CN1587990A - Method for analyzing beta-cyclodextrin clathrate compound by Fourier infrared spectrum method - Google Patents
Method for analyzing beta-cyclodextrin clathrate compound by Fourier infrared spectrum method Download PDFInfo
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- CN1587990A CN1587990A CNA2004100609181A CN200410060918A CN1587990A CN 1587990 A CN1587990 A CN 1587990A CN A2004100609181 A CNA2004100609181 A CN A2004100609181A CN 200410060918 A CN200410060918 A CN 200410060918A CN 1587990 A CN1587990 A CN 1587990A
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- infrared
- beta
- inclusion compound
- clathrate
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Abstract
The invention discloses a method of analyzing beta-clathrate by infrared spectrum method, comprising analytical principle, analytical method and step and result processing three main parts. Infrared absorption intensity of beta-clathrate objective molecule decreases notably after compound is discovered, called clathrate decresing infrared effect, which is the base of using FT-IR to analyze beta-clathrate. By measuring infrared spectrum of clathrate and nonclathrate and comparing position, form, attribution of their absorption peak, especially calculating change of absorption intensity, clathrate can be detected quantitatively or qualitatively. The invention has the advantages that it is simple, fast and visual that whether or not clathrate can be detected, has large amount of information. It is a novel and useful tool for researching and analyzing beta-clathrate, which not only owns, new area of research application, but also has particle use value in scientific research and production.
Description
Technical field
The present invention relates to a kind of analytical approach of Benexate Hydrochloride, especially the method for a kind of pair of sharp leaf infra-red sepectrometry analysis Benexate Hydrochloride.
Background technology
Beta-schardinger dextrin-(β-Cyslodextrin, abbreviation beta-schardinger dextrin-) has special cagelike structure, makes it can be used as the suitable guest molecule of host's inclusion all size.Clathration can change physicochemical characteristicses such as the state, stability of guest molecule, and beta-schardinger dextrin-is nontoxic in addition, so increasingly extensive being applied in the industry such as pharmacy, food of inclusion compound that form of beta-schardinger dextrin-and medicine and perfume molecules.The assay determination of Benexate Hydrochloride is the important step of improving production technology, guaranteeing product quality.At present, generally adopt thermoanalysis technology DTA (differential thermal), DSC (differential), methods such as spectrophotometric method and chemical analysis.The DTA method is subjected to all multifactor impacts, and reappearance is relatively poor, is difficult to quantitative test, and consuming time; As with heating rate 5-10 ℃/per minute to 350 ℃, need 35-70 minute.In addition, in the period of 1994-2004, domestic find independent utilization infrared spectrum but with the report of the common analysis verification Benexate Hydrochloride of other method, different fully with principle of the present invention, method.
Summary of the invention
The object of the present invention is to provide a kind of pair of sharp leaf infra-red sepectrometry to analyze the method for Benexate Hydrochloride, this analytical approach, favorable reproducibility.
Technical scheme of the present invention is: a kind of pair of sharp leaf infra-red sepectrometry analyzed the method for Benexate Hydrochloride, and by analysis principle, analytical approach and step, three major parts of result treatment are formed.The present invention finds the Benexate Hydrochloride guest molecule phenomenon that ratio of infrared absorption intensity obviously descends behind inclusion, is referred to as to wrap and weakens infrared effect, it is the basis that utilization FT-IR analyzes Benexate Hydrochloride, by measuring inclusion compound, inclusion infrared spectrum and relatively position, shape, the ownership of their absorption peaks, particularly calculate the variation of absorption intensity, can qualitative or quantitative assay determination inclusion compound.
This method is by following steps: instrument: Fu Liye changes infrared spectrometer: parameter: wavelength coverage: 4000cm
-1-450cm
-1, resolution: 4cm
-1, scanning times: 1 time/second, sweep time: 1 minute.Infrared specimen preparation: with the Benexate Hydrochloride in the accurate weighing 1.0-3.0mg of the balance scope, 120.0mg KBr grinds, and compressing tablet is surveyed infrared; With heavy not inclusion compound such as accurate weighing of balance and inclusion compound, the same method is surveyed infrared; Get about 2mg beta-schardinger dextrin-, approximately 120mg KBr grinds, and compressing tablet is surveyed infrared; The same, it is infrared to survey the object thing.Collection of illustrative plates is handled and data: original collection of illustrative plates is passed through normalization, automatic baseline correction, the automatic smoothing treatment for correcting of software and prints collection of illustrative plates; Collect wave number, transmissivity or absorbance data by software.Whether result treatment: absorption peak wave number, shape are identified: contrast inclusion compound, not absorption peak position, the shape of inclusion compound infared spectrum, basically identical; Check the absorption peak that beta-schardinger dextrin-or guest molecule whether occur being different from, so that whether qualitative analysis meets inclusion mechanism, other reaction of impurity or non-clathration etc. occurs; Absorption peak strength is calculated: choose absorption peak transmissivity or the absorbance data of guest molecule inclusion front and back in the stretching vibration district in tables of data, calculate by one of following formula: inclusion compound intensity is not decided to be 100%, and inclusion compound respective peaks relative intensity is: respective strengths=[(100-T
Bag)/(100-T
Not)] * 100% (T is a transmission value) or: relative intensity=(A
Bag/ A
Not) * 100% (A is an absorption value).In actual analysis, can make to influence the working curve of factor (for example inclusion time, mol ratio etc.) Yu the absorption intensity of inclusion, therefrom choose the standard of optimum value as quantitative test.
The invention has the advantages that: the present invention is simple and efficient, understand directly perceived, can be qualitative or quantitatively the assay determination inclusion deny, inclusion degree, inclusion mechanism, contain much information, be research, the strong instrument of the novelty of analyzing Benexate Hydrochloride, not only have certain learning value, opened up the frontier that infrared research is used, and in research and production, have actual application value.
Description of drawings
Fig. 1 is beta-schardinger dextrin-infared spectrum and wave number, T% value figure;
Fig. 2 is Paeonol infared spectrum and wave number, T% value figure;
Fig. 3 is 1.0mg beta-schardinger dextrin-and Paeonol inclusion compound, 1.0mg beta-schardinger dextrin-and Paeonol not inclusion compound infared spectrum and wave number, the T% value.
Data among Fig. 1 are:
2004-03-27-1.002 3551 4000.00?400.00 11.22 100.40 4.00 %T 1 1.00
REF?4000?99.12?2000?98.67?600
3392.32 22.40 2928.35 63.15 2346.21 98.98 2061.86 97.13 1639.33 75.38
1414.47 62.40 1368.26 64.13 1335.46 64.29 1302.52 71.13 1243.05 73.70
1157.02 25.48 1079.42 21.66 1028.20 11.21 946.86 71.17 888.85 98.29
858.32 87.78 756.47 78.31 707.79 75.31 652.18 80.63 609.52 69.99
578.34 62.56 530.85 78.92
END?22?PEAK(S)FOUND
Data among Fig. 2 are:
2004-03-27-2.002 3551 4000.00 400.00 10.06 100.83 4.00 %T 1 1.00
3225.63 92.91 3091.02 83.38 3071.98 84.29 3020.91 77.74 2975.04 72.55
2937.94 76.24 2916.61 78.26 2847.35 78.10 2711.30 86.10 2624.80 87.24
2414.86 94.84 2089.24 97.35 2039.07 95.74 1944.16 97.58 1914.05 93.45
1619.58 15.89 1576.13 32.78 1524.42 70.07 1504.46 39.48 1465.05 50.93
1439.74 50.68 1429.90 54.12 1408.03 67.98 1369.70 15.22 1333.65 33.60
1255.00 10.06 1230.02 42.16 1207.92 17.84 1175.04 70.53 1139.93 20.83
1070.82 46.99 1022.20 37.78 977.04 56.61 949.59 38.60 859.14 42.15
814.23 34.34 736.40 86.82 705.55 69.40 659.95 85.68 589.90 69.17
573.34 40.21 515.35 86.36 459.28 90.67
END?43?PEAK(S)FOUND
Data among Fig. 3 are:
Inclusion compound (1: 1 potpourri of weight ratio) 1.0mg 3,551 4000.00 400.00 12.06 100.87 4.00 %T 1 1.00 not
REF?4000?99.88?2000?99.38?600
3369.57 27.73 3020.96 76.93 2973.88 70.51 2923.84 58.75 2626.08 91.94
2347.03 99.43 2089.25 97.09 2039.61 96.32 1914.42 96.27 1631.06 21.34
1577.42 43.62 1504.82 51.15 1464.86 51.98 1439.67 48.67 1429.42 48.52
1410.18 54.60 1370.18 21.50 1333.86 36.59 1256.13 18.72 1230.50 47.45
1207.70 30.69 1156.53 28.46 1140.03 27.36 1103.11 40.46 1071.23 27.64
1025.17 12.06 977.32 55.53 948.88 49.23 859.34 60.64 813.88 53.28
758.90 77.76 736.06 82.28 705.62 64.72 659.69 77.84 608.66 75.90
589.44 63.86 573.53 47.14 531.81 82.92 515.80 85.23 459.09 95.87
END?40?PEAK(S)FOUND
Inclusion compound 1.0mg 3,551 4000.00 400.00 11.47 99.54 4.00 %T 1 1.00
REF?4000?98.68?2000?97.49?600
3391.96 18.91 2927.37 68.75 2049.99 96.58 1639.47 56.55 1507.93 84.23
1409.15 70.95 1371.10 63.25 1333.22 66.63 1301.78 73.87 1274.88 62.26
1255.96 66.33 1204.90 75.68 1155.76 33.01 1078.73 30.77 1029.15 11.47
946.31 76.88 860.15 90.37 757.00 84.57 704.98 77.19 654.53 82.44
608.80 76.89 577.54 71.29 531.33 83.95
END?23?PEAK(S)FOUND
Embodiment
1, analysis principle
Beta-schardinger dextrin-be 7 glucosyl groups with the hollow tube-shape compound that 1,4 glycosidic bond is linked to be, special cage structure is arranged, have nonpolar hydrophobic cavities in the cage, make it can be used as the suitable guest molecule of host's inclusion various sizes.
Guest molecule is through the clathration filling hole, and the hole also produces the space constraint to guest molecule, hinders its free vibration.According to the infrared spectrum principle, when molecular vibration followed dipole moment to change, the vibration of dipole can generate electromagnetic waves, it and incident electromagnetic wave effect, the absorption that produces light.Ratio of infrared absorption intensity direct ratio transition probability, the size that dipole moment changes when depending on vibration in fact:
Transition probability ∝ | μ
Ab|
2Eo
2
Eo is the electric field intensity of electromagnetic infrared wave in the formula;
μ
AbBe transition dipole moment, reflect the size that dipole moment changes when vibrating, be different from the permanent dipole moment μ of molecule
oGuest molecule inclusion cause does not enter in the beta-schardinger dextrin-hole, and free vibration makes its transition dipole moment be | μ
Ab|, because of entering the beta-schardinger dextrin-hole, free vibration is obstructed behind the inclusion, and stretching vibration and flexural vibrations weaken, and make its transition dipole moment be | μ '
Ab|, because of | μ
Ab|>| μ '
Ab|, then | μ
Ab|
2>| μ '
Ab|
2, have:
Transition probability ∝ | μ
Ab|
2Eo
2>transition probability ' ∝ | μ '
Ab|
2Eo
2
This formula explanation inclusion compound guest molecule infrared spectrum intensity less than inclusion before corresponding infrared spectrum intensity.This have the hole because of beta-schardinger dextrin-, make the guest molecule that enters in the hole vibrate the phenomenon of being obstructed and causing ratio of infrared absorption intensity to weaken through clathration, be referred to as " inclusion weakens infrared effect ", reflected the variation of guest molecule absorption intensity before and after inclusion.Therefore, can be used as according to judging whether inclusion takes place, qualitative or represent that quantitatively inclusion has not reached the inclusion degree.Inclusion is Benexate Hydrochloride preferably, and the stretching vibration absorption peak strength fall behind the guest molecule inclusion records in the actual analysis between 20%-80%, and is most of between 50%-70%, and therefore some weak peaks may disappear.
Inclusion compound, the absorption peak in the inclusion compound infrared spectrum therefrom can not pointed out its ownership by beta-schardinger dextrin-and guest molecule original peak contribution or interact and form.Inclusion compound and not inclusion compound infared spectrum comparison, the quantity of removing the peak reduces, because of " inclusion weakens infrared effect " makes outside the remarkable decline of guest molecule absorption peak strength, the position at both respective absorption peaks (wave number), the shape basically identical, two collection of illustrative plates are basic identical in appearance.Its reason is that beta-schardinger dextrin-mainly combines by Van der Waals force with clathration between guest molecule but not forms chemical bond, therefore can not go out to represent its characteristic peak.If not, at>1300cm
-1The functional group district, beta-schardinger dextrin-or guest molecule group characteristic peak have appearred being different from the inclusion compound collection of illustrative plates, the reaction of having introduced impurity or non-clathration has taken place in the inclusion process then is described.
2. analytical approach and step (is example to pay a sharp leaf infrared spectrometer)
2.1 instrument
Fu Liye changes infrared spectrometer: Spectrum One FT-IR Spectrometer, the U.S., PE company.
2.1.1 parameter
Range:start?4000cm
-1,End?450cm
-1
Resolution:4cm
-1
Scan?mumber:1/sec
Scan?time:1?minute
2.2 infrared specimen preparation
2.2.1 with the Benexate Hydrochloride in the accurate weighing 1.0-3.0mg of the balance scope, 120.0mg KBr grinds, compressing tablet is surveyed infrared.
2.2.2 with heavy not inclusion compound (potpourri) such as accurate weighing of balance and inclusion compound, the same method is surveyed infrared.
If necessary, survey following sample:
2.2.3 get about 2mg beta-schardinger dextrin-, approximately 120mg KBr grinds, compressing tablet is surveyed infrared.
2.2.4 the same, it is infrared to survey the object thing.
2.3 collection of illustrative plates is handled and data
2.3.1 with original collection of illustrative plates in " process " through " Normalize " (ordinate limit=1.0A), " Baseline correction " (Automatic), " Smooth " (Automatic) handles.
Collect cm 2.3.2 print collection of illustrative plates and " peak table "
-1, the T% data.
2.3.3 or " Threshold=0.0088A " got in selection " Absorbance " in " parameters " after 2.3.1, prints collection of illustrative plates and " peak table " and collects cm
-1, the A% data.
2.3.4 inclusion compound, the same coordinate superposition processing of inclusion compound collection of illustrative plates.
3. result treatment
3.1 absorption peak position (wave number), shape are identified
The contrast inclusion compound, not absorption peak position, the shape of inclusion compound infared spectrum, whether basically identical; Check the absorption peak that beta-schardinger dextrin-or guest molecule whether occur being different from, so that whether qualitative analysis meets inclusion mechanism, other reaction of impurity or non-clathration etc. occurs.
3.2 absorption peak strength is calculated
The absorption peak T% or the A% (mainly in the stretching vibration district) that choose guest molecule inclusion front and back in " peak table " press the calculating of one of following formula:
3.2.1 inclusion compound intensity is not decided to be 100%, inclusion compound respective peaks relative intensity is:
Respective strengths=[(100-T
Bag)/(100-T
Not)] * 100% (T is a transmission value)
Perhaps
3.2.2 relative intensity=(A
Bag/ A
Not) * 100% (A is an absorption value)
In actual analysis, can make to influence the working curve of factor (for example inclusion time, mol ratio etc.) Yu the absorption intensity of inclusion, therefrom choose the standard of optimum value as quantitative test.
4. example
By the inventive method assay determination inclusion compound of beta-schardinger dextrin-and Paeonol, inclusion compound not, as follows in conjunction with its collection of illustrative plates, data, result treatment:
Comprehensive above infared spectrum is done following the discussion:
1) each absorption peak of inclusion compound infrared spectrum is not made of jointly beta-schardinger dextrin-, Paeonol.Wherein belong to having of beta-schardinger dextrin-: 3392cm
-1(by 3369.57cm
-1Broad peak is covered), 2923.84cm
-1, 1639.33cm
-1(by 1631.05cm
-1Cover), 1156.53cm
-1, 1025.17cm
-1, 948.88cm
-1, 608.66cm
-1Deng.What belong to Paeonol has: 1619.58cm
-1(by 1631.05cm
-1Cover), 1504.82cm
-1, 1370.18cm
-1, 1333.86cm
-1, 1256.13cm
-1, 1207.70cm
-1, 859.34cm
-1, 573.53cm
-1Deng.The inclusion compound infrared spectrum absorpting peak also is made of jointly beta-schardinger dextrin-, Paeonol, but from Fig. 1, Fig. 2 institute column data detailed survey.
2) under equivalent sample condition, inclusion compound infrared spectrum absorpting peak intensity is starkly lower than not inclusion compound respective peaks intensity, is example with the 1.0mg sample size, sees table 1 for details.
Table 1 inclusion compound and inclusion compound absorption peak cm not
-1, T%, relative intensity contrast table
The relative intensity relative intensity
cm
-1 T% *(%) cm
-1 T% *(%)
Inclusion compound 1639.47 56.55 55.2 1507.93 84.23 32.3
Inclusion compound 1631.05 21.34 100 1504.82 51.25 100
Inclusion compound 1371.10 63.25 46.8 1333.22 66.63 52.6
Inclusion compound 1370.18 21.50 100 1333.86 36.59 100
Inclusion compound 1255.96 66.33 41.4 1204.90 75.68 35
Bag can thing 1256.13 18.72 100 1207.20 30.69 100
Inclusion compound 860.15 90.37 24.5
Inclusion compound 859.34 60.64 100
*: inclusion compound intensity is not decided to be 100%, and inclusion compound respective peaks relative intensity is calculated by following formula:
Respective strengths=[(100-T
Bag)/(100-T
Not)] * 100% (T is a transmission value)
3) inclusion compound and not inclusion compound infared spectrum comparison, peak shape, wave number basically identical.At wave number>1300cm
-1The functional group district, do not have new group characteristic peak to occur in the infared spectrum of inclusion compound, illustrated that beta-schardinger dextrin-and Paeonol form inclusion compound and do not form chemical bond, promptly clathration is not to finish with the form of generation chemical bond, meets inclusion mechanism.
Comprehensively above-mentioned, can do as drawing a conclusion:
The Paeonol inclusion compound of beta-schardinger dextrin-and not inclusion compound (potpourri) infared spectrum comparison, respective peaks position (wave number), shape basically identical, the no abnormality seen peak proves inclusion-free or non-inclusion reaction does not take place that intensity obviously descends, and inclusion is described; Absorption intensity decline 45%-75% illustrates that the inclusion degree is intact.
Claims (4)
1, a kind of pair of sharp leaf infra-red sepectrometry is analyzed the method for Benexate Hydrochloride, it is characterized in that: this method is by following steps:
1, instrument: Fu Liye changes infrared spectrometer: parameter: wavelength coverage: 4000cm
-1-450cm
-1, resolution: 4cm
-1, scanning times: 1 time/second, sweep time: 1 minute;
2, infrared specimen preparation:
2, the Benexate Hydrochloride in the accurate weighing 1.0-3.0mg of the 1 usefulness balance scope, 120.0mg KBr grinds, and compressing tablet is surveyed infrared;
2, heavy not inclusion compound such as accurate weighing of 2 usefulness balances and inclusion compound, the same method is surveyed infrared;
2,3 get about 2mg beta-schardinger dextrin-, approximately 120mg KBr grinds, and compressing tablet is surveyed infrared;
2,4 is the same, and it is infrared to survey the object thing;
3, collection of illustrative plates is handled and data:
3,1 with original collection of illustrative plates through the normalization of software, baseline correction, automatic smoothing treatment for correcting and print collection of illustrative plates automatically;
3,2 by software collection wave number, transmissivity or absorbance data;
4, result treatment
4,1 absorption peak wave number, shape are identified:
The contrast inclusion compound, not absorption peak position, the shape of inclusion compound infared spectrum, whether basically identical; Check the absorption peak that beta-schardinger dextrin-or guest molecule whether occur being different from, so that whether qualitative analysis meets inclusion mechanism, other reaction of impurity or non-clathration etc. occurs;
4,2 absorption peak strength are calculated:
In tables of data, choose absorption peak transmissivity or the absorbance data of guest molecule inclusion front and back, press one of following formula and calculate in the stretching vibration district:
4,2,1 will be not inclusion compound intensity be decided to be 100%, inclusion compound respective peaks relative intensity is:
Respective strengths=[(100-T
Bag)/(100-T
Not)] * 100% (T is a transmission value)
4,2,2 relative intensity=(A
Bag/ A
Not) * 100% (A is an absorption value)
In actual analysis, can make to influence the working curve of factor (for example inclusion time, mol ratio etc.) Yu the absorption intensity of inclusion, therefrom choose the standard of optimum value as quantitative test.
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CN103185702A (en) * | 2011-12-28 | 2013-07-03 | 深圳市格林美高新技术股份有限公司 | Detection method for paraffin content in powder for cemented carbide |
-
2004
- 2004-09-24 CN CNB2004100609181A patent/CN1266466C/en not_active Expired - Fee Related
Cited By (2)
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CN103185702A (en) * | 2011-12-28 | 2013-07-03 | 深圳市格林美高新技术股份有限公司 | Detection method for paraffin content in powder for cemented carbide |
CN103185702B (en) * | 2011-12-28 | 2015-12-16 | 格林美股份有限公司 | The detection method of paraffin content in a kind of wimet powder |
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