ES2450865B2 - Nanocajas catalíticas, usos y procedimiento de síntesis - Google Patents

Nanocajas catalíticas, usos y procedimiento de síntesis Download PDF

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Publication number
ES2450865B2
ES2450865B2 ES201331906A ES201331906A ES2450865B2 ES 2450865 B2 ES2450865 B2 ES 2450865B2 ES 201331906 A ES201331906 A ES 201331906A ES 201331906 A ES201331906 A ES 201331906A ES 2450865 B2 ES2450865 B2 ES 2450865B2
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catalytic
sup
metal
nanocajas
synthesis procedure
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ES2450865A1 (es
Inventor
Marcelino MANEIRO MANEIRO
Gustavo GONZÁLEZ RIOPEDRE
María Isabel FERNÁNDEZ GARCÍA
Ana María GONZÁLEZ NOYA
Manuel Rafael BERMEJO PATIÑO
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Universidade de Santiago de Compostela
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Universidade de Santiago de Compostela
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F13/00—Compounds containing elements of Groups 7 or 17 of the Periodic Table
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/1691—Coordination polymers, e.g. metal-organic frameworks [MOF]
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
    • B01J31/181—Cyclic ligands, including e.g. non-condensed polycyclic ligands, comprising at least one complexing nitrogen atom as ring member, e.g. pyridine
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82B—NANOSTRUCTURES FORMED BY MANIPULATION OF INDIVIDUAL ATOMS, MOLECULES, OR LIMITED COLLECTIONS OF ATOMS OR MOLECULES AS DISCRETE UNITS; MANUFACTURE OR TREATMENT THEREOF
    • B82B1/00—Nanostructures formed by manipulation of individual atoms or molecules, or limited collections of atoms or molecules as discrete units
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y30/00—Nanotechnology for materials or surface science, e.g. nanocomposites
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/70—Complexes comprising metals of Group VII (VIIB) as the central metal
    • B01J2531/72—Manganese

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Nanotechnology (AREA)
  • Organic Chemistry (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Inorganic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Composite Materials (AREA)
  • Condensed Matter Physics & Semiconductors (AREA)
  • General Physics & Mathematics (AREA)
  • Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Nanocajas catalíticas, usos y procedimiento de síntesis. La presente invención comprende una nueva familia de complejos metalo-orgánicos cuya estructura supramolecular forma una caja cuyo tamaño se puede modular en función de la composición del complejo y que puede presentar propiedades catalíticas. Los complejos de la invención presentan la formulación general [M{sup,1}(L) M{sup,2}D){sub,x}]{sub,n}. Siendo M{sup,1} el primer metal o centro metálico, M{sup,2} un segundo metal, D un disolvente y L un ligando tetradentado.

Description

imagen1
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P201331906
23-12-2013
Caracterización: Sólido color blanco, punto fusión 180 ºC Análisiselemental [Experimental (teórico)]: %C, 64.0 (64.0); %H, 5.5 (5.4); %N, 9.4(9.3) Infrarrojo: Una banda fuerte y estrecha a 3377 y 3408 cm-1, correspondiente a la vibración de tensión ν (N-H);
5 Una banda a 3076 cm-1, que corresponde a la vibración de tensión del grupo (O-H);amido I: a 1645 cm-1, correspondiente a la vibración de tensión del carbonilo de la amida; amido II: aparece entre 1549 cm-1, es una banda de combinación de la vibración de deformación o flexión del N-H y de la vibración del enlace C-N (Figura 1).
Espectrometría de masas (ESI): ión molecular 301 (L+1)+, (ver Figura 2). Espectrometría RMN 1H: señalprotónamínico a 8,95 (s, 2H); aromáticos a 6,85 7,36 7,80 (t, 4H) (t, 2H) (d, 2H); señalprótonesmetilénicos 2,48 (d, 2H); ver Figuras 3 y 4. 10 RMN de 13C (ver Figura 5):
Ligando
C-OH(a) C=O(G) (-CH2-)(H) δ(-CH2-)(l)
H4L
161,1 169,9 39,4 -
15 Difracción de Rayos X: Datos recogidos a 293 K en un difractómetroSmart-CCD-1000 BRUKER' (ánodo rotante) (ver Figura 6).
Fórmula Empirica
C16H16N2O4
Peso Molecular
300,31
Temperatura
293 (2) K
Longitud de Onda
0,71073 Å
Sistema Cristalino
Triclínico
Grupo Espacial
P–1
Dimensiones de la celda unidad
a = 6,545(3) Ǻ; b = 6,964(3) Ǻ; c = 15,297(8) Ǻ α = 94,318(8)º; β = 94,205(10)°; γ = 95,464(16)º
Volumen
689,9(6) Ǻ3
Z
2
Densidad (calculada)
1,446 Mg/m3
Coeficiente de absorción
0,105 mm-1
F(000)
316
Reflexiones recogidas
2589
imagen6
imagen7
imagen8
imagen9
P201331906
23-12-2013 P201331906
Coeficiente de absorción
0,950 mm-1
F(000)
464
Amplitud de barrido
2,10 a 23,25°
Reflexiones recogidas
6105
Reflexiones independientes
2579 [R(int) = 0,1210]
Índices R finales
R1 = 0,0876, wR2 = 0,1949
Índices R (todos los datos)
R1 = 0,1446, wR2 = 0,2258
Distancias de enlace (Å)
Mn(1)-O(1)
1,864(5) Mn(1)-O(2) 1,879(6)
Mn(1)-N(1)
1,921(7) Mn(1)-N(2) 1,925(6)
Mn(1)-O(5)
2,213(7) Mn(1)-K(1) 3,784(3)
Mn(1)-K(1)#1
4,111(3) O(2)-K(1)#1 3,003(6)
O(1)-K(1)
2,821(6) O(3)-K(1)#2 2,693(7)
O(2)-K(1)
2,864(6) O(4)-K(1)#3 2,793(6)
K(1)-O(3)#2
2,693(7) O(5)-K(1)#1 3,101(7)
K(1)-O(6B)
2,860(3) K(1)-O(4)#4 2,793(6)
K(1)-O(2)#1
3,003(6) K(1)-O(5)#1 3,101(7)
K(1)-K(1)#1
4,472(5) K(1)-Mn(1)#1 4,111(3)
Ángulos de enlace (º)
O(1)-Mn(1)-O(2)
90,8(2) K(1)-Mn(1)-K(1)#1 68,86(6)
O(2)-Mn(1)-N(1)
141,4(3) O(1)-Mn(1)-N(1) 92,4(3)
O(2)-Mn(1)-N(2)
91,9(3) O(1)-Mn(1)-N(2) 170,8(3)
O(1)-Mn(1)-O(5)
93,1(3) N(1)-Mn(1)-N(2) 83,8(3)
N(1)-Mn(1)-O(5)
97,4(3) O(2)-Mn(1)-O(5) 90,3(3)
O(1)-Mn(1)-K(1)
45,81(19) N(2)-Mn(1)-O(5) 95,7(3)
N(1)-Mn(1)-K(1)
133,0(2) O(2)-Mn(1)-K(1) 47,30(17)
O(5)-Mn(1)-K(1)
104,05(17) N(2)-Mn(1)-K(1) 133,6(3)
O(2)-Mn(1)-K(1)#1
42,4(2) O(1)-Mn(1)-K(1)#1 90,95(18)
N(2)-Mn(1)-K(1)#1
97,0(2) N(1)-Mn(1)-K(1)#1 145,4(3)
O(5)-Mn(1)-K(1)#1
47,98(18)
23-12-2013
Estructura [Mn(L)Rb(H2O)4]2: Ver Figuras 12, 13 y 14.
Estructura de la caja supramolecular: Rb(1A)-O3A27 = 2,928 Å; Rb(1A)-O24B = 3,201 Å; Rb(1B)-O24A = 2,893 Å; Rb(1B)-O(26W) = 3,100 Å.
Fórmula Empírica
C33 H36 Mn2 N4 O13 Rb2
Peso Molecular
977,48
Temperatura
120(2) K
Longitud de onda
0,71073 Å
Sistema Cristalino
Monoclínico
Grupo Espacial
P 21
Dimensiones de la celda unidad
a=9,6398(15) Å α=90º b=17,688(3) Å β=102,232(3)° c=10,5316(17) Å γ=90º
Volumen
1754,9(5) Å3
Z
2
Densidad (calculada)
1,850 Mg/m3
Coeficiente de absorción
3,549 mm-1
F(000)
980
Amplitud de barrido
1,97 ≥ 2θ 27,48°
Reflexiones recogidas
7897
Reflexiones independientes
6683 [R(int) = 0,0494]
Índices R finales
R1 = 0,0329, wR2 = 0,0695
Índices R (todos los datos)
R1 = 0,0443, wR2 = 0,0750
P201331906
23-12-2013 P201331906
Distancias de enlace (Å)
Mn(2A)-N(12A)
1,939(3) Mn(2B)-N(12B) 1,925(3)
Mn(2A)-N(15A)
1,960(3) Mn(2B)-N(15B) 1,942(3)
Mn(2A)-O(24A)
1,894(3) Mn(2B)-O(24B) 1,883(3)
Mn(2A)-O(3A)
1,874(3) Mn(2B)-O(3B) 1,863(3)
Mn(2A)-O(26W)
2,175(3) Mn(2B)-O(27) 2,212(3)
Mn(2A)-Rb(1A )
3,889 Mn(2B)-Rb(1B) 3,836
Mn(2A)-Rb(1B)
4,2735(9) Mn(2B)-Rb(1A) 4,344
Rb(1A)-O(3A)
2,928(3) Mn(2A)-Mn(2B) 6,677
O(17A)Rb(1A)#3
2,906(3) Rb(1B)-O(11A)#4 2,864(3)
O(24A)-Rb(1B)
3,243(3) Rb(1B)-O(25B) 3,431(3)
Rb(1A)-O(24A)
2,893(3) O(11A)-Rb(1B)#1 2,864(3)
Rb(1A)O(11B)#1
2,837(3) Rb(1B)-O(17B)#3 2,941(3)
Rb(1A)O(17A)#2
2,906(3) Rb(1B)-O(3B) 2,898(3)
Rb(1A)-O(24B)
3,201(3) Rb(1B)-O(24B) 2,881(3)
Rb(1A)-O(25A)
3,552(3) Rb(1B)O(29W)#5 3,004(4)
Rb(1A)-O(27)
3,189(3) Rb(1B)-O(26W) 3,100(3)
Rb(1A)-Rb(1B)
4,731
23-12-2013
Ángulos de enlace (˚)
O(3A)-Mn(2A)-O(24A)
89,67(12) O(24A)-Mn(2A)-Rb(1A) 45,42(9)
O(3A)-Mn(2A)-N(12A)
92,69(13) N(12A)-Mn(2A)-Rb(1A) 134,54(10)
O(24A)-Mn(2A)-N(12A)
172,67(15) N(15A)-Mn(2A)-Rb(1A) 130,16(10)
O(3A)-Mn(2A)-N(15A)
167,00(13) O(26W)-Mn(2A)-Rb(1A) 104,58(9)
O(24A)-Mn(2A)-N(15A)
91,55(13) O(3A)-Mn(2A)-Rb(1B) 91,81(9)
N(12A)-Mn(2A)-N(15A)
84,61(14) O(24A)-Mn(2A)-Rb(1B) 45,56(9)
O(3A)-Mn(2A)-O(26W)
95,78(12) N(12A)-Mn(2A)-Rb(1B) 141,18(11)
O(24A)-Mn(2A)-O(26W)
89,43(13) N(15A)-Mn(2A)-Rb(1B) 98,27(9)
N(12A)-Mn(2A)-O(26W)
97,23(14) O(26W)-Mn(2A)-Rb(1B) 43,95(9)
N(15A)-Mn(2A)-O(26W)
97,18(13) Rb(1A)-Mn(2A)-Rb(1B) 70,665(13)
O(3B)-Mn(2B)-N(12B)
92,76(13) O(24B)-Mn(2B)-N(12B) 175,20(14)
O(3B)-Mn(2B)-N(15B)
167,09(14) O(24B)-Mn(2B)-N(15B) 92,25(13)
N(12B)-Mn(2B)-N(15B)
84,09(14) O(3B)-Mn(2B)-O(27) 94,13(12)
O(24B)-Mn(2B)-O(27)
86,90(12) N(12B)-Mn(2B)-O(27) 96,70(14)
N(15B)-Mn(2B)-O(27)
98,67(13) O(3B)-Mn(2B)-Rb(1B) 46,78(9)
O(24B)-Mn(2B)-Rb(1B)
46,41(9) N(12B)-Mn(2B)-Rb(1B) 134,93(10)
N(15B)-Mn(2B)-Rb(1B)
130,20(11) O(27)-Mn(2B)-Rb(1B) 104,02(8)
O(3B)-Mn(2B)-Rb(1A)
91,97(8) O(24B)-Mn(2B)-Rb(1A) 41,94(9)
N(12B)-Mn(2B)-Rb(1A)
141,64(11) N(15B)-Mn(2B)-Rb(1A) 98,28(10)
O(27)-Mn(2B)-Rb(1A)
44,98(8) Rb(1B)-Mn(2B)-Rb(1A) 70,355(13)
O(3A)-Mn(2A)-Rb(1A)
46,35(9) O(3B)-Mn(2B)-O(24B) 90,14(12)
Estructura [Mn(L)Cs(H2O)]2: Ver Figura 15 y 16.
Estructura caja supramolecular: Cs1-O3 ….3,137 Å; Cs1-O131…3,107 Å; Cs1-O111…3,167 Å; Mn(2)-Cs(1) 4,142 Å; Mn(2)-Cs(1)#1...4,1417 Å; Cs…Cs ….4,870 Å .
P201331906
23-12-2013
Fórmula Empírica
C32H28N4O10Cs2Mn2
Peso Molecular
1004.28
Temperatura
120(2)K
Longitud de onda
0,71073 Å
Sistema Cristalino
Monoclínico
Grupo Espacial
P 21/c
a=10,839(2) Å
Dimensiones de la celda unidad
b=15,437(3) Å =92,052(4)°
c=9,3724(19) Å
Volumen
1567,2(5) Å3
Z
4
Densidad (calculada)
2,128 Mg/m3
Coeficiente de absorción
3,163 mm-1
F(000)
976
Amplitud de barrido
1,88 ≥ 2θ 27,88º
Reflexiones recogidas
28977
Reflexiones independientes
3736 [R(int) = 0,088]
Índices R finales
R1 = 0,0374, wR2 = 0,0699
Índices R (todos los datos)
R1 = 0,0618, wR2 = 0,0749
imagen10
imagen11
P201331906
23-12-2013
Tabla 1. Actividad Catalasa de los complejos
Complejo
Metanol Dimetilformamida
23·C
36 ·C 23·C 36 ·C
[MnLNa(H2O]2
Ciclos catalíticos % actividad 118 ± 6 18 ± 3 336 ± 3 51 ± 4 226 ± 5 34 ± 3 364 ± 8 55 ± 4
[Mn(L)K(CH3OH)(H2O)]2
Ciclos catalíticos % actividad 667± 1 100± 2 667± 1 100± 2 216± 8 33 ± 4 667± 1 100± 2
[Mn(L)Rb(H2O)4]2
Ciclos catalíticos % actividad 162 ± 6 25 ± 3 368± 22 55 ± 7 178± 12 28 ± 6 316± 6 47 ± 3
[Mn(L)Cs(H2O)]2
Ciclos catalíticos % actividad 110 ± 5 17 ± 3 384 ± 8 58 ± 4 80 ± 5 13 ± 3 166 ± 7 27 ± 4
Mn(3-OCH3salen)(Cl)(H2O)
Ciclos catalíticos % actividad 18 ± 2 38 ± 4

Claims (1)

  1. imagen1
    imagen2
ES201331906A 2013-12-23 2013-12-23 Nanocajas catalíticas, usos y procedimiento de síntesis Active ES2450865B2 (es)

Priority Applications (2)

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ES201331906A ES2450865B2 (es) 2013-12-23 2013-12-23 Nanocajas catalíticas, usos y procedimiento de síntesis
PCT/ES2014/070821 WO2015097325A1 (es) 2013-12-23 2014-11-04 Nanocajas catalíticas, usos y procedimiento de síntesis

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