CN103604770B - The analytical approach of anti-scorching agent CTP content in a kind of vulcanized rubber - Google Patents
The analytical approach of anti-scorching agent CTP content in a kind of vulcanized rubber Download PDFInfo
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Abstract
The present invention relates to the infrared spectrum analysis of anti-scorching agent CTP (N-cyclohexylthiophthalimide) consumption in a kind of vulcanized rubber formula, described method utilizes the characteristic infrared absorption of internal standard compound matter and phthalimide to compose mutual relationship between peak and mass ratio, calculate the content of phthalimide in vulcanized rubber, and then try to achieve anti-scorching agent CTP content in vulcanized rubber.Method according to the present invention is simple to operate, and analysis result accuracy rate is high, error is little.
Description
Technical field
The invention belongs to rubber industry field, be specifically related to the analytical approach of anti scorching agent N-cyclohexylthiophthalimide (CTP) content in vulcanized rubber.
Background technology
Rubber size is called incipient scorch in the prevulcanization phenomenon stored and occur because being heated in process, the ability that incipient scorch can make sizing material lose flowability and reprocess, affect the production technology of tire rubber article, addressing this problem main most straightforward procedure is at present adapted anti scorching agent.Anti-scorching agent CTP full name N-cyclohexylthiophthalimide, there is the function postponing cure time, its mechanism postponing sulfuration is: when there is sulfenamide or thiazole accelerator in filling a prescription, first anti-scorching agent CTP carries out decompose themselves, form sulfur-containing radicals and phthalimide, the free radical of sulfur-bearing is combined with promoter, thus delays promoter and play effect, prevent rubber to be cross-linked too early; Phthalimide resides in sizing material, and reaction mechanism is such as formula shown in (a).The consumption of CTP generally between 0.1 ~ 0.5 mass parts (in rubber Raw glue content 100 mass parts), high consumption slightly may reduce the modulus of vulcanizate, and the phthalimide generated is not soluble in rubber, can form bloom phenomenon on sizing material surface.In rubber and tire components dissect, analyze in the formula of each position and employ several parts of anti-scorching agent CTPs, can be tire plant composition and engineering personnel and the information preventing incipient scorch method is provided.
Infra-red sepectrometry is more common Analysis of Organic Substances method, particularly for the material with obvious functional group characteristic peak, can also carry out quantitative test.At present, the method for qualitative analysis of anti-scorching agent CTP in vulcanized rubber, " method with CTP in infrared spectrum qualification vulcanized rubber " of people's reports such as the Li Shujuan of Beijing Research & Design Institute of Rubber Industry, after concentrated by the extract of vulcanized rubber, spread upon on bromination sylvite sheet, be baked to solvent under infrared lamp thoroughly to volatilize, then adopt infrared spectrometer test, whether utilize in extract infrared spectrum containing (1774 ± 5) cm
-1in place phthalimide O=C-Ar-C=O structure, the characteristic absorpting spectrum peak of carbonyl, judges whether be added with CTP anti scorching agent in sizing material.But quantitative analysis method still belongs to blank.
The present invention designs by experiment, adopts infra-red sepectrometry to establish the analytical approach of anti-scorching agent CTP consumption in vulcanized rubber.
Summary of the invention
The invention provides a kind of infrared spectrum analysis measuring anti-scorching agent CTP (N-cyclohexylthiophthalimide) consumption in vulcanized rubber formula, the characteristic infrared absorption of internal standard compound matter and phthalimide is utilized to compose mutual relationship between peak and mass ratio, calculate the content of phthalimide in vulcanized rubber, and then try to achieve anti-scorching agent CTP content in vulcanized rubber.Described vulcanized rubber is the vulcanized rubber without using, and for used vulcanizate because can not determine whether phthalimide loss occurs, cannot be inferred the amount of anti-scorching agent CTP by the amount of test gained phthalimide, therefore inapplicable the method.
Specifically comprise the following steps according to the analytical approach of anti-scorching agent CTP consumption in vulcanized rubber formula of the present invention.
Step 1, prepared by standard serial solution: the mixed solution preparing 5-10 phthalimide and internal standard compound matter, and solvent is methenyl choloride, and obtained phthalimide concentration range is the standard serial solution of 0.01 ~ 5g/L.
In step 1, the mass ratio of phthalimide and internal standard compound matter is 0-1, and preferred mass ratio is 0-0.3; Internal standard compound matter is selected from the straight or branched nitrile of C2 ~ C20, as acetonitrile, propionitrile, butyronitrile, isopropyl nitrile, own nitrile, n-capric nitrile or lauronitrile, and preferred lauronitrile; The concentration range of internal standard compound matter is 1-10g/L.
Step 2, sample preparation: the vulcanized rubber particles to be measured accurately taking 1 mass parts, selects suitable solvent soxhlet extraction methods extracting, extract is revolved steaming, solvent is volatilized completely; Add internal standard compound matter, make the mass ratio of phthalimide and internal standard compound matter in sample in the scope of standard serial solution, dissolve and constant volume with methenyl choloride.
In step 2, preferred vulcanized rubber particles to be measured is that average-size is less than 2mm
3rubber grain.The solvent that Soxhlet extraction method uses is be selected from one or more in alcohol, ketone, alkane and halogenated alkane, preferred methenyl choloride; Extraction times is 16 ~ 32 hours.
Step 3, infrared spectrometer is tested: at room temperature measure blank sample (only methenyl choloride), standard serial solution and sample successively with infrared spectrometer, obtain infrared spectrogram, calculation sample spectrogram and standard serial solution spectrogram are at (1774 ± 5) cm
-1(2247 ± 5) cm
-1the absorbance at spectrum peak.Wherein (1774 ± 5) cm
-1place's absorption peak is the absorption spectra peak of O=C-Ar-C=O in phthalimide; (2247 ± 5) cm
-1the absorption spectra peak at place is the absorption spectra peak of C ≡ N in internal standard compound matter nitrile.
In step 3, preferably examination of infrared spectrum is carried out with liquid cell sample preparation method.Preferred infrared spectrometer adopts FT-IR.Described absorbance can represent with peak height, peak area and half peak height, preferred peak height.
Step 4, calculates: with standard serial solution at (1774 ± 5) cm
-1(2247 ± 5) cm
-1absorbance ratio Rx map with corresponding phthalimide and internal standard compound mass values Rm, fit regression curve; By sample at (1774 ± 5) cm
-1(2247 ± 5) cm
-1absorbance ratio Rx ' substitute into curve, calculate phthalimide and internal standard compound mass values Rm ' in sample.The mass percentage of anti-scorching agent CTP in rubber sample is calculated by formula (b).
Rm ' in formula---phthalimide and internal standard compound mass values in sample;
M
s---be the quality of internal standard compound added in Sample extraction liquid;
M
0---be the quality of sample;
261,147---be respectively the molecular weight of anti-scorching agent CTP and phthalimide.
Attention: for avoiding error, step 3 test should complete as early as possible, to ensure that standard solution is consistent with the test condition (temperature, humidity) of sample, and measures with same liquid cell, ensures that in liquid cell, thickness of liquid film is consistent.In above step, the absorbance of characteristic peak can represent with peak height, peak area and half peak height, preferred peak area.
Feature of the present invention and beneficial effect are:
(1) use instrument to be infrared spectrometer, adopt liquid cell sample preparation method;
(2) in quantitatively detecting, use internal standard compound matter nitrile, eliminate solvent volatilization in sample making course and cause the impact of sample concentration change on experimental result;
(3) C ≡ N is chosen in nitrile at (2247 ± 5) cm
-1infrared absorption be the absorption peak of internal standard compound matter;
(4) use amount of anti-scorching agent CTP in rubber is calculated by the content of phthalimide in quantitative rubber.
Accompanying drawing explanation
Fig. 1 is the infrared absorpting light spectra of phthalimide;
Fig. 2 is the infrared absorpting light spectra of lauronitrile;
Fig. 3 is the infrared absorpting light spectra of embodiment 1 Plays serial solution;
Fig. 4 is the infrared absorpting light spectra testing sample in embodiment 1.
Embodiment
Prepared by embodiment 1 cured rubber samples
Basic recipe is (mass parts):
Component 1: Natural rubber 30, butadiene rubber BR70; Carbon black N37580, process oil 4.0, stearic acid 2.0, zinc paste 2.0:;
Component 2: tackifying resin SL18014.0, antioxidant 4020 1.6, anti-aging agent RD 1.5:;
Component 3: sulphur 1.0, vulcanization accelerator NS 2.2, anti-scorching agent CTP (changes consumption, adds 0.1 in sample I; 0.3 is added in sample II; 1.0 are added) in sample III.
Preparation technology: in 1.6 liters of Banbury Banbury mixeies (production of FARREL company), add component 1, be warming up to 160 DEG C gradually and mix 6 minutes, obtain one section of elastomeric compound, park 16 hours in room temperature; Then continue in Banbury Banbury mixer, at 145 DEG C, one section of elastomeric compound and component 2 are mixed 5 minutes, thus obtain masterbatch, and described masterbatch is cooled to less than 90 DEG C; Then use XK-160 opening rubber mixing machine (production of Qingdao Xin Chengyiming rubber manufacturing machinery company limited) to blending ingredients in masterbatch 3, at the temperature of 70 DEG C, to carry out mixing 10min to said mixture, thus obtain rubber composition; By composition (production of Zhen Wu town, Jiangdu district Bo Hai test machines factory) shaping (curing temperature 160 DEG C on BH-25T vulcanizing press obtained by said method, cure time 30min) make vulcanized rubber flat board or thin slice, obtained cured rubber samples I, sample II and sample III respectively.
Embodiment 2: the dosage analysis of anti scorching agent in cured rubber samples I
2.1, standard serial solution prepares: weigh 100.081mg phthalimide in 50ml volumetric flask, use methenyl choloride constant volume, preparation obtains mother liquor A, and weigh in lauronitrile 616.8mg to 100ml volumetric flask, use methenyl choloride constant volume, preparation obtains mother liquor B.With transfer pipet quantitative 3ml mother liquor B be transferred in 6 10ml volumetric flasks successively respectively, with transfer pipet, quantitative mother liquor A250ul, 450ul, 900ul, 1400ul, 1850ul, 2300ul are transferred in above-mentioned 6 10ml volumetric flasks successively respectively again, last successively by 6 10ml volumetric flask methenyl choloride constant volumes, obtain 6 containing interior target standard serial solution (mark 1, mark 2, mark 3, mark 4, mark 5, mark 6), in solution, the mass ratio of phthalimide and internal standard compound lauronitrile is respectively 0.027,0.049,0.097,0.151,0.200,0.249.
2.2, sample I prepare: get laboratory self-control cured rubber samples (CTP is 0.1 mass parts, and sample gross mass is 198.4 parts, and in known sample, the actual mass percentage composition of CTP is 0.05%), be cut into average-size and be less than 2mm
3rubber grain, accurately take the micelle of 2.001g, make solvent with methenyl choloride and adopt soxhlet extraction methods extracting, to syphon cup, solvent absolute cleanliness, is concentrated into 10ml by extract, adds 3ml mother liquor B.
2.3, FT-IR tests: at room temperature use liquid cell sample preparation method in FT-IR (Nicolet6700 Fourier infrared spectrograph), measure the absorption spectrogram of blank sample, standard serial solution and sample I successively.The infrared absorption spectra of phthalimide is shown in accompanying drawing 1, the infrared absorption spectra of lauronitrile is shown in accompanying drawing 2, the infrared absorption spectra of standard serial solution is shown in accompanying drawing 3, and the infrared absorption spectra of test sample is shown in accompanying drawing 4.
2.4, calculate: calculate standard serial solution infrared spectrogram at (1774 ± 5) cm
-1(2247 ± 5) cm
-1the ratio Rx of peak height at spectrum peak, and simulate curve with the ratio of phthalimide and internal standard compound lauronitrile quality Rm:
Rm=7.46×10
-2Rx-2.87×10
-2,
Wherein curve correlation coefficient is R
2=0.998.Raw data is in table 1.
The curve obtained with standard serial solution calculates the content of CTP in vulcanized rubber, by (1774 ± 5) cm in sample I
-1(2247 ± 5) cm
-1peak height ratios Rx '=0.80 substitute into curve, calculate phthalimide and lauronitrile mass ratio Rm '=0.031 in sample.Be calculated as follows in rubber sample the mass percentage of anti-scorching agent CTP be 0.05%, be 0.0% with the relative error of true value.
Rm ' in formula---phthalimide and lauronitrile mass ratio in sample;
M
s---be the quality of internal standard compound added in Sample extraction liquid;
M
0---be the quality of sample;
261,147---be respectively the molecular weight of anti-scorching agent CTP and phthalimide.
Raw data in table 1. embodiment 2
Embodiment 3: the dosage analysis of anti-scorching agent CTP in laboratory self-control vulcanizate sample II
3.1, standard serial solution prepares: weigh 100.081mg phthalimide in 50ml volumetric flask, use methenyl choloride constant volume, preparation obtains mother liquor A, and weigh in lauronitrile 616.8mg to 100ml volumetric flask, use methenyl choloride constant volume, preparation obtains mother liquor B.With transfer pipet respectively quantitative 3ml mother liquor B be transferred in 6 10ml volumetric flasks successively, with transfer pipet, quantitative mother liquor A250ul, 450ul, 900ul, 1400ul, 1850ul, 2300ul are transferred in above-mentioned 6 10ml volumetric flasks successively respectively again, last successively by 6 10ml volumetric flask methenyl choloride constant volumes, obtain 6 standard serial solutions (mark 1, mark 2, mark 3, mark 4, mark 5, mark 6), in solution, the mass ratio of phthalimide and internal standard compound lauronitrile is respectively 0.027,0.049,0.097,0.151,0.200,0.249.
3.2, sample II prepare: get laboratory self-control cured rubber samples (CTP mass fraction is 0.3 part, and sample gross mass number is 198.6 parts, and in sample, the mass percentage of CTP is 0.15%), be cut into size uniform-dimension and be less than 2mm
3rubber grain, accurately take the micelle of 1.981g, make solvent with methenyl choloride and adopt soxhlet extraction methods extracting, to syphon cup, solvent absolute cleanliness, is concentrated into 10ml by extract, adds 3ml mother liquor B, now in mixed solution containing 18.504mg lauronitrile.
3.3, FT-IR tests: at room temperature use liquid cell sample preparation method in FT-IR (Nicolet6700 Fourier infrared spectrograph), measure the absorption spectrogram of blank sample, standard serial solution and sample II successively.
3.4, calculate: calculate standard items spectrogram at (1774+5) cm
-1(2247 ± 5) cm
-1the ratio Rx of peak height at spectrum peak, and simulate curve with phthalimide and internal standard compound lauronitrile mass ratio Rm:
Rm=7.46×10
-2Rx-2.87×10
-2
Wherein R
2=0.998.Raw data is in table 2.
The content of CTP in vulcanized rubber is calculated, by (1774 ± 5) cm in sample II with the curve that standard items series obtains
-1(2247 ± 5) cm
-1peak height ratios Rx '=1.70 substitute into curve, by calculating phthalimide and lauronitrile mass ratio Rm ' in sample=be 0.098, being calculated as follows and showing that the mass percentage of anti-scorching agent CTP in rubber sample is 0.16%, is 6.7% with the relative error of true value.
Rm ' in formula---phthalimide and lauronitrile mass ratio in sample;
M
s---be the quality of internal standard compound added in Sample extraction liquid;
M
0---be the quality of sample;
261,147---be respectively the molecular weight of anti-scorching agent CTP and phthalimide.
Raw data in table 2. embodiment 3
Embodiment 4: the dosage analysis of anti scorching agent in laboratory self-control vulcanizate sample III
4.1, standard serial solution prepares: weigh 100.081mg phthalimide in 50ml volumetric flask, use methenyl choloride constant volume, preparation obtains mother liquor A, and weigh in lauronitrile 616.8mg to 100ml volumetric flask, use methenyl choloride constant volume, preparation obtains mother liquor B.Be transferred in 6 10ml volumetric flasks successively with transfer pipet quantitative 3ml mother liquor B, with transfer pipet, quantitative mother liquor A250ul, 450ul, 900ul, 1400ul, 1850ul, 2300ul are transferred in above-mentioned 6 10ml volumetric flasks successively respectively again, last successively by 6 10ml volumetric flask methenyl choloride constant volumes, obtain 6 standard serial solutions (mark 1, mark 2, mark 3, mark 4, mark 5, mark 6), in solution, the mass ratio of phthalimide and internal standard compound lauronitrile is respectively 0.027,0.049,0.097,0.151,0.200,0.249.
4.2, sample III prepare: get laboratory self-control cured rubber samples (CTP number is 1.0 parts, and total number is 199.3 parts, and in sample, the mass percentage of CTP is 0.50%), be cut into size uniform-dimension and be less than 2mm
3rubber grain, accurately take the micelle of 1.045g quality, make solvent with methenyl choloride and adopt soxhlet extraction methods extracting, to syphon cup, solvent absolute cleanliness, is concentrated into 7ml by extract, adds 3ml mother liquor B, now in mixed solution containing 18.504mg lauronitrile.
4.3, FT-IR tests: at room temperature use liquid cell sample preparation method in FT-IR (Nicolet6700 Fourier infrared spectrograph), measure the absorption spectrogram of blank sample, standard serial solution and sample III successively.
4.4, calculate: calculate standard items spectrogram at (1774 ± 5) cm
-1(2247 ± 5) cm
-1the ratio Rx of peak height at spectrum peak, and simulate curve with phthalimide and internal standard compound lauronitrile mass ratio Rm:
Rm=7.46×10
-2Rx-2.87×10
-2,
Wherein coefficient R
2=0.998.Raw data is in table 3.
The content of CTP in vulcanized rubber is calculated, by (1774 ± 5) cm in sample with the curve that standard items series obtains
-1(2247 ± 5) cm
-1ratio of peak Rx '=2.53 substitute into curve, be 0.160 by calculating phthalimide and lauronitrile mass ratio Rm ' in sample III,. being calculated as follows and showing that the mass percentage of anti-scorching agent CTP in rubber sample is 0.50%, is 0.0% with the relative error of true value.
Rm ' in formula---phthalimide and lauronitrile mass ratio in sample;
M
s---be the quality of internal standard compound added in Sample extraction liquid;
M
0---be the quality of sample;
261,147---be respectively the molecular weight of anti-scorching agent CTP and phthalimide.
Raw data in table 3. embodiment 4
Claims (5)
1. the analytical approach of anti-scorching agent CTP content in vulcanized rubber, is characterized in that specifically comprising following steps:
Step 1, prepare the mixed solution of 5-10 phthalimide and internal standard compound matter, solvent is methenyl choloride, and obtained phthalimide concentration range is the standard serial solution of 0.01 ~ 5g/L;
Step 2, gets cured rubber samples to be measured, makes average-size and is less than 2mm
3rubber grain, accurately take the rubber grain of 1 mass parts, select methenyl choloride soxhlet extraction methods extracting, extraction times is 16-32 hour, and extract is revolved steaming, and solvent is volatilized completely; Add internal standard compound matter, make the mass ratio of phthalimide and internal standard compound matter in sample in the scope of standard serial solution, dissolve and constant volume with methenyl choloride;
Step 3, at room temperature measures the infrared absorpting light spectra of blank sample, standard serial solution and sample successively with infrared spectrometer, calculation sample spectrogram and standard serial solution spectrogram are at (1774 ± 5) cm
-1(2247 ± 5) cm
-1the absorbance at spectrum peak, place;
Step 4, with standard serial solution at (1774 ± 5) cm
-1(2247 ± 5) cm
-1the absorbance ratio Rx at two places maps with corresponding phthalimide and internal standard compound mass values Rm, fit regression curve, by (1774 ± 5) cm in sample
-1(2247 ± 5) cm
-1absorbance ratio Rx ' substitute into curve, by calculating the mass ratio Rm ' of phthalimide and internal standard compound in vulcanized rubber, and then calculate the mass percentage wt% of CTP in vulcanized rubber by formula (b)
cTP:
In formula, Rm'---phthalimide and internal standard compound mass values in sample;
M
s---be the quality of internal standard compound added in Sample extraction liquid;
M
0---be the quality of sample;
261,147---be respectively the molecular weight of anti-scorching agent CTP and phthalimide;
Wherein, described vulcanized rubber is the vulcanized rubber without using;
Described internal standard compound matter is the straight or branched nitrile of C2 ~ C20;
In described standard serial solution, the mass ratio of phthalimide and internal standard compound matter is 0.027-1;
Described analytical approach adopts liquid cell sample preparation method to carry out examination of infrared spectrum.
2. the analytical approach of anti-scorching agent CTP content in vulcanized rubber as claimed in claim 1, is characterized in that described internal standard compound matter is lauronitrile.
3. the analytical approach of anti-scorching agent CTP content in vulcanized rubber as claimed in claim 1, is characterized in that the mass ratio of phthalimide and internal standard compound matter in standard serial solution is 0.027-0.3.
4. the analytical approach of anti-scorching agent CTP content in vulcanized rubber as claimed in claim 1, is characterized in that the absorbance peak height of characteristic peak in step 4, peak area or half peak height represent.
5. the analytical approach of anti-scorching agent CTP content in vulcanized rubber as claimed in claim 4, is characterized in that the absorbance of characteristic peak in step 4 peak height represents.
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