CN102879489A - Analytical method for content of organic acid in organic acid cobalt salt of rubber and steel wire bonding agent - Google Patents

Analytical method for content of organic acid in organic acid cobalt salt of rubber and steel wire bonding agent Download PDF

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CN102879489A
CN102879489A CN201210349495XA CN201210349495A CN102879489A CN 102879489 A CN102879489 A CN 102879489A CN 201210349495X A CN201210349495X A CN 201210349495XA CN 201210349495 A CN201210349495 A CN 201210349495A CN 102879489 A CN102879489 A CN 102879489A
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organic acid
acid
carbon number
cobalt salt
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高剑琴
王璨
阮振刚
刘慧娜
李秋荣
关云歌
房彩琴
赵丽丽
董栋
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Beijing Redavenue Science & Technology Co Ltd
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Abstract

The invention aims at providing an analytical method for the total content of free organic acid and organic acid radical ions in a rubber and steel wire bonding agent, which is simple to operate, high in accuracy of analysis result and small in error. The chemical properties of the organic acid in the cobalt salt are greatly different due to the different lengths and branching degrees of the carbon chains, so that the organic acid is difficult to quantitatively test through a single process. The analytical method is realized by the following technical scheme: when the carbon number of the organic acid is C2-C8, selecting an organic acid with the carbon number of C2-C8 as an internal standard substance, and selecting monohydric alcohol with the carbon number of C3-C8 for esterification, preferably monohydric alcohol with the carbon number of C3-C5; when the organic acid is the organic acid with the carbon number of C8-C22, selecting monohydric alcohol with the carbon number of C8-C22 as an internal standard substance, and selecting monohydric alcohol with the carbon number of C1-C8 for esterification, preferably monohydric alcohol with the carbon number of C1-C4; and when the organic acid is isocaprylic acid and neodecanoic acid, selecting the organic acid with the carbon number of C6-C18 as an internal standard substance to realize the aim of using a gas chromatography to perform compartment analysis.

Description

The analytical approach of organic acid content in the rubber wire bonding agent organic acid cobalt salt
Technical field
The invention belongs to rubber industry and use steel wire adhesive material field, be specifically related to the analytical approach of organic acid content in the rubber wire bonding agent organic acid cobalt salt.
Background technology
Along with the development of rubber industry, the research of rubber ingredients more and more is subject to people's attention with production.The organic acid cobalt salt plays very important effect in radial tire steel wire and rubber adhesion process.Organic acid cobalt salt product is divided into capric acid cobalt, cobalt boracylate, cobaltous octadecanate, several classes of cobalt oleate, and the basic structure formula is as follows:
Figure BSA00000779913500011
Organic acid composition, content all have difference in the different manufacturers organic acid cobalt salt product, and the difference of various compositions is to the important meaning again such as the raw material contrast of tire plant, product purchasing, formulating, commercial production in the similar organic acid cobalt salt of the accurate analysis product.Only stipulated cobalt content, ash content, softening point, a boron content test event in the world of organic acid cobalt salt/national testing standard at present, various organic acid analyses not yet have any document and method to announce in the organic acid cobalt salt, still belong to blank.
Summary of the invention
The present invention aims to provide the analytical approach of organic acid content in a kind of rubber wire bonding agent organic acid cobalt salt, specifically may further comprise the steps:
Step 1 accurately takes by weighing 1 part of cobalt salt powder, adds the internal standard compound matter of accurate weighing, adds 10～100 parts of boron trifluoride-alcoholic solutions or strong acid solution again, mixes;
Step 2 is reacted above-mentioned mixed solution 0.5-3.0 hour in the temperature range of regulation;
Step 3 adds normal heptane and saturated nacl aqueous solution reaction product is extracted, and extraction product is analyzed, and by the capillary column gas chromatography discrete testing, calculates organic acid content in the cobalt salt.
Wherein, the internal standard compound matter in the step 1 can be that carbon number is any in the organic acid of C2-C22, and alcohol can be that carbon number is any in the monohydroxy alcohol of C1-C8.Strong acid solution can be any one or more in hydrochloric acid, sulfuric acid, the nitric acid.Temperature of reaction in the step 2 is 70～100 ℃.
Described organic acid comprises that carbon number is straight chain/side chain, saturated/unsaturated fatty acid of C2-C22, includes but not limited in acetic acid, propionic acid, butyric acid, valeric acid, neopentanoic acid, isooctyl acid, neodecanoic acid, capric acid, dodecoic acid, tetradecylic acid, palmitic acid, stearic acid, oleic acid, the linoleic acid one or more.
Described organic acid is carbon number when being the organic acid of C2-C8, and it is the organic acid of C2-C8 that internal standard compound matter is selected carbon number, and it is the monohydroxy alcohol of C3-C8 that monohydroxy alcohol is selected carbon number; Described organic acid is carbon number when being the organic acid of C8-C22, and it is the organic acid of C8-C22 that internal standard compound matter is selected carbon number, and it is the monohydroxy alcohol of C1-C8 that monohydroxy alcohol is selected carbon number.After this two classes acid is converted into ester, through capillary column gas chromatography compartment analysis.
Wherein, organic acid massfraction (wt i%) can be obtained by formula (1):
wt i % = m s × K i ′ × A i × 100 m × K s ′ × A s . . . ( 1 )
In the formula:
Wt i%---the massfraction of organic acid i, %;
A i---corresponding to the peak area of the ester of organic acid i;
A s---corresponding to the peak area of the ester of internal standard compound;
K ' i---the correction factor of-organic acid i;
K ' s---the correction factor of internal standard compound;
M---sample mass, the mg of unit;
m s---internal standard compound quality, the mg of unit.
When described organic acid is in isooctyl acid or the neodecanoic acid one or both, use strong acid treatment, it is the organic acid of C6-C18 that internal standard compound matter is selected a kind of carbon number, use the strong acid solution replacement Treatment, after the normal heptane extraction, directly advance capillary column gas chromatography compartment analysis, bring the test data of sample into typical curve quantitative organic acid to be measured.
Above method all need be done first one without interior standard specimen, to determine not contain the organic acid consistent with interior mark in the organic acid cobalt salt.
The invention has the advantages that:
(1) the method pretreatment process is simple, and the reagent routine is easily purchased, and analysis time is short.
(2) chemical property of different organic acids differs greatly, and is difficult to use the single method compartment analysis, and it is divided three classes by chemical property, is processed with distinct methods respectively, uses different interior marks, reaches the purpose with chromatogram ration analysis.
(3) mark together carries out esterification (acidifying) processing with sample in.Owing to select in interior mark and the organic acid cobalt salt organic acid character close, can think that interior mark is all consistent with esterification (acidifying) conversion ratio, the recovery of extraction of organic acid in whole experimentation, dropped to the error effect factor in the experimentation minimum.
(4) experimental repeatability, favorable reproducibility, the analysis result accuracy rate is high, and error is little.
Embodiment
Embodiment 1: organic acid quantitative test in certain capric acid cobalt
1. carbon number is the organic acid quantitative test of C2-C8 in the capric acid cobalt
1.1 interior mark liquid is prepared: take by weighing the 191.5mg n-butyric acie in the 25ml volumetric flask, the normal heptane constant volume.
1.2 preparation of samples: get the capric acid cobalt and fully grind, take by weighing respectively 15.2mg (without interior standard specimen), 14.2mg, 15.6mg, 15.4mg (Duplicate Samples) powdered sample is in four 10ml volumetric flasks, accurately pipette in the 500 μ l mark liquid in three Duplicate Samples with liquid-transfering gun, add again 2ml boron trifluoride-n-amyl alcohol solution, place 85 ℃ of water-baths 1h that lactonizes, add the 3mL normal heptane and firmly shake at least 15s, continuing to add the 5mL saturated nacl aqueous solution fully shakes up, standing demix is got upper solution air inlet analysis of hplc.
1.3 the result calculates
Calculate according to formula (1), result of calculation is listed in the table below:
2. the quantitative test of isooctyl acid and neodecanoic acid in the capric acid cobalt
2.1 standard items preparation:
A) mark liquid preparation in: take by weighing the 111.3mg lauric acid in the 25ml volumetric flask, the normal heptane constant volume.
B) titer preparation: take by weighing 49.9mg isooctyl acid, 60.6mg neodecanoic acid in the 10ml volumetric flask, the normal heptane constant volume.Pipette respectively 0.5ml, 1.0ml, 1.5ml, the above-mentioned neodecanoic acid titer of 2ml, 2.5ml in 5 10ml volumetric flasks that added mark liquid in the 1ml lauric acid, the normal heptane constant volume, after mixing, gas chromatographic analysis.
2.2 sample preparation: get the capric acid cobalt and fully grind, take by weighing respectively 16.0mg (without interior standard specimen), 16.6mg, 16.0mg, 14.1mg (Duplicate Samples) capric acid cobalt dust is in four 10mL volumetric flasks, add and mark liquid in the 1ml lauric acid in three Duplicate Samples, add respectively again 1: 1 hydrochloric acid solution 3mL, in 60 ℃ of water-baths, be heated to entirely molten, after adding 4mL normal heptane concussion extraction, be settled to 10mL with normal heptane, shake up, gas phase analysis.
2.3 Specification Curve of Increasing:
2.4 the mensuration that forms
Chromatogram at sample finds neodecanoic acid and lauric acid peak area, carries it into typical curve, calculates the quality of neodecanoic acid, calculates the massfraction (wt of isooctyl acid, neodecanoic acid according to following formula i%):
wt i % = m i × 100 m
In the formula: wt i%---the massfraction of component i in the organic acid cobalt salt, %;
M---sample mass, unit are mg.
3. know that by analysis this capric acid cobalt sample does not contain the organic acid that other carbon number is C8-C22, so the organic acid content of sample is:
Component Content %
Propionic acid 18.60
Neopentanoic acid 17.90
Neodecanoic acid 39.44
Embodiment 2: organic acid quantitative test in certain cobaltous octadecanate
1. carbon number is the organic acid quantitative test of C8-C22 in the cobaltous octadecanate
1.1 interior mark liquid is prepared: take by weighing the 103.8mg capric acid in the 25ml volumetric flask, the normal heptane constant volume.
1.2 preparation of samples: get cobaltous octadecanate and fully grind, take by weighing respectively 15.3mg (without interior standard specimen), 17.3mg, 17.8mg, 15.0mg (Duplicate Samples) powdered sample is in four 10ml volumetric flasks.Accurately pipette in the 500 μ l mark liquid in three Duplicate Samples with liquid-transfering gun.After adding boron trifluoride-methanol solution 3mL, place 75 ℃ of water-baths 1h that lactonizes, add the 5mL normal heptane and fully rock extraction, continue to add the 10ml saturated nacl aqueous solution, fully rock standing demix after, gas chromatographic analysis.
1.3 result of calculation is listed in the table below:
Figure BSA00000779913500044
Figure BSA00000779913500051
2. known by analysis not contain organic acid, isooctyl acid or the neodecanoic acid that any carbon number is C2-C8 in this cobaltous octadecanate sample, so organic acid content is in this sample:
Component Content %
Palmitic acid 31.58
Stearic acid 59.35
Embodiment 3: organic acid quantitative test in certain cobalt boracylate
1. carbon number C2-C8 organic acid quantitative test in the cobalt boracylate
1.1 interior mark liquid is prepared: take by weighing the 70.4mg n-butyric acie in the 25ml volumetric flask, the normal heptane constant volume.
1.2 preparation of samples: get cobalt boracylate and fully grind; take by weighing respectively 16.2mg (without interior standard specimen), 16.3mg, 17.3mg; 15.6mg (Duplicate Samples) powdered sample is in four 10ml volumetric flasks; accurately pipette in the 300 μ l mark liquid in three Duplicate Samples with liquid-transfering gun; add again 2ml boron trifluoride-n-amyl alcohol solution; place 85 ℃ of water-baths 1h that lactonizes; add the 3mL normal heptane and firmly shake at least 15s; continuing to add the 5mL saturated nacl aqueous solution fully shakes up; standing demix is got upper solution air inlet analysis of hplc.
1.3 the result calculates
Calculate according to formula (1), result of calculation is listed in the table below:
Figure BSA00000779913500052
2. the quantitative test of isooctyl acid, neodecanoic acid in the cobalt boracylate
2.1 standard items preparation:
A) mark liquid preparation in: take by weighing the 100.4mg lauric acid in the 25ml volumetric flask, the normal heptane constant volume.
B) titer preparation: take by weighing 69.59mg isooctyl acid, 211.2mg neodecanoic acid in the 10ml volumetric flask, the normal heptane constant volume.Pipette respectively 0.2ml, 0.5ml, 1.0ml, the above-mentioned neodecanoic acid titer of 2ml in 4 10ml volumetric flasks that added mark liquid in the 1.5ml lauric acid, the normal heptane constant volume, after mixing, gas chromatographic analysis.
2.2 sample preparation: get cobalt boracylate and fully grind; take by weighing respectively 16.0mg (without interior standard specimen), 16.5mg, 17.1mg; 18.0mg (Duplicate Samples) cobalt boracylate powder is in four 10mL volumetric flasks; add and mark liquid in the 1ml lauric acid in three Duplicate Samples, add respectively again 1: 1 hydrochloric acid solution 3mL, in 60 ℃ of water-baths, be heated to entirely molten; after adding 4mL normal heptane concussion extraction; be settled to 10mL with normal heptane, shake up, gas phase analysis.
2.3 Specification Curve of Increasing:
Figure BSA00000779913500061
2.4 the mensuration that forms
Chromatogram at sample finds neodecanoic acid and lauric acid peak area, carries it into typical curve, calculates the quality of neodecanoic acid, calculates the massfraction (wt of isooctyl acid, neodecanoic acid according to following formula i%):
wt i % = m i × 100 m
In the formula: wt i%---the massfraction of component i in the organic acid cobalt salt, %;
M---sample mass, unit are mg.
Figure BSA00000779913500071
3 know this cobalt boracylate sample organic acid that not contain any other carbon number be C8-C22 by analysis, so the organic acid content of this sample is:
Component Content %
Propionic acid 11.55
Neopentanoic acid 5.26
Isooctyl acid 27.49
Neodecanoic acid 20.02

Claims (10)

1. the analytical approach of organic acid content in the rubber wire bonding agent organic acid cobalt salt is characterized in that specifically comprising following steps:
Step 1 accurately takes by weighing 1 part of cobalt salt powder, adds the internal standard compound matter of accurate weighing, adds 10-100 part boron trifluoride-alcoholic solution or strong acid solution again, mixes;
Step 2 is reacted above-mentioned mixed solution 0.5-3.0 hour in the temperature range of regulation;
Step 3 adds normal heptane and saturated nacl aqueous solution reaction product is extracted, and extraction product is analyzed, and by the capillary column gas chromatography discrete testing, calculates organic acid content in the cobalt salt.
2. the analytical approach of organic acid content in the organic acid cobalt salt as claimed in claim 1, it is characterized in that the organic acid content of analyzing is the summation of free organic acid and organic acid anion-content in the organic acid cobalt salt, comprise straight chain/side chain, saturated/unsaturated fatty acid of C2-C22.
3. the analytical approach of organic acid content in the organic acid cobalt salt as claimed in claim 2 is characterized in that described organic acid can be one or more in acetic acid, propionic acid, butyric acid, valeric acid, neopentanoic acid, isooctyl acid, neodecanoic acid, capric acid, dodecoic acid, tetradecylic acid, palmitic acid, stearic acid, oleic acid, the linoleic acid.
4. the analytical approach of organic acid content in the organic acid cobalt salt as claimed in claim 1 is characterized in that the alcohol described in the step 1 can be that carbon number is any in the monohydroxy alcohol of C1-C8.
5. the analytical approach of organic acid content in the organic acid cobalt salt as claimed in claim 1 is characterized in that the strong acid described in the step 1 can be one or more in hydrochloric acid, sulfuric acid, the nitric acid.
6. the analytical approach of organic acid content in the organic acid cobalt salt as claimed in claim 1 is characterized in that the internal standard compound matter described in the step 1 can be that carbon number is a kind of in the organic acid of C2-C22.
7. the analytical approach of organic acid content in the organic acid cobalt salt as claimed in claim 1 is characterized in that the temperature of reaction in the described step 2 is 70～100 ℃.
8. such as the analytical approach of organic acid content in the described organic acid cobalt salt of one of claim 1～7, it is characterized in that, described organic acid is that carbon number is when being the organic acid of C2-C8, it is the organic acid of C2-C8 that internal standard compound matter is selected carbon number, and it is the monohydroxy alcohol of C3-C8 that monohydroxy alcohol is selected carbon number.
9. such as the analytical approach of organic acid content in the described organic acid cobalt salt of one of claims 1～7, it is characterized in that, described organic acid is that carbon number is when being the organic acid of C8-C22, it is the organic acid of C8-C22 that internal standard compound matter is selected carbon number, and it is the monohydroxy alcohol of C1-C8 that monohydroxy alcohol is selected carbon number.
10. such as the analytical approach of organic acid content in the described organic acid cobalt salt of one of claims 1～7, it is characterized in that, when described organic acid is in isooctyl acid or the neodecanoic acid one or both, use strong acid treatment, it is the organic acid of C6-C18 that internal standard compound matter is selected a kind of carbon number.
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CN104198639A (en) * 2014-09-09 2014-12-10 中国石油化工股份有限公司 Quantitative analysis method for micromolecular organic acids in fluid extracted from oil field
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CN109828065A (en) * 2019-03-26 2019-05-31 江阴市三良橡塑新材料有限公司 The measuring method of n-butyl propionate content in a kind of cobalt boracylate
CN110358145A (en) * 2019-07-09 2019-10-22 江阴市三良橡塑新材料有限公司 A kind of promoter for binding cobalt salt and preparation method thereof based on palmitic acid cobalt

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CN103543220A (en) * 2013-09-27 2014-01-29 中国铝业股份有限公司 Detection method of contents of oleic acid and linoleic acid in collecting agent for bauxite flotation
CN103616446A (en) * 2013-11-15 2014-03-05 北京彤程创展科技有限公司 Method for distinguishing and quantitatively analyzing fatty acid in rubber
CN103616446B (en) * 2013-11-15 2015-09-02 北京彤程创展科技有限公司 The resolution of fatty acid and quantitative analysis method in rubber
CN104198639A (en) * 2014-09-09 2014-12-10 中国石油化工股份有限公司 Quantitative analysis method for micromolecular organic acids in fluid extracted from oil field
CN105092740A (en) * 2015-09-24 2015-11-25 通标标准技术服务(上海)有限公司 Method for determining 2-ethylhexoic acid in automobile antifreezing solution
CN105092740B (en) * 2015-09-24 2017-03-22 通标标准技术服务(上海)有限公司 Method for determining 2-ethylhexoic acid in automobile antifreezing solution
CN109490439A (en) * 2018-11-21 2019-03-19 成都倍特药业有限公司 The detection method of pivalic acid in ampicillin and/or ampicillin sodium
CN109490439B (en) * 2018-11-21 2021-09-21 成都倍特药业股份有限公司 Method for detecting pivalic acid in ampicillin and/or ampicillin sodium
CN109828065A (en) * 2019-03-26 2019-05-31 江阴市三良橡塑新材料有限公司 The measuring method of n-butyl propionate content in a kind of cobalt boracylate
CN110358145A (en) * 2019-07-09 2019-10-22 江阴市三良橡塑新材料有限公司 A kind of promoter for binding cobalt salt and preparation method thereof based on palmitic acid cobalt

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