Cr, Mn, Fe, Co, Ni, Cu, Zn, Ga, Ge, As, Se, Sr, Y, Zr, Nb, Mo, Tc, Ru, Rh, Pd, Ag, Cd, In, Sn, Sb, Te, Ba, La, Hf, Ta, W, Re, Os, Ir, Pt, Au, Hg, Tl, Pb, Bi, Po, Ra, Ce, Pr, Nd, Pm, Sm, Eu, Gd, Tb, Dy, Ho, Er, Tm, Yb, Lu, Th, Pa, U, Np, Pu, Am, Cm, Bk, Cf, Es, Fm, Md, No, and Lr provided that the valence of one E' is compatible to form a bond with the other E' chosen;
- and
- each R is independently selected from the group consisting H, alkyl, aryl, dialkylamino, azide, alkoxy, perfluoroalkyl, polyfluoroalkoxy, dipnictaheteroles, polymerizable substituents, and disilylamino,
- comprising:
- reacting two compounds independently selected from compounds of the formula:
- ##STR25## wherein each E is independently selected from the group consisting of N, P, and As;
- E'=Be, B, C, N, O, Mg, Al, Si, P, S, Ca, Sc, Ti, V, Cr, Mn, Fe, Co, Ni, Cu, Zn, Ga, Ge, As, Se, Sr, Y, Zr, Nb, Mo, Tc, Ru, Rh, Pd, Ag, Cd, In, Sn, Sb, Te, Ba, La, Hf, Ta, W, Re, Os, Ir, Pt, Au, Hg, Tl, Pb, Bi, Po, Ra, Ce, Pr, Nd, Pm, Sm, Eu, Gd, Th, Dy, Ho, Er, Tm, Yb, Lu, Th, Pa, U, Np, Pu, Am, Cm, Bk, Cf, Es, Fm, Md, No, or Lr;
- X is zero or more substituents independently selected from the group consisting of H, alkyl, aryl, dialkylamino, azide, alkoxy, and disilylamnino, depending upon the valence of E';
- and
- each R is independently selected from the group consisting of H, alkyl, aryl, dialkylamino, azide, alkoxy, dipnictaheteroles, a polymerizable substituent, and disilylamino.
8 more elements
A method for depositing an element on a substrate, comprising:
- transporting a compound selected from the group consisting of compounds of formula (II), (III), and (IV), as shown below:
- ##STR26## wherein each E is independently selected from the group consisting of N, P, and As;
- E'=Be, B, C, N, O, Mg, Al, Si, P, S, Ca, Sc, Ti, V, Cr, Mn, Fe, Co, Ni, Cu, Zn, Ga, Ge, As, Se, Sr, Y, Zr, Nb, Mo, Tc, Ru, Rh, Pd, Ag, Cd, In, Sn, Sb, Te, Ba, La, Hf, Ta, W, Re, Os, Ir, Pt, Au, Hg, Tl, Pb, Bi, Po, Ra, Ce, Pr, Nd, Pm, Sm, Eu, Gd, Th, Dy, Ho, Er, Tm, Yb, Lu, Th, Pa, U, Np, Pu, Am, Cm, Bk, Cf;
- Es, Fm, Md, No, and Lr;
- X=H, alkyl, aryl, dialkylamino, azide, alkoxy, or diazaheterozole;
- each R is independently selected from the group consisting of H, alkyl, aryl, dialkylamino, azide, alkoxy, perfluoroalkyl, polyfluoroalkoxy, diazaheterozole, and disilylamino;
- and
- M.sub.1 =O, S, Se, Te, Po, N, P, As, Sb, or Bi;
- M.sub.2 =Be, Mg, Ca, Sr, Ba, Ra, B, Al, Ga, In, or Tl;
- and
- provided that
- M.sub.1 =O, S, Se, Te, or Po when M.sub.2 =Be, Mg, Ca, Sr, Ba, or Ra, and
- M.sub.1 =N, P, As, Sb, or Bi when M.sub.2 =B, Al, Ga, In, or Tl,
- over said substrate;
- and
- decomposing said compound so as to release an element E' on said substrate.
13 more elements
A method for making an electrically conductive polymer, comprising:
- polymerizing monomers of the formula:
- ##STR27## wherein each E is independently selected from the group consisting of N, P, and As;
- each E' is independently selected from the group consisting of As, Sb, and Bi or both E'=C(sp.sup.2) or both E' together represent a single Pt;
- and
- each R is a polymerizable substituent,
- so as to form a compound of the formula:
- ##STR28## wherein E and E' are defmed above;
- R is a monomeric unit of a polymer;
- and
- n=any integer.
7 more elements
A method of making a thermochromic material, comprising:
- selecting a compound of the formula:
- ##STR29## wherein each E is independently selected from the group consisting of N, P, and As;
- each E' is independently selected from the group consisting of P, As, Sb, and Bi;
- and
- each R is independently selected from the group consisting of H, alkyl, aryl, dialkylamino, azide, alkoxy, dipnictaheteroles, polymerizable substituents, and disilylamino;
- and
- crystallizing said compound.
4 more elements
A method of making a light-emitting diode, comprising:
- selecting a compound of the formula:
- ##STR30## wherein each E is independently selected from the group consisting of N, P, and As;
- E'=Si or C(sp.sup.2);
- X represents at least one substituent wherein each substituent is independently selected from the group consisting of alkyl, aryl, dialkylamino, and alkoxy provided that X represents one substituent when E'=C(sp.sup.2) and X represents two substituents when E'=Si;
- each R is independently selected from the group consisting of H, alkyl, aryl, dialkylamino, azide, alkoxy, dipnictaheteroles, polymerizable substituents, and disilylamino;
- dispersing said compound in a polymeric film;
- placing a transparent anode on a glass substrate;
- placing an electron donor layer on said transparent anode;
- placing an electron transporting layer comprised of said compound dispersed in said polymeric film on said electron donor layer;
- and
- placing a cathode on said electron transporting layer.
8 more elements
A method of making a molecular charge-transfer salt, comprising:
- selecting a compound of the formula:
- ##STR31## wherein E'=C(sp.sup.2) wherein a double bond is formed between E' and E';
- each E is independently selected from the group consisting of N, P, and As;
- and
- each R is independently selected from the group consisting of H, alkyl, aryl, dialkylamino, azide, alkoxy, dipnictaheteroles, polymerizable substituents, and disilylamino;
- mixing said compound with an electron donor when E=N and mixing said compound with an electron acceptor when E=P or As so as to form a mixture;
- co-crystallizing said mixture wherein said donors and said acceptors are stacked in a segregated stacking architecture so that there is an intermolecular electronic orbital overlap between adjacent donor and adjacent acceptors and wherein said donor undergoes partial oxidation and said acceptor undergoes partial reduction.
4 more elements
Dependencies are inferred from the claim text.