Fluorescent probe for checking oil leakage of conservator capsule as well as preparation method and application of fluorescent probe

Abstract

The invention discloses a fluorescent probe for checking oil leakage of an oil conservator capsule. The structural general formula of the fluorescent probe is shown in the specification, wherein R is alkyl or H, and X-is halogen anion; the invention provides a preparation method of a fluorescent probe for oil leakage inspection of an oil conservator capsule. The preparation method comprises the following steps: adding binaphthol dialdehyde, pyridinium salt and piperidine into a solvent; stirring and reacting for 5-24 hours at the boiling point temperature of the solvent, and evaporating out the solvent; and performing column chromatography separation to obtain a corresponding target compound. According to the invention, early warning is realized, and the detection sensitivity is improved; under illumination, red fluorescence appears in an oil leakage area or an oil leakage point, so that the sensitivity and the inspection efficiency are remarkably improved, and the false alarm rate and the missing alarm rate are reduced.

Description

Technical Field

[0001] This invention belongs to the field of organic chemistry and materials, and more specifically, relates to a fluorescent probe for detecting oil leakage from oil pillow capsules, its preparation method, and its application. Background Technology

[0002] An oil conservator bladder is a rubber bag placed inside the transformer oil conservator. The inner layer of the bladder is open to the atmosphere, while the outer layer is in contact with the transformer oil, serving to isolate air from the transformer oil. When the transformer oil heats up and expands, the bladder releases air; when it cools down, the bladder draws in air, automatically balancing the transformer oil pressure. During use, due to aging or other improper operation, the bladder may develop pinholes or even rupture, allowing transformer oil to enter the inner layer and causing transformer malfunction.

[0003] Currently, the main method relies on people directly entering the capsule and wiping it with cotton swabs to check for oil leakage; or installing a camera inside the capsule and using the camera image from the outside to observe for oil leakage. These methods are suitable for cases where there are already obvious oil droplets inside the capsule. However, when the oil leakage inside the capsule is not obvious, or the oil droplets are small, it is not easily observed and cannot provide early warning for leakage. Summary of the Invention

[0004] In view of the shortcomings of the above or existing technologies, the present invention proposes a fluorescent probe for detecting oil leakage in oil pillow capsules, its preparation method and application. Under light, the leaking area or leaking point will show red fluorescence, which significantly improves sensitivity and detection efficiency.

[0005] To solve the above-mentioned technical problems, the present invention provides the following technical solution:

[0006] In a first aspect, the present invention provides a fluorescent probe for detecting oil leakage from an oil pillow capsule, the probe having the following general structural formula:

[0007] ;

[0008] Where R is a hydrocarbon group or H, X - It is a halide anion.

[0009] Secondly, the present invention provides a method for preparing a fluorescent probe for detecting oil leakage from an oil pillow capsule, comprising:

[0010] Add binaphthol dialdehyde, pyridinium salt, and piperidine to the solvent;

[0011] At the solvent boiling point temperature, stir the reaction for 5-24 hours, then evaporate the solvent.

[0012] The target compound was obtained by column chromatography.

[0013] In a further embodiment of the present invention, the molar ratio of the pyridinium salt to the binaphthol dialdehyde is 2 to 3.

[0014] In a further embodiment of the present invention, the molar ratio of piperidine to binaphthol dialdehyde is 0.5 to 2.

[0015] In a further embodiment of the present invention, the solvent is selected from acetonitrile, ethyl acetate, methanol, toluene, or ethanol.

[0016] In a further embodiment of the present invention, the pyridinium salt is an N-alkylpyridinium salt.

[0017] Thirdly, the present invention provides the application of a fluorescent probe for detecting oil leakage in oil pillow capsules. The fluorescent probe is dissolved in a solvent to prepare a solution, which is then sprayed inside the capsule. When illuminated with a light source, the point or area where red fluorescence appears is observed with the naked eye, indicating that there is an oil leakage problem at that point or area.

[0018] In a further embodiment of the present invention, the solvent is water, ethanol, or ethyl acetate.

[0019] In a further embodiment of the invention, the concentration of the solution is 1-100 micromoles per liter.

[0020] In a further embodiment of the present invention, the wavelength of the light source is between 300-500 nm.

[0021] The beneficial effects of this invention are as follows:

[0022] 1. This invention provides a fluorescent probe. When the solution of the probe is sprayed into the inner layer of a capsule, an alarm is immediately triggered when there is oil leakage inside the capsule, as soon as the capsule shows a slight breakage, thus achieving early warning and improving detection sensitivity. Under light, the oil leakage area or oil leakage point will show red fluorescence, significantly improving sensitivity and inspection efficiency.

[0023] 2. By using a light source to illuminate the area, bright fluorescence can be observed with the naked eye to determine if there is an oil leak, without the need for complicated explanations or experience-based judgments, thus reducing the false alarm rate and the missed alarm rate.

[0024] 3. From the moment oil leaks to the moment the probe contacts and generates a fluorescent signal, immediate detection can be achieved, or the fault detection cycle can be greatly shortened through frequent inspections.

[0025] 4. This invention provides a fluorescent probe that directly corresponds to the specific damaged area on the capsule, providing precise positioning information for subsequent inspection and maintenance.

[0026] 5. The inspection process is usually carried out outside the equipment or through an observation window, without the need for power outages or disassembly of the equipment. Operation is simple; ordinary inspection personnel can complete the task after minimal training, significantly reducing operational risks. Detailed Implementation

[0027] To make the above-mentioned objects, features and advantages of the present invention more apparent and understandable, the specific embodiments of the present invention will be described in detail below.

[0028] Many specific details are set forth in the following description in order to provide a full understanding of the invention. However, the invention may also be practiced in other ways different from those described herein, and those skilled in the art can make similar extensions without departing from the spirit of the invention. Therefore, the invention is not limited to the specific embodiments disclosed below.

[0029] It should be noted that, unless otherwise defined, the technical or scientific terms used in the embodiments of this invention should have the ordinary meaning understood by one of ordinary skill in the art to which this disclosure pertains. The terms "comprising," "including," "having," "containing," and similar words used in this disclosure mean that the element or object preceding the word encompasses the element or object listed following the word and its equivalents, without excluding other elements or objects. "Prepared from" is synonymous with "comprising." For example, a composition, step, method, article, or apparatus comprising the listed elements is not necessarily limited to those elements, but may include other elements not expressly listed or elements inherent to such a composition, step, method, article, or apparatus.

[0030] The conjunction "composed of..." excludes any unspecified elements, steps, or components. If used in a claim, this phrase makes the claim closed, excluding materials other than those described, except for associated conventional impurities. When the phrase "composed of..." appears in a clause of the body of a claim rather than immediately following it, it limits only the elements described in that clause; other elements are not excluded from the claim as a whole.

[0031] When a quantity, concentration, or other value or parameter is expressed as a range, a preferred range, or a range defined by a series of upper and lower preferred values, this should be understood as specifically disclosing all ranges formed by any pair of any upper or preferred value with any lower or preferred value, regardless of whether the range is disclosed individually. For example, when the range “1–5” is disclosed, the described range should be interpreted as including ranges “1–4”, “1–3”, “1–2”, “1–2 and 4–5”, “1–3 and 5”, etc. When numerical ranges are described herein, unless otherwise stated, the range is intended to include its endpoints and all integers and fractions within that range.

[0032] In these embodiments, unless otherwise specified, the portions and percentages are all by weight.

[0033] "Parts by mass" refers to the basic unit of measurement that expresses the mass ratio of multiple components. One part can represent any unit mass, such as 1g or 2.689g. If we say that component A has "a" parts by mass and component B has "b" parts by mass, it means the ratio of the mass of component A to the mass of component B is a:b. Alternatively, it can mean that the mass of component A is aK and the mass of component B is bK (K is any number representing a multiplier). It is important to understand that, unlike the number of parts by mass, the sum of the mass parts of all components is not limited to 100 parts.

[0034] "And / or" is used to indicate that one or both of the described situations may occur, for example, A and / or B includes (A and B) and (A or B).

[0035] Secondly, the term "one embodiment" or "embodiment" as used herein refers to a specific feature, structure, or characteristic that may be included in at least one implementation of the present invention. The phrase "in one embodiment" appearing in different places in this specification does not necessarily refer to the same embodiment, nor is it a single or selective embodiment that mutually excludes other embodiments. It should be noted that the embodiments of the present invention can be applied to any applicable scenario.

[0036] The fluorescent probe for detecting oil leakage from oil pillow capsules provided by this invention has the following general structural formula:

[0037] ;

[0038] Where R is a hydrocarbon group or H, X - It is a halide anion.

[0039] In this embodiment of the invention, R is a hydrocarbon group with 1-12 carbon atoms or H, and preferably an alkyl group with 1-3 carbon atoms; X - For halide anions, Cl is preferred. - , Br - ,I - Br- is particularly preferred.

[0040] Example 1:

[0041] Synthesis of probe I-1-Br:

[0042] ;

[0043] Naphthol dialdehyde (3.42 g, 10 mmol), N-ethylpyridinium bromide (3.76 g, 20 mmol), and piperidine (0.85 g, 10 mmol) were added to 50 mL of ethanol and refluxed at 80 °C for 16 h. The solvent was removed by vacuum distillation, and the residue was separated by column chromatography (DCM / MeOH = 10:1 V / V) to give 3.10 g of red solid, yield 43.6%. 1 HNMR (CDCl3, 400MHz): δ9.62 (s, 2H), 8.82 (d, 4H, J=8.0Hz), 7.00-8.00 (m, 14H),), 6. 90(d,2H,J=12Hz), 6.60(d,2H,J=12Hz), 4.53(q,4H,J=8.0Hz), 1.62(t,6H,J=8.0Hz).

[0044] Example 2:

[0045] Synthesis of probe I-1-Br:

[0046] Naphthol dialdehyde (3.42 g, 10 mmol), N-ethylpyridinium bromide (5.64 g, 30 mmol), and piperidine (0.85 g, 10 mmol) were added to 60 mL of acetonitrile and refluxed at 84 °C for 16 h. The solvent was removed by vacuum distillation, and the residue was separated by column chromatography (DCM / MeOH = 10:1 V / V) to give 2.9 g of red solid, yield 40.7%.

[0047] Example 3:

[0048] Synthesis of probe I-1-Cl:

[0049] ;

[0050] Naphthol dialdehyde (3.42 g, 10 mmol), N-ethylpyridinium chloride (2.87 g, 20 mmol), and piperidine (0.85 g, 10 mmol) were added to 50 mL of ethanol and refluxed at 80 °C for 16 h. The solvent was removed by vacuum distillation, and the residue was separated by column chromatography (DCM / MeOH = 10:1 V / V) to give 2.60 g of red solid, yield 41.8%. 1 HNMR (CDCl3, 400MHz): δ9.60 (s, 2H), 8.80 (d, 4H, J=8.0Hz), 7.00-8.00 (m, 14H),), 6. 80(d,2H,J=12Hz), 6.50(d,2H,J=12Hz), 4.63(q,4H,J=8.0Hz), 1.63(t,6H,J=8.0Hz).

[0051] Example 4:

[0052] Synthesis of probe I-2-Br:

[0053] ;

[0054] Naphthol dialdehyde (3.42 g, 10 mmol), N-propylpyridine bromide (4.04 g, 20 mmol), and piperidine (0.85 g, 10 mmol) were added to 50 mL of ethanol and refluxed at 80 °C for 16 h. The solvent was removed by vacuum distillation, and the residue was separated by column chromatography (DCM / MeOH = 10:1 V / V) to give 3.05 g of red solid, yield 41.3%. 1 HNMR (CDCl3, 400MHz): δ9.58(s,2H), 8.80(d,4H,J=8.0Hz), 7.00-8.00(m,14H),), 6.90(d,2H ,J=12Hz), 6.60(d,2H,J=12Hz),5.01(q,4H,J=8.0Hz),2.07(m,4H6H),0.94(t,6H,J=7.0Hz).

[0055] Example 5:

[0056] This embodiment provides the application of a fluorescent probe for detecting oil leakage in oil pillow capsules. The probe I-1-Br is dissolved in 95% ethanol at room temperature to a concentration of 20 μmol / L. The solution is sprayed inside the oil pillow capsule, and the inside of the capsule is irradiated and scanned with a 365nm light source. The area where red fluorescence appears indicates that there is oil leakage in that area.

[0057] This invention provides a fluorescent probe. When the solution of the probe is sprayed into the inner layer of a capsule, an alarm is immediately triggered when there is oil leakage inside the capsule, even at the moment when the capsule shows a minor breakage, thus achieving early warning and improving detection sensitivity. Under light, the oil leakage area or point will show red fluorescence, significantly improving sensitivity and inspection efficiency.

[0058] By illuminating the area with a light source, bright fluorescence can be observed with the naked eye to determine if there is an oil leak, eliminating the need for complex interpretation or experience-based judgment, thus reducing false alarm and false negative rates. The process from oil leakage to the contact probe and the generation of a fluorescent signal can be completed within seconds to minutes. This allows for immediate detection or significantly shortens the fault detection cycle through frequent inspections.

[0059] This invention provides a fluorescent probe that directly targets the specific damaged area on the capsule, providing precise location information for subsequent inspection and maintenance. The inspection process requires no power outage or disassembly of equipment. Operation is simple; ordinary inspection personnel can complete the task after minimal training, significantly reducing operational risks.

[0060] The above description has been given for purposes of illustration and description. Furthermore, this description is not intended to limit the embodiments of the invention to the forms disclosed herein. Although numerous exemplary aspects and embodiments have been discussed above, those skilled in the art will recognize certain variations, modifications, alterations, additions, and sub-combinations therein.

Claims

1. A fluorescent probe for checking oil leakage from an oil pot capsule, characterized by, The structural general formula is: ； wherein R is a hydrocarbon group or H, X - is a halide anion.

2. The preparation method of the fluorescent probe for checking the oil leakage of the oil pad capsule, characterized in that, The binaphthol bisaldehyde, pyridinium salt and piperidine are added into a solvent; The reaction is stirred for 5-24 hours at the boiling point temperature of the solvent, and the solvent is evaporated; The corresponding target compound is separated by column chromatography.

3. The preparation method according to claim 2, characterized in that, The molar ratio of the pyridinium salt to the binaphthol bisaldehyde is 2-3.

4. The preparation method according to claim 2, characterized in that, The molar ratio of the piperidine to the binaphthol bisaldehyde is 0.5-2.

5. The preparation method according to claim 2, characterized in that, The solvent is selected from acetonitrile, ethyl acetate, methanol, toluene or ethanol.

6. The preparation method according to claim 2, characterized in that, The pyridinium salt is an N-alkyl pyridine salt.

7. Use of a fluorescent probe for checking the leakage of oil from an oil conservator capsule, characterized in that, The fluorescent probe is dissolved in a solvent to form a solution, the solution is sprayed in the capsule, a light source is used for irradiation, and the points or areas with red fluorescence appearing indicate that there is an oil leakage problem.

8. Use according to claim 7, characterized in that, The solvent is water, ethanol or ethyl acetate.

9. Use according to claim 7, characterized in that, The concentration of the solution is 1-100 micromoles per liter.

10. Use according to claim 7, characterized in that, The wavelength of the light source is between 300-500 nm.

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