CN113880880B - Trinuclear silver (I) alkynyl complex with piezochromic property and preparation method and application thereof - Google Patents

Trinuclear silver (I) alkynyl complex with piezochromic property and preparation method and application thereof Download PDF

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CN113880880B
CN113880880B CN202111090596.5A CN202111090596A CN113880880B CN 113880880 B CN113880880 B CN 113880880B CN 202111090596 A CN202111090596 A CN 202111090596A CN 113880880 B CN113880880 B CN 113880880B
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林绮靖
崔国峰
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Sun Yat Sen University
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Abstract

The invention discloses a trinuclear silver (I) alkynyl complex with piezochromic characteristics, and a preparation method and application thereof, and belongs to the technical field of piezochromic materials. The trinuclear silver (I) alkynyl complex has a piezochromic characteristic, and can be used for manufacturing a pressure-sensitive device by utilizing the piezochromic characteristic of the material, and can be applied to the fields of sensors, anti-counterfeiting, storage, display and the like. The trinuclear silver (I) alkynyl complex has the advantages of low preparation cost, simple synthesis method, mild condition and high yield.

Description

Trinuclear silver (I) alkynyl complex with piezochromic property and preparation method and application thereof
Technical Field
The invention belongs to the technical field of piezochromic materials, and particularly relates to a trinuclear silver (I) alkynyl complex with piezochromic characteristics, and a preparation method and application thereof.
Background
The alkynyl metal complex has potential application value in nonlinear optical materials, molecular wires, electric conductors, liquid crystals and the like. Thus, a large number of studies of alkynyl metal complexes have been made in recent years. d, d 10 The metal complex not only has special photophysical and photochemical properties, but also has diversified coordination modes, so that the metal complex becomes a popular way for researching the photophysical properties and luminescence origin of alkynyl metal complexes. The dppm (bis (diphenylphosphine) methane) is used as a ligand, so that the alkynyl metal complex has better solubility, and further research on the structure and photophysical properties of the alkynyl metal complex is facilitated.
At present, a phenomenon in which luminescence of an organic light-emitting body in a solid state is changed by external factors such as light, electricity, heat, or pressure has been attracting attention. Among them, a phenomenon of changing luminescence of the solid organic light-emitting body by a pressure and grinding method is called a piezochromic phenomenon. The piezochromic material has unique luminescence color change and has great potential in the aspects of recording, data storage, sensors and the like. To date, only a few documents have studied piezochromic materials based on transition metal silver (I) complexes. Among the transition metal complexes reported for piezochromic materials, platinum (II) complexes, iridium (III) complexes, have several disadvantages, such as: in Iridium (III) complexes (J.Mater. Chem. C,2014,2,7648-7655) with different flexible chain lengths, the cost of raw materials is high, and the price of hydrated iridium trichloride is high; the synthesis difficulty is high, the reaction is required under the protection of argon, the heating reflux is required, and the purification by column chromatography is required; the iridium (III) complex has little change of luminescent color before and after grinding, and the change range is 28-47 nm.
Disclosure of Invention
In order to overcome the defects of the prior art, the invention aims to provide a trinuclear silver (I) alkynyl complex with a piezochromic characteristic, a preparation method and application thereof, wherein the trinuclear silver (I) alkynyl complex is particularly a trinuclear silver (I) alkynyl complex based on dppm ligand, and a pressure-sensitive device prepared from the trinuclear silver (I) complex taking dppm as the ligand changes color under pressure, and can be applied to the fields of sensors, anti-counterfeiting, storage, display and the like.
The aim of the invention is achieved by the following technical scheme.
Trinuclear silver (I) alkynyl complex with piezochromic property, and the structural general formula is shown in formula (I):
Figure BDA0003265595830000021
formula (I)
Wherein X is ClO 4 (perchlorate), OTf (triflate) or PF 6 (hexafluorophosphate).
The preparation method of the trinuclear silver (I) alkynyl complex with the piezochromic property comprises the following preparation steps:
(1) Synthesis of HC≡CCH 2 NHC(O)NHC 3 H 7 : adding propargylamine into dichloromethane solution containing isocyanic acid propyl ester under ice bath, stirring for reaction to obtain HC≡CCH 2 NHC(O)NHC 3 H 7
(2) Synthesis of [ AgC≡CCH 2 NHC(O)NHC 3 H 7 ] : will contain HC≡CCH 2 NHC(O)NHC 3 H 7 Adding the acetonitrile solution containing silver nitrate into the acetonitrile solution containing silver nitrate, adding triethylamine, and stirring for reaction in dark place to obtain [ AgC≡CCH ] 2 NHC(O)NHC 3 H 7 ]
(3) Will [ AgC≡CCH 2 NHC(O)NHC 3 H 7 ] And bis (diphenylphosphine) methane are stirred and reacted in methanol solution under the nitrogen atmosphere in a dark place, and the solution is changed from suspension to clear; then adding lithium perchlorate, lithium trifluoromethane sulfonate or ammonium hexafluorophosphate, and stirring in the presence of nitrogen to react in dark to obtain trinuclear silver (I) alkynyl complex with piezochromic property, namely [ Ag ] 3 (μ-dppm) 331 -C≡CCH 2 NHC(O)NHC 3 H 7 )](X) 2 (X=ClO 4 、OTf、PF 6 )。
Preferably, the molar ratio of the propyl isocyanate to propargylamine in the step (1) is 1:1-2, and more preferably 1:1.
Preferably, the stirring reaction in step (1) is carried out for a period of 2 to 4 hours, more preferably 3 hours.
Preferably, step (2) said HC≡CCH 2 NHC(O)NHC 3 H 7 The molar ratio to silver nitrate is 1:1 to 2, and more preferably 1:1.
Preferably, the time of the light-shielding stirring reaction in the step (2) is 0.5 to 1.5 hours, and more preferably 1 hour.
Preferably, step (3) said [ AgC≡CCH 2 NHC(O)NHC 3 H 7 ] Molar ratio to bis (diphenylphosphine) methaneThe ratio is 1-2:1, more preferably 1:1; the [ AgC≡CCH ] 2 NHC(O)NHC 3 H 7 ] The molar ratio of the catalyst to lithium perchlorate, lithium trifluoromethane sulfonate or ammonium hexafluorophosphate is 1:2-3, and more preferably 1:2.5.
Preferably, in step (3) [ AgC≡CCH 2 NHC(O)NHC 3 H 7 ] And bis (diphenylphosphine) methane is stirred for 14 to 18 hours, more preferably 16 hours, in a methanol solution under a nitrogen atmosphere in a dark place; lithium perchlorate, lithium trifluoromethane sulfonate or ammonium hexafluorophosphate is added and stirred in a dark place under nitrogen atmosphere for 6 to 10 hours, more preferably 8 hours.
Preferably, in the step (3), lithium perchlorate, lithium trifluoromethane sulfonate or ammonium hexafluorophosphate is added, the solvent is pumped down under reduced pressure after the reaction is carried out under the condition of light shielding and stirring under the nitrogen atmosphere, the light yellow solid is obtained by filtering after water washing, and then the trinuclear silver (I) alkynyl complex with the piezochromic characteristic is obtained by diffusing diethyl ether in a mixed solvent of acetonitrile and methanol with the volume ratio of the product of 1:1 or diffusing diethyl ether in a solution of tetrahydrofuran and methanol with the volume ratio of the product of 1:1 or diffusing n-hexane into a dichloromethane solution of the product.
The trinuclear silver (I) alkynyl complex with the piezochromic property is applied to data recording, data storage, pressure sensing devices and pressure sensitive devices.
Compared with the prior art, the invention has the following advantages:
(1) The trinuclear silver (I) alkynyl complex has a piezochromic characteristic, and can be used for manufacturing a pressure-sensitive device by utilizing the piezochromic characteristic of the material, and can be applied to the fields of sensors, anti-counterfeiting, storage, display and the like.
(2) The trinuclear silver (I) alkynyl complex has the advantages of low preparation cost, simple synthesis method, mild condition and high yield.
Drawings
FIG. 1 shows the [ Ag ] obtained in example 1 3 (μ-dppm) 331 -C≡CCH 2 NHC(O)NHC 3 H 7 )](ClO 4 ) 2 Is a crystal structure diagram of (a).
FIG. 2 shows the [ Ag ] obtained in example 2 3 (μ-dppm) 331 -C≡CCH 2 NHC(O)NHC 3 H 7 )](OTf) 2 Is a crystal structure diagram of (a).
FIG. 3 is a sample of [ Ag ] obtained in example 3 3 (μ-dppm) 331 -C≡CCH 2 NHC(O)NHC 3 H 7 )](PF 6 ) 2 Is a crystal structure diagram of (a).
FIG. 4 shows the [ Ag ] obtained in example 1 3 (μ-dppm) 331 -C≡CCH 2 NHC(O)NHC 3 H 7 )](ClO 4 ) 2 Emission spectrum in solid crystalline state (excitation wavelength 365 nm).
FIG. 5 shows the [ Ag ] obtained in example 2 3 (μ-dppm) 331 -C≡CCH 2 NHC(O)NHC 3 H 7 )](OTf) 2 Emission spectrum in solid crystalline state (excitation wavelength 365 nm).
FIG. 6 shows the [ Ag ] obtained in example 3 3 (μ-dppm) 331 -C≡CCH 2 NHC(O)NHC 3 H 7 )](PF 6 ) 2 Emission spectrum in solid crystalline state (excitation wavelength 365 nm).
FIG. 7 shows the composition of example 1 [ Ag ] 3 (μ-dppm) 331 -C≡CCH 2 NHC(O)NHC 3 H 7 )](ClO 4 ) 2 Emission spectra of the crystals before and after grinding (excitation wavelength: 365 nm).
FIG. 8 shows the [ Ag ] obtained in example 2 3 (μ-dppm) 331 -C≡CCH 2 NHC(O)NHC 3 H 7 )](OTf) 2 Emission spectra of the crystals before and after grinding (excitation wavelength: 365 nm).
FIG. 9 shows the [ Ag ] obtained in example 3 3 (μ-dppm) 331 -C≡CCH 2 NHC(O)NHC 3 H 7 )](PF 6 ) 2 Emitted light before and after crystal grindingSpectrum (excitation wavelength 365 nm).
FIG. 10 shows the [ Ag ] obtained in example 1 3 (μ-dppm) 331 -C≡CCH 2 NHC(O)NHC 3 H 7 )](ClO 4 ) 2 Luminescence photo of crystal before and after grinding under 365nm ultraviolet irradiation.
FIG. 11 shows the [ Ag ] obtained in example 2 3 (μ-dppm) 331 -C≡CCH 2 NHC(O)NHC 3 H 7 )](OTf) 2 Luminescence photo of crystal before and after grinding under 365nm ultraviolet irradiation.
FIG. 12 shows the [ Ag ] obtained in example 3 3 (μ-dppm) 331 -C≡CCH 2 NHC(O)NHC 3 H 7 )](PF 6 ) 2 Luminescence photo of crystal before and after grinding under 365nm ultraviolet irradiation.
Detailed Description
The following describes the embodiments of the present invention further with reference to examples and drawings, but the embodiments of the present invention are not limited thereto.
Example 1 synthesis of trinuclear silver (I) alkynyl complex 1.
HC≡CCH 2 NHC(O)NHC 3 H 7 Synthesis of (HL)
Propargylamine (247.9 mg,4.5 mmol) was added to a solution of propyl isocyanate (378.0 mg,4.4 mmol) in methylene chloride (20 mL) under ice bath, and the mixture was stirred at room temperature for 3 hours. The solvent was drained under reduced pressure and washed with n-hexane to give 426.4mg of yellow solid. Yield: 69%. 1 H NMR(400MHz,CDCl 3 ,298K)δ=4.83(s,br,1H,NH),4.74(s,br,1H,NH),4.00–3.98(m,2H,CH 2 ),3.17–3.12(m,2H,CH 2 CH 2 CH 3 ),2.22(s,1H,HC≡C),1.57–1.48(m,2H,CH 2 CH 2 CH 3 ),0.93(t,J=7Hz,3H,CH 3 ).IR(KBr,cm 1 ):ν=3342(N H),1630(C=O).ESI-MS:m/z=140.85[M+H] + .Anal.Calcd for C 7 H 12 ON 2 :C,60.00;H,8.57;N,20.00%.Found:C,60.51;H,8.83;N,20.09%.
Figure BDA0003265595830000061
HL
[AgC≡CCH 2 NHC(O)NHC 3 H 7 ] Synthesis of (AgL)
An acetonitrile solution (10 mL) containing HL (140 mg,1.0 mmol) was added to an acetonitrile solution (10 mL) containing silver nitrate (170 mg,1.0 mmol), followed by triethylamine (1 mL). Stir at room temperature in the dark for 1 hour. Filtration gave a pale yellow solid. Washed with acetonitrile and diethyl ether. Yield: 231.0mg (94%). IR (KBr, cm 1 ):ν=3323(N H),1612(C=O).Anal.Calcd for AgC 7 H 11 ON 2 :C,34.00;H,4.45;N,11.34%.Found:C,34.75;H,4.82;N,11.56%.
Figure BDA0003265595830000062
AgL
[Ag 3 (μ-dppm) 331 -C≡CCH 2 NHC(O)NHC 3 H 7 )](ClO 4 ) 2 Is synthesized by (a)
Will [ AgL](49.4 mg,0.2 mmol) and dppm (76.8 mg,0.2 mmol) were stirred in a solution of methanol (20 mL) at room temperature under a dark nitrogen atmosphere for 16 h. At this point the solution turned clear from suspension and then excess lithium perchlorate (75.3 mg,0.5 mmol) was added. Stirring is carried out for 8 hours in a nitrogen atmosphere at room temperature and in a dark place. The solvent was drained under reduced pressure, washed with water and filtered to give a pale yellow solid. The colorless crystals were obtained by diffusing diethyl ether in a mixed solvent of acetonitrile and methanol (v/v=1:1) of the product, and the structure of the crystals is shown in fig. 1. Yield: 56.6mg (47%). 1 H NMR(400MHz,DMSO-d 6 ,298K)δ=7.34–7.10(m,60H,phenyl rings of dppm),6.41(s,1H,NH),6.21(t,J=6Hz,1H,NH),4.03(s,2H,HC≡C-CH 2 ),3.88(s,br,6H,CH 2 of dppm),2.84–2.79(m,2H,NH-CH 2 ),1.35–1.27(m,2H,NH-CH 2 -CH 2 ),0.77(t,J=7Hz,3H,CH 3 ). 31 P{ 1 H}NMR(162MHz,DMSO-d 6 ,298K):δ2.69(d,br, 1 J( 31 P,Ag)=383Hz).IR(KBr,cm 1 ):ν=3386(N H),1095(ClO 4 ),1664(C=O).ESI-MS:m/z=1715.10[M ClO 4 ] + .Anal.Calcd for Ag 3 C 82 H 77 P 6 O 9 N 2 Cl 2 :C,54.24;H,4.24;N,1.54%.Found:C,53.34;H,4.48;N,1.51%.
Figure BDA0003265595830000071
[Ag 3 (μ-dppm) 331 -C≡CCH 2 NHC(O)NHC 3 H 7 )](ClO 4 ) 2
EXAMPLE 2 Synthesis of trinuclear silver (I) alkynyl Complex 2
Will [ AgL](49.4 mg,0.2 mmol) and dppm (76.8 mg,0.2 mmol) were stirred in a solution of methanol (20 mL) at room temperature under a dark nitrogen atmosphere for 16 h. At this point the solution turned clear from suspension and then excess lithium triflate (78.0 mg,0.5 mmol) was added. Stirring is carried out for 8 hours in a nitrogen atmosphere at room temperature and in a dark place. The solvent was drained under reduced pressure, washed with water and filtered to give a pale yellow solid. The colorless crystals were obtained by diffusing diethyl ether in a tetrahydrofuran and methanol (v/v=1:1) solution of the product, and the structure of the crystals is shown in fig. 2. Yield: :44.4mg (35%). 1 H NMR(400MHz,DMSO-d 6 ,298K):δ=7.34–7.09(m,60H,phenyl rings of dppm),6.40(s,1H,NH),6.21(t,J=6Hz,1H,NH),4.03(s,2H,HC≡C-CH 2 ),3.87(s,br,6H,CH 2 of dppm),2.85–2.80(m,2H,NH-CH 2 ),1.36–1.27(m,2H,NH-CH 2 -CH 2 ),0.78(t,J=7Hz,3H,CH 3 )。 31 P{ 1 H}NMR(162MHz,DMSO-d 6 ,298K):δ2.66(d,br, 1 J( 31 P,Ag)=386Hz)。IR(KBr,cm 1 ):ν=3375(N H),1678(C=O)。ESI-MS:m/z=1764.15[M OTf] + 。Anal.Calcd for Ag 3 C 84 H 77 P 6 O 7 N 2 S 2 F 6 :C,52.69;H,4.03;N,1.46;S,3.35%.Found:C,52.98;H,4.13;N,1.55;S,3.53%.
Figure BDA0003265595830000081
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[Ag 3 (μ-dppm) 331 -C≡CCH 2 NHC(O)NHC 3 H 7 )](OTf) 2
EXAMPLE 3 Synthesis of trinuclear silver (I) alkynyl Complex 3
Will [ AgL](49.4 mg,0.2 mmol) and dppm (76.8 mg,0.2 mmol) were stirred in a solution of methanol (20 mL) at room temperature under a dark nitrogen atmosphere for 16 h. At this point the solution turned clear from suspension and then excess ammonium hexafluorophosphate (81.5 mg,0.5 mmol) was added. Stirring is carried out for 8 hours in a nitrogen atmosphere at room temperature and in a dark place. The solvent was drained under reduced pressure, washed with water and filtered to give a pale yellow solid. By diffusing n-hexane into the dichloromethane solution of the product, colorless crystals were obtained, and the structure of the crystals was shown in FIG. 3. Yield: 97.0mg (38%). 1 H NMR(400MHz,DMSO-d 6 ,298K):δ=7.50–6.94(m,60H,phenyl rings of dppm),6.40(s,1H,NH),6.21(t,J=6Hz,1H,NH),4.03(d,J=3.7Hz,2H,HC≡C-CH 2 ),3.90(s,br,6H,CH 2 of dppm),2.84–2.80(m,2H,NH-CH 2 ),1.35–1.28(m,2H,NH-CH 2 -CH 2 ),0.78(t,J=7Hz,3H,CH 3 )。 31 P{ 1 H}NMR(162MHz,DMSO-d 6 ,298K):δ2.65(d,br, 1 J( 31 P,Ag)=382Hz),144.18(hept, 1 J PF =711Hz)。IR(KBr,cm 1 ):ν=3437(N H),1660(C=O),839(PF 6 )。ESI-MS:m/z=1761.25[M PF 6 ] + 。Anal.Calcd for Ag 3 C 82 H 77 P 8 ON 2 F 12 :C,51.65;H,4.04;N,1.47%.Found:C,50.90;H,4.27;N,1.59%.
Figure BDA0003265595830000101
[Ag 3 (μ-dppm) 331 -C≡CCH 2 NHC(O)NHC 3 H 7 )](PF 6 ) 2
Example 4, emission spectra of silver (I) alkynyl complexes 1-3 in solid crystalline state:
the emission spectra of the crystals of silver (I) alkynyl complex 1-3 obtained in examples 1-3 above are shown in FIGS. 4-6. The silver (I) alkynyl complex 1-3 crystal emits blue-green light, and the emission spectrum shows a fine vibration structure, which shows that the luminescence mechanism of the silver (I) alkynyl complex has the triplet state charge transition from ligand to metal in complex molecules based on charge transfer 3 LMCT) also contains a metal self d→s transition (MC), nor is the ligand self pi→pi transition (LC).
Example 5, piezochromic (PCL) characterization of trinuclear silver (I) alkynyl complexes 1-3:
the crystal of silver (I) alkynyl complex 1-3 is applied with a certain external force, and is carefully ground, the powder obtained after the external force is applied is marked as 1G-3G, and the crystal before the external force is applied is marked as 1C-3C. The complex solids before and after the external force are used for testing the solid fluorescence emission spectrum respectively, and taking a photo under an ultraviolet lamp. Compared with 1C, the emission spectrum of the 1G after grinding is obviously red-shifted, the maximum emission peak is 528nm, the maximum emission peak is 76nm red-shifted compared with the main emission peak of the original solid, and the emission spectrum is yellow-green emission, and the emission spectrum has obvious PCL property, as shown in fig. 7 and 10. Silver (I) alkynyl complexes 2 and 3 were investigated in the same way. Silver (I) alkynyl complexes 2 and 3 also have obvious PCL properties, and the luminous color after grinding is changed. The emission peaks of 2G and 3G after careful grinding were red shifted by 68nm and 102nm, respectively, and green and yellow-green emission, respectively, as shown in fig. 8 and 11, and fig. 9 and 12, respectively, compared to the emission spectrum of the crystal before grinding.
It will be evident to those skilled in the art that the invention is not limited to the details of the foregoing illustrative embodiments, and that the present invention may be embodied in other specific forms without departing from the spirit or essential characteristics thereof. The present embodiments are, therefore, to be considered in all respects as illustrative and not restrictive, the scope of the invention being indicated by the appended claims rather than by the foregoing description, and all changes which come within the meaning and range of equivalency of the claims are therefore intended to be embraced therein.
Furthermore, it should be understood that although the present disclosure describes embodiments, not every embodiment is provided with a separate embodiment, and that this description is provided for clarity only, and that the disclosure is not limited to the embodiments described in detail below, and that the embodiments described in the examples may be combined appropriately to form other embodiments that will be understood by those skilled in the art. Technical details not described in detail in the present invention may be implemented by any prior art in the field. In particular, all technical features not described in detail in this invention can be realized by any prior art technique.

Claims (10)

1. Trinuclear silver (I) alkynyl complex with piezochromic property, which is characterized by having a structural general formula shown in formula (I):
Figure FDA0004128941590000011
wherein X is ClO 4 OTf or PF 6
2. A process for preparing a trinuclear silver (I) alkynyl complex having piezochromic properties as defined in claim 1, comprising the steps of:
(1) Synthesis of HC≡CCH 2 NHC(O)NHC 3 H 7 : adding propargylamine into dichloromethane solution containing isocyanic acid propyl ester under ice bath, stirring for reaction to obtain HC≡CCH 2 NHC(O)NHC 3 H 7
(2) Synthesis of [ AgC≡CCH 2 NHC(O)NHC 3 H 7 ] : will contain HC≡CCH 2 NHC(O)NHC 3 H 7 Adding the acetonitrile solution containing silver nitrate into the acetonitrile solution containing silver nitrate, adding triethylamine, and stirring for reaction in a dark place to obtain
[AgC≡CCH 2 NHC(O)NHC 3 H 7 ]
(3)Will [ AgC≡CCH 2 NHC(O)NHC 3 H 7 ] And bis (diphenylphosphine) methane are stirred and reacted in methanol solution under the nitrogen atmosphere in a dark place, and the solution is changed from suspension to clear; then adding lithium perchlorate, lithium trifluoromethane sulfonate or ammonium hexafluorophosphate, and stirring to react in a dark place under nitrogen atmosphere to obtain the trinuclear silver (I) alkynyl complex with piezochromic property.
3. The method of claim 2, wherein the molar ratio of propyl isocyanate to propargylamine in step (1) is 1:1-2.
4. The method according to claim 2, wherein the stirring reaction in step (1) is carried out for 2 to 4 hours.
5. The method according to claim 2, wherein the hc≡cch of step (2) 2 NHC(O)NHC 3 H 7 The molar ratio of the silver nitrate to the silver nitrate is 1:1-2.
6. The preparation method according to claim 2, wherein the light-shielding stirring reaction time in the step (2) is 0.5-1.5 hours.
7. The method according to claim 2, wherein the [ agc≡cch ] of step (3) 2 NHC(O)NHC 3 H 7 ] The molar ratio of the catalyst to the bis (diphenylphosphine) methane is 1-2:1; the [ AgC≡CCH ] 2 NHC(O)NHC 3 H 7 ] The molar ratio of the sodium sulfonate to the lithium perchlorate, the lithium trifluoromethane sulfonate or the ammonium hexafluorophosphate is 1:2-3.
8. The process according to claim 2, wherein in step (3) [ AgC≡CCH 2 NHC(O)NHC 3 H 7 ] And bis (diphenylphosphine) methane are stirred for 14 to 18 hours in a methanol solution under the nitrogen atmosphere in a dark place; adding lithium perchlorate and trifluoromethanesulfonic acidLithium or ammonium hexafluorophosphate is stirred for 6 to 10 hours in a dark place under nitrogen atmosphere.
9. The preparation method according to claim 2, wherein in the step (3), lithium perchlorate, lithium trifluoromethane sulfonate or ammonium hexafluorophosphate is added, after the reaction is carried out under a nitrogen atmosphere and with stirring, the solvent is pumped down under reduced pressure, the light yellow solid is obtained by filtration after washing with water, and the trinuclear silver (I) alkynyl complex with piezochromic property is obtained by diffusing diethyl ether in a mixed solvent of acetonitrile and methanol with a volume ratio of 1:1 or diffusing diethyl ether in a mixed solvent of tetrahydrofuran and methanol with a volume ratio of 1:1 or diffusing n-hexane into a dichloromethane solution of the product.
10. Use of the trinuclear silver (I) alkynyl complex having piezochromic properties according to claim 1 in data recording, data storage, pressure sensing devices and pressure sensitive devices.
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* Cited by examiner, † Cited by third party
Title
Chu-Xia Han等."Trinuclear cationic silver nanoclusters based-on bis-(phosphine) ligands and stabilized by CF3SO3- anions".《New J. Chem.》.2021,第45卷第7555-7563页. *
Raquel Aroz等."One-pot self-assembly of trinuclear silver(I) clusters containing propargyl alcohols and bis(diphenylphosphino)methane (dppm) ligands".《Polyhedron》.2006,第25卷第3066–3070页. *
Vivian Wing-Wah Yam等."Synthesis of Luminescent Trinuclear Silver(I) Acetylides of Bis(diphenylphosphino)methane and Bis(diphenylphosphino)-n-propylamine. X-ray Crystal Structures of [Ag3(μ-dppm)3(μ3-η1-C≡C-C6H4-NO2-p)]2+ and [Ag3(μ-dppm)3(μ3-η1-C≡C-C6H4-NO2-p)2]+ ".《Organometallics》.1997,第16卷(第10期),第2032-2037页. *
Vivian Wing-Wah Yam等."Synthesis, photophysics and crystal structures of hexanuclear copper(i) and silver(i) acetylide complexes".《Chem. Commun.》.1997,第963-964页. *
高香玲 等."简单炔基和硫醇配体构筑银簇的研究综述".《辽宁石油化工大学学报》.2019,第39卷(第3期),第1-10页. *

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