CN108279236A - A method of detection ion liquid dissolving performance - Google Patents
A method of detection ion liquid dissolving performance Download PDFInfo
- Publication number
- CN108279236A CN108279236A CN201711449170.8A CN201711449170A CN108279236A CN 108279236 A CN108279236 A CN 108279236A CN 201711449170 A CN201711449170 A CN 201711449170A CN 108279236 A CN108279236 A CN 108279236A
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- ionic liquid
- microcrystalline cellulose
- dissolving
- ion liquid
- detection ion
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- 238000000034 method Methods 0.000 title claims abstract description 24
- 239000007788 liquid Substances 0.000 title claims abstract description 23
- 238000001514 detection method Methods 0.000 title claims abstract description 18
- 239000002608 ionic liquid Substances 0.000 claims abstract description 63
- 235000019813 microcrystalline cellulose Nutrition 0.000 claims abstract description 44
- 229920000168 Microcrystalline cellulose Polymers 0.000 claims abstract description 43
- 239000008108 microcrystalline cellulose Substances 0.000 claims abstract description 41
- 229940016286 microcrystalline cellulose Drugs 0.000 claims abstract description 41
- 238000004090 dissolution Methods 0.000 claims abstract description 32
- 238000001907 polarising light microscopy Methods 0.000 claims abstract description 6
- 238000010792 warming Methods 0.000 claims abstract description 6
- 238000010438 heat treatment Methods 0.000 claims abstract description 3
- 230000003252 repetitive effect Effects 0.000 claims abstract description 3
- 150000002500 ions Chemical class 0.000 claims description 20
- 235000010980 cellulose Nutrition 0.000 claims description 11
- 229920002678 cellulose Polymers 0.000 claims description 11
- 239000001913 cellulose Substances 0.000 claims description 11
- PBIDWHVVZCGMAR-UHFFFAOYSA-N 1-methyl-3-prop-2-enyl-2h-imidazole Chemical group CN1CN(CC=C)C=C1 PBIDWHVVZCGMAR-UHFFFAOYSA-N 0.000 claims description 4
- 238000013019 agitation Methods 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- -1 1- ethyl-3-methylimidazoles acetate Chemical class 0.000 claims description 2
- HCGMDEACZUKNDY-UHFFFAOYSA-N 1-butyl-3-methyl-1,2-dihydroimidazol-1-ium;acetate Chemical compound CC(O)=O.CCCCN1CN(C)C=C1 HCGMDEACZUKNDY-UHFFFAOYSA-N 0.000 claims description 2
- IBZJNLWLRUHZIX-UHFFFAOYSA-N 1-ethyl-3-methyl-2h-imidazole Chemical class CCN1CN(C)C=C1 IBZJNLWLRUHZIX-UHFFFAOYSA-N 0.000 claims description 2
- 150000001449 anionic compounds Chemical class 0.000 claims description 2
- 229910001412 inorganic anion Inorganic materials 0.000 claims description 2
- 150000002891 organic anions Chemical class 0.000 claims description 2
- 150000002892 organic cations Chemical class 0.000 claims description 2
- HGGLDADJQQPKKC-UHFFFAOYSA-N 2-butyl-1-methylimidazole Chemical compound CCCCC1=NC=CN1C HGGLDADJQQPKKC-UHFFFAOYSA-N 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 abstract description 7
- 238000003786 synthesis reaction Methods 0.000 abstract description 7
- 238000005303 weighing Methods 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 description 10
- 239000004627 regenerated cellulose Substances 0.000 description 8
- 238000003756 stirring Methods 0.000 description 6
- 238000004064 recycling Methods 0.000 description 5
- 229920000875 Dissolving pulp Polymers 0.000 description 4
- 238000009835 boiling Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 229920000742 Cotton Polymers 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000003912 environmental pollution Methods 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 230000006641 stabilisation Effects 0.000 description 2
- 238000011105 stabilization Methods 0.000 description 2
- KAIPKTYOBMEXRR-UHFFFAOYSA-N 1-butyl-3-methyl-2h-imidazole Chemical compound CCCCN1CN(C)C=C1 KAIPKTYOBMEXRR-UHFFFAOYSA-N 0.000 description 1
- IQQRAVYLUAZUGX-UHFFFAOYSA-N 1-butyl-3-methylimidazolium Chemical compound CCCCN1C=C[N+](C)=C1 IQQRAVYLUAZUGX-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229920001131 Pulp (paper) Polymers 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
Classifications
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/84—Systems specially adapted for particular applications
Landscapes
- Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Immunology (AREA)
- Pathology (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Abstract
The invention discloses a kind of methods of detection ion liquid dissolving performance, include the following steps：(1) take appropriate ionic liquid in container, ionic liquid is warming up to set temperature by closed, agitating and heating；(2) appropriate microcrystalline cellulose is weighed；(3) microcrystalline cellulose for weighing step (2) is added in the ionic liquid of step (1), and starts timing；(4) it is periodically sampled out of container, in the dissolving situation of polarized light microscopy microscopic observation microcrystalline cellulose, repeatedly, until when not observing undissolved microcrystalline cellulose under petrographic microscope, by last time sample time, the dissolution time as the ionic liquid；(5) several times by step (1) (4) repetitive operation, take dissolution time of the dissolution time average value as this batch of ionic liquid several times, for characterizing the solubility property of this batch of ionic liquid, relatively accurate judgement can be carried out to the solubility property of the ionic liquid of different synthesis batches or recovered frequency.
Description
Technical field
The present invention relates to a kind of methods of detection ion liquid dissolving performance.
Background technology
As increasingly sharpening for global problem of environmental pollution is drastically exhausted with petroleum-based energy, natural resources to sustainable development
The threat of exhibition and the raising of Public environmental attitude, material of regenerated cellulose are increasingly taken seriously, regenerated cellulose film application
It has a extensive future.And that there are techniques is cumbersome, energy consumption is big and environmental pollution especially severe for traditional viscose process production regenerated cellulose film
The problem of.Ionic liquid is a kind of generally acknowledged at present green solvent, and there is good dissolubility energy, performance to stablize, can be effective
Dissolving cellulose prepare regenerated cellulose film, and ionic liquid can recycle use repeatedly, and production process has without using any
Malicious chemical substance, post processing cost is low, environmentally friendly.The method of cellulose membrane is prepared with technique letter by solvent of ionic liquid
The trend that the characteristics of list, green non-pollution will produce as regenerated cellulose film future.
In actual production, be the stability for ensureing ion liquid dissolving technique, reduce technological fluctuation to product quality and
The influence of production cost needs to develop a kind of easy intuitive method to detect the new conjunction of the ionic liquid and different batches of recycling
At the solubility property of ionic liquid, judge that they whether there is larger difference to the solvability of cellulose, to make in time
Adjustment allotment, to ensure the stabilization of production.
Invention content
The present invention provide it is a kind of detection ion liquid dissolving performance method, to it is different synthesis batches and recovered frequency from
The solubility property of sub- liquid carries out relatively accurate judgement.
To achieve the above object, the present invention uses following technical scheme：
A method of detection ion liquid dissolving performance includes the following steps：
(1) take appropriate ionic liquid to be measured in container, ionic liquid is warming up to set temperature by closed, agitating and heating；
(2) appropriate microcrystalline cellulose is accurately weighed according to the certain mass ratio of ionic liquid；
(3) after ionic liquid temperature reaches sets requirement and stablizes, the microcrystalline cellulose that step (2) weighs is added and opens
Beginning timing；
(4) it is periodically sampled out of container, in the dissolving situation (microcrystalline cellulose of polarized light microscopy microscopic observation microcrystalline cellulose
Black field is presented after being completely dissolved under petrographic microscope, occurs with the bright spot of different number when not being completely dissolved), repeatedly,
Until undissolved microcrystalline cellulose is not observed under petrographic microscope, by last time sample time, as the ionic liquid
The dissolution time of body；
(5) several times by step (1)-(4) repetitive operation, take several times dissolution time average value as this batch of ionic liquid
Dissolution time.
Preferably, the ionic liquid be formed by with organic or inorganic anion by organic cation, fusing point is less than
100 DEG C, organic fuse salt that cellulose can be dissolved；
Preferably, the ionic liquid be 1- allyl -3- methylimidazole villaumites, 1- ethyl-3-methylimidazoles acetate,
It is any one in 1- ethyl-3-methylimidazoles villaumite, 1- butyl -3- methylimidazole villaumites, 1- butyl -3- methylimidazole acetate
Kind.
Preferably, the agitating mode in the step (1) uses magnetic agitation or mechanical agitation mode, is conducive to crystallite fibre
Dispersion and dissolving of the dimension element in ionic liquid.
Preferably, the set temperature of step (1) the intermediate ion liquid is 70-90 DEG C.In this temperature range, ionic liquid
Moderate viscosity, be conducive to the dispersion of microcrystalline cellulose；And ionic liquid is moderate to the dissolution time of cellulose, be unlikely to because
It is long for dissolution time, the efficiency of the application method is reduced, will not be too short because of dissolution time, lead to different solubility properties
Ionic liquid dissolution time difference it is little, influence the accuracy judged its solubility property.
Preferably, the mass ratio of microcrystalline cellulose and ionic liquid is 0.5-2.0 in the step (2)：99.5-98.
Microcrystalline cellulose cellulose content is less than this range, can reduce the content of undissolved cellulose, influence the observation of petrographic microscope and to molten
The accuracy that solution degree judges；Microcrystalline cellulose cellulose content is higher than this range, can reduce microcrystalline cellulose and disperse in ionic liquid
Uniformity, and microcrystalline cellulose is completely dissolved the time lengthening of needs, influences the efficiency of the application method and to dissolving journey
Spend the accuracy judged.
Preferably, average dissolution time is that the ionic liquid of 13-15min can be used for producing and using in the step (5).
Microcrystalline cellulose of the present invention is commercial product, is conveniently easy to get, in the present invention as the modelling of cellulose
Close the solubility property that object is used to detect ionic liquid.The characteristics of microcrystalline cellulose is crystallinity height, undissolved microcrystalline cellulose first
Element has apparent bright spot under petrographic microscope, therefore is conducive to judge whether it dissolves by petrographic microscope；Secondly, micro-
Crystalline cellulose is the powder of low polymerization degree, is on the one hand conducive to evenly dispersed in the higher ionic liquid of viscosity, keeps crystallite fine
Dimension element comes into full contact with ionic liquid, the repeatability that the dissolution time measured has had, on the other hand, the microcrystalline cellulose of low polymer
It is known as faster rate of dissolution, the detection efficiency of ion liquid dissolving performance can be improved.
The present invention advantageous effects be：This method is simple, takes short, the judgement ocular and clear of dissolved state, dissolving
The repeatability that the determination of time has had, with dissolution time to the dissolubility of the ionic liquid of different synthesis batches and recovered frequency
The judgement of energy is comparable, therefore the solubility property of ionic liquid is characterized by dissolution time, be may be conveniently used and is sentenced
Whether the solubility property of the ionic liquid of disconnected different synthesis batches or recovered frequency meets the requirement of production and application, to make in time
Go out adjustment allotment, to ensure the stabilization of production technology.
Description of the drawings
The following drawings only does schematic illustration and explanation to the present invention, not delimit the scope of the invention.
Fig. 1 is the microscopic pattern figure of microcrystalline cellulose course of dissolution in recycling ionic liquid of the embodiment of the present invention 1；
Fig. 2 is the microscopic pattern figure of microcrystalline cellulose course of dissolution in newly synthesis ionic liquid of the embodiment of the present invention 2；
Fig. 3 is the microscopic pattern figure of microcrystalline cellulose course of dissolution in recycling ionic liquid of the embodiment of the present invention 3.
Specific implementation mode
The present invention is further explained in the light of specific embodiments.
Embodiment 1
A method of detection ion liquid dissolving performance includes the following steps：
(1) the recycling ionic liquid 1- allyl -3- methylimidazole chlorine of 50.0g is added in the boiling flask equipped with magneton
Salt (water content 0.15%), it is closed to be placed in magnetic stir plate, and ionic liquid is warming up to 80 DEG C；
(2) 0.75g microcrystalline celluloses accurately are weighed；
(3) after ionic liquid temperature reaches sets requirement and stablizes, the microcrystalline cellulose weighed in advance is uniformly launched
Enter in flask, be kept stirring, and starts timing；
(4) it is periodically sampled out of flask, in the dissolving situation (microcrystalline cellulose of polarized light microscopy microscopic observation microcrystalline cellulose
Black field is presented after being completely dissolved under petrographic microscope, is not completely dissolved the bright spot appearance with different number, as shown in Figure 1), such as
This repeatedly, until when not observing undissolved microcrystalline cellulose under petrographic microscope, by last time sample time 15min
Dissolution time as the ionic liquid；
(5) step (1)-(4) are repeated 3 times, take three times dissolution time average value 15min as this batch recycle ionic liquid
Dissolution time.
The batch ion liquid is used for actual production, regenerated cellulose film is prepared for dissolving cellulose wood pulp, is tied
Fruit is as shown in the table：
Embodiment 2
A method of detection ion liquid dissolving performance includes the following steps：
(1) the new synthesis ionic liquid 1-butyl-3-methyl imidazolium vinegar of 50.0g is added in the boiling flask equipped with magneton
Hydrochlorate (water content 0.27%), it is closed to be placed in magnetic stir plate, and ionic liquid is warming up to 70 DEG C；
(2) 1.0g microcrystalline celluloses accurately are weighed；
(3) after ionic liquid temperature reaches sets requirement and stablizes, the microcrystalline cellulose weighed in advance is uniformly thrown
It is put into flask, is kept stirring, and start timing；
(4) it is periodically sampled out of flask, in the dissolving situation (microcrystalline cellulose of polarized light microscopy microscopic observation microcrystalline cellulose
Black field is presented after being completely dissolved under petrographic microscope, is not completely dissolved the bright spot appearance with different number, as shown in Figure 2), such as
This repeatedly, until when not observing undissolved microcrystalline cellulose under petrographic microscope, by last time sample time 13min
Dissolution time as the ionic liquid；
(5) step (1)-(4) are repeated 3 times, take the new synthesis ionic liquid of dissolution time average value 13min conducts this batch three times
The dissolution time of body.
The batch ion liquid is used for actual production, prepares regenerated cellulose film for dissolving cellulose cotton pulp, as a result
As shown in the table：
Compared with Example 1, detection method of the invention can quantify the dissolution time for distinguishing different ionic liquid, pass through
Adjust dissolution process, the quality of stability contorting cellulose membrane.
Embodiment 3
A method of detection ion liquid dissolving performance includes the following steps：
(1) the recycling ionic liquid 1- allyl -3- methylimidazole chlorine of 50.0g is added in the boiling flask equipped with magneton
Salt (water content 1.2%), it is closed to be placed in magnetic stir plate, and ionic liquid is warming up to 90 DEG C；
(2) 0.75g microcrystalline celluloses accurately are weighed；
(3) after ionic liquid temperature reaches sets requirement and stablizes, the microcrystalline cellulose weighed in advance is uniformly thrown
It is put into flask, is kept stirring, and start timing；
(4) it is periodically sampled out of flask, in the dissolving situation (microcrystalline cellulose of polarized light microscopy microscopic observation microcrystalline cellulose
Black field is presented after being completely dissolved under petrographic microscope, is not completely dissolved the bright spot appearance with different number, as shown in Figure 3), such as
This repeatedly, until when not observing undissolved microcrystalline cellulose under petrographic microscope, by last time sample time 18min
Dissolution time as the ionic liquid；
(5) step (1)-(4) are repeated 3 times, take three times dissolution time average value 18min as this batch recycle ionic liquid
Dissolution time.
The batch ion liquid is used for actual production, prepares regenerated cellulose film for dissolving cellulose cotton pulp, as a result
As shown in the table：
Compared with embodiment 1,2, detection method of the invention can quantify the dissolution time for distinguishing different ionic liquid, and
Judge solubility property of the ionic liquid to cellulose.
The foregoing is merely illustrative of the preferred embodiments of the present invention, is not intended to limit the invention, all skills in the present invention
On the basis of art scheme, the various modifications or variations that can be made by those skilled in the art with little creative work still exists
In protection scope of the present invention.
Claims (6)
1. a kind of method of detection ion liquid dissolving performance, which is characterized in that include the following steps：
(1) take appropriate ionic liquid to be measured in container, ionic liquid is warming up to set temperature by closed, agitating and heating；
(2) appropriate microcrystalline cellulose is accurately weighed according to the certain mass ratio of ionic liquid；
(3) after ionic liquid temperature reaches sets requirement and stablizes, the microcrystalline cellulose that step (2) weighs is added, and start
Timing；
(4) it is periodically sampled out of container, in the dissolving situation of polarized light microscopy microscopic observation microcrystalline cellulose, (microcrystalline cellulose is complete
Black field is presented after dissolving under petrographic microscope, occurs with the bright spot of different number when not being completely dissolved), repeatedly, until
Undissolved microcrystalline cellulose is not observed under petrographic microscope, by last time sample time, as the ionic liquid
Dissolution time；
(5) several times by step (1)-(4) repetitive operation, take dissolution time average value several times as the molten of this batch of ionic liquid
Solve the time.
2. a kind of method of detection ion liquid dissolving performance according to claim 1, which is characterized in that the ionic liquid
Body be formed by with organic or inorganic anion by organic cation, fusing point less than 100 DEG C, having for cellulose can be dissolved
Machine fuse salt.
3. a kind of method of detection ion liquid dissolving performance according to claim 2, which is characterized in that the ionic liquid
Body is 1- allyl -3- methylimidazole villaumites, 1- ethyl-3-methylimidazoles acetate, 1- ethyl-3-methylimidazoles villaumite, 1-
Any one in butyl -3- methylimidazole villaumites, 1- butyl -3- methylimidazole acetate.
4. a kind of method of detection ion liquid dissolving performance according to claim 1, which is characterized in that the step
(1) agitating mode in uses magnetic agitation or mechanical agitation mode.
5. a kind of method of detection ion liquid dissolving performance according to claim 1, which is characterized in that the step
(1) set temperature of intermediate ion liquid is 70-90 DEG C.
6. a kind of method of detection ion liquid dissolving performance according to claim 1, which is characterized in that the step
(2) mass ratio of microcrystalline cellulose and ionic liquid is 0.5-2.0 in：99.5-98.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711449170.8A CN108279236A (en) | 2017-12-27 | 2017-12-27 | A method of detection ion liquid dissolving performance |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711449170.8A CN108279236A (en) | 2017-12-27 | 2017-12-27 | A method of detection ion liquid dissolving performance |
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| Publication Number | Publication Date |
|---|---|
| CN108279236A true CN108279236A (en) | 2018-07-13 |
Family
ID=62802334
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|---|---|---|---|
| CN201711449170.8A Pending CN108279236A (en) | 2017-12-27 | 2017-12-27 | A method of detection ion liquid dissolving performance |
Country Status (1)
| Country | Link |
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| CN (1) | CN108279236A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112098408A (en) * | 2020-09-14 | 2020-12-18 | 湖北亿纬动力有限公司 | Detection method for sodium carboxymethylcellulose dissolution effect, application of detection method and lithium ion battery |
| CN113155829A (en) * | 2021-03-25 | 2021-07-23 | 杭州融凯盛科技有限公司 | Method for detecting dissolution rates of cellulose fibers and methylmorpholine oxide |
| CN114200037A (en) * | 2021-11-11 | 2022-03-18 | 山东中科恒联生物基材料有限公司 | Method for detecting purity of ionic liquid in preparation of regenerated cellulose material |
-
2017
- 2017-12-27 CN CN201711449170.8A patent/CN108279236A/en active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112098408A (en) * | 2020-09-14 | 2020-12-18 | 湖北亿纬动力有限公司 | Detection method for sodium carboxymethylcellulose dissolution effect, application of detection method and lithium ion battery |
| CN112098408B (en) * | 2020-09-14 | 2022-12-09 | 湖北亿纬动力有限公司 | Detection method for sodium carboxymethylcellulose dissolution effect and application |
| CN113155829A (en) * | 2021-03-25 | 2021-07-23 | 杭州融凯盛科技有限公司 | Method for detecting dissolution rates of cellulose fibers and methylmorpholine oxide |
| CN114200037A (en) * | 2021-11-11 | 2022-03-18 | 山东中科恒联生物基材料有限公司 | Method for detecting purity of ionic liquid in preparation of regenerated cellulose material |
| CN114200037B (en) * | 2021-11-11 | 2024-04-05 | 山东中科恒联生物基材料有限公司 | Method for detecting purity of ionic liquid in preparation of regenerated cellulose material |
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Application publication date: 20180713 |