CN101880411A - Method for preparing functionalized regenerated cellulose membranes by using bagasse celluloses - Google Patents
Method for preparing functionalized regenerated cellulose membranes by using bagasse celluloses Download PDFInfo
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Abstract
The invention relates to a method for preparing functionalized regenerated cellulose membranes by using bagasse celluloses, comprising the following steps of: a using the bagasse celluloses as raw materials; b mixing the bagasse celluloses with ionic liquid capable of dissolving the celluloses, and then heating and stirring to obtain cellulose-containing ionic liquid solutions; c uniformly laying the obtained solutions in a washing tank, drying and then soaking and washing by using deionized water to obtain cellulose gels; d plastifying the obtained cellulose gels in plasticizers; e air drying the plastified bagasse cellulose regenerated membranes and placing in a vacuum drying tank for drying to finally obtain semitransparent bagasse cellulose regenerated membranes; and f coating some surface modifiers on the surfaces of the regenerated membranes to prepare the bagasse cellulose regenerated membranes with specific functions. In the invention, since the ionic liquid is used as a dissolving medium of the bagasse celluloses and any catalysts does need to be added in the reaction process, the method has simple process, and the prepared bagasse cellulose regenerated membranes have the advantages of compact structure, higher tensile strength, better heat stability and no pollution and can be used as mulching membranes or osmotic membranes.
Description
Technical field
The present invention relates to the method that a kind of plant cellulose prepares renewable raw materials, particularly with the plain method for preparing the functionalization regeneration membrane of bagasse fibre.
Background technology
Sugarcane is the plant that is used to produce sucrose, and bagasse is a sugarcane through extracting the residue after the sucrose, and bagasse is lark to light green, and it is very strong not only the containing stiff fibre but also contain the mixture of soft parenchyma (sugarcane marrow) of a kind of water absorbability.Concentrate in the bagasse source, and output is big, is inexhaustible, nexhaustible renewable resources.The whole world will produce 5.4 * 10 every year
6The bagasse of ton.China is the third place in the world cane planting big country that is only second to Brazil and India, and China has a plurality of provinces to grow cane, and Guangxi has become the product sugar district of China's maximum at present.2004-2005 press for extracting juice season sugarcane yield reaches 4,180 ten thousand tons, and 531.6 ten thousand tons of candy outputs account for 58% of national output, produces per year and removes about 4,000,000 tons of marrow over dry bagasse.The Mierocrystalline cellulose that contains 30-50% in the bagasse, Mierocrystalline cellulose be by the cellobiose repeating unit by β-1, the linear polymer that the 4-D-glycosidic link is formed by connecting transforms natural cellulose and obtains the focus that alcohol equal energy source or chemical become current research day by day.
With Mierocrystalline cellulose in solvent, dissolve regeneration after, promptly can be used for producing regenerated cellulose film or fiber.Yet, because the hydrogen bond network structure of Mierocrystalline cellulose complexity and higher degree of crystallinity make also to be difficult to its neither fusion dissolve that in ordinary organic solvents this has largely limited cellulosic application.At present, found the plain solvent of some fibre and be used for cellulosic regeneration research both at home and abroad.For example: copper ammon solution, NaOH/ urea mixed solution and NMMO solution equal solvent.Pollution is big, flow process is complicated, cost is high, solvent is difficult for shortcomings such as recovery but these solvents have.Therefore, the cellosolve of development of new remains the focus of Mierocrystalline cellulose scientific domain.
In recent years, it is found that ionic liquid is the plain modification medium of a class fiber with excellent, it has, and solvability is good, non-volatile, chemically stable, easily the character that meets the green solvent notion such as reclaim.Publication number be CN02147004.9 patent disclosure 1-allyl group-3-methyl chloride imidazole salts (AmimCl) ionic liquid, this ionic liquid can dissolving cellulos, forms cellulose solution.Yet a kind of bagasse fibre element prepares the functionalization regenerated cellulose film in the AmimCl ionic liquid method yet there are no open.Therefore, the purpose of this invention is to provide a kind of bagasse cellulose and dissolve the method that regeneration prepares the functionalization regeneration membrane in novel dissolvent, can make the cellulose regenerated film with some specific function, in addition, this film can be used as the potential Biodegradable films.Importantly, this production technique can realize the higher value application of inferior bagasse.
Summary of the invention
The purpose of this invention is to provide and a kind ofly prepare the method for functionalization regenerated cellulose film by bagasse cellulose, can realize the higher value application of inferior bagasse, this method may further comprise the steps:
A. be experimental raw with the bagasse fibre element;
B. bagasse cellulose is mixed with ionic liquid that can dissolving cellulos, heated and stirred obtains containing cellulosic ionic liquid solution;
C. the solution that obtains evenly is layered in the rinse bath, exhaust in the vacuum drying oven is left standstill after the taking-up, with deionized water washing by soaking repeatedly, obtains cellulose gel;
D. with the cellulose gel plasticising in softening agent that obtains;
E. the bagasse cellulose regeneration membrane after the plasticising is placed on the clean sheet glass, air-dry in the stink cupboard.Evenly press from both sides lid with two sheet glass sheets, and insert drying in the vacuum drying oven, finally obtain translucent bagasse cellulose regeneration membrane;
F. with applying some surface-modifying agent on the regeneration membrane surface, can make bagasse cellulose regeneration membrane with specific function.
Preferably, step a comprises that with raw material be that 36% nitric acid and mass concentration are boiling reflux among the 1-2%NaOH in mass concentration successively, bleaches again, and bleaching temperature is 75～80 ℃, through obtaining bagasse cellulose behind washing and 50-80 ℃ of vacuum drying.
Preferably, step b comprise with Mierocrystalline cellulose 40-140 ℃ with ionic liquid mixing that can dissolving cellulos 1-12 hour, obtain containing cellulosic ionic liquid solution, the cellulosic ionic liquid solution mass concentration that contains that obtains is 1-30%.
Preferably, ion liquid positively charged ion that can dissolving cellulos has following formula (I) structure
Wherein R1 is C
1-C
20Alkyl or alkenyl.Described negatively charged ion is halogen or other groups, for example NO
-, SO
2-
More preferably, described imidazoles halogen is the imidazoles villaumite, the C of described imidazoles
1-C
6Carboxylate salt is an imidazoles acetate.
Preferably, in described step c, described deionized water and ion liquid volume ratio are 3: 1-10: 1.
Preferably: wherein used softening agent is a phthalate in the steps d, aliphatic dibasic acid ester, citric acid ester type, polyalcohols and derivatives class thereof, phosphoric acid ester, epoxy plasticizer class, one or both of copolymer analog and above mixture.
Preferably, the plasticizer consumption described in the steps d is 1%-50% (weight percentage), and the plasticising time is 1-12h.
Preferably, the air-dry time is 0.5-3 hour in the stink cupboard, and be 0.2-1 hour described warm up time, and described vacuum-drying temperature is 50-80 ℃, and the vacuum-drying time is 12-25 hour.
Preferably, wherein the properties-correcting agent in the cellulose membrane surface-coated described in the step f comprises: urethane-vinylbenzene multiple copolymer, one or both of the ageing-resistant system of Shed Film of Polyolefin and above mixture.
The present invention relates to inferior bagasse is raw material, is equal phased soln regenerating medium with ionic liquid, carries out a kind of method of bagasse cellulose functionalization regeneration research.The present invention compares following remarkable difference with existing dissolving renovation process: the used plant cellulose raw material of (1) the inventive method is the waste bagasse in sugar refinery, thereby raw material sources are extensive, and greatly reduces the cost of raw material; (2) the present invention carries out cellulosic dissolving regeneration one step, does not need the activation of raw material, need not add catalyzer, has saved reaction cost; (3) can control the refreshing intensity of drawing of regeneration membrane effectively in the reaction process, thereby can control the intensive property of products obtained therefrom, help enlarging its range of application; (4) the present invention can make simultaneously and not only have higher tensile property, the regenerated cellulose film that also has some specific function.
Embodiment
Below be used to further specify the method that the present invention describes by concrete embodiment, but do not limit the present invention.
Embodiment 1
Take by weighing the about 0.80g of self-control bagasse cellulose, ionic liquid 1-allyl group-3-Methylimidazole villaumite (AmimCl) 19.24g is put into the 50ml round-bottomed flask, and oil bath is heated to 80 ℃, and the sealing intense mechanical stirred 4 hours, obtained the cellulose solution of clear.Solution evenly is layered in the glass guide channel, and exhaust is 12 hours in the vacuum drying oven, takes out the back desktop and leaves standstill 1 hour, carefully pours distilled water again into and soaks repeatedly; The bagasse cellulose regeneration membrane is placed on the clean sheet glass, dries up 1.5 hours in the stink cupboard; Evenly press from both sides lid with two sheet glass sheets, and inserted in the air dry oven preheating 30 minutes, put it into 60 ℃ of dry 24h in the vacuum drying oven again, finally obtain translucent bagasse cellulose regeneration membrane.Remove deionized water in the washings to realize ion liquid recovery by rotary evaporation simultaneously.It is as follows that it detects data:
Embodiment 2
Take by weighing the about 0.80g of self-control bagasse cellulose, ionic liquid 1-allyl group-3-Methylimidazole villaumite (AmimCl) 19.25g is put into the 50ml round-bottomed flask, and oil bath is heated to 60 ℃, and the sealing intense mechanical stirred 10 hours, obtained the cellulose solution of clear.Solution evenly is layered in the glass guide channel, and exhaust is 10 hours in the vacuum drying oven, takes out the back desktop and leaves standstill 1 hour; Carefully pour distilled water again into and soak film repeatedly, be transparent until film; The bagasse cellulose regeneration membrane is placed on the clean sheet glass, evenly presss from both sides lid, and inserted in the air dry oven preheating 30 minutes, put it in the vacuum drying oven 60 ℃ of dryings again 24 hours, finally obtain translucent bagasse cellulose regeneration membrane with two sheet glass sheets.Remove deionized water in the washings to realize ion liquid recovery by rotary evaporation simultaneously.It is as follows that it detects data:
Embodiment 3
Take by weighing the about 0.80g of self-control bagasse cellulose, ionic liquid 1-butyl-3-Methylimidazole villaumite (BmimCl) 19.27g is put into the 50ml round-bottomed flask, and oil bath is heated to 80 ℃, and the sealing intense mechanical stirred 8 hours, obtained the cellulose solution of clear.Solution evenly is layered in the glass guide channel, and exhaust is 12 hours in the vacuum drying oven, carefully pours distilled water again into and soaks film repeatedly, is transparent until film; The bagasse cellulose regeneration membrane is placed on the clean sheet glass, dries up 1.5 hours in the stink cupboard; Evenly press from both sides lid with two sheet glass sheets, and inserted in the air dry oven preheating 10 minutes, put it into 60 ℃ of dry 48h in the vacuum drying oven again, finally obtain translucent bagasse cellulose regeneration membrane.Remove deionized water in the washings to realize ion liquid recovery by rotary evaporation simultaneously.It is as follows that it detects data:
Embodiment 4
Take by weighing the about 0.80g of self-control bagasse cellulose, ionic liquid 1-ethyl-3-Methylimidazole acetate (EMIMAc) 19.27g is put into the 50ml round-bottomed flask, and oil bath is heated to 100 ℃, and the sealing intense mechanical stirred 4 hours, obtained the cellulose solution of clear.Solution evenly is layered in the glass guide channel, and exhaust is 12 hours in the vacuum drying oven, takes out the back desktop and leaves standstill 1 hour, guarantees that thicknesses of layers is even, makes solution be cooled to room temperature simultaneously; Carefully pour distilled water again into and soak film repeatedly, be transparent until film; The bagasse cellulose regeneration membrane is placed on the clean sheet glass, dries up 1.5 hours in the stink cupboard; Evenly press from both sides lid with two sheet glass sheets, and inserted in the air dry oven preheating 30 minutes, put it into 60 ℃ of dry 24h in the vacuum drying oven again, finally obtain translucent bagasse cellulose regeneration membrane.Remove deionized water in the washings to realize ion liquid recovery by rotary evaporation simultaneously.It is as follows that it detects data:
Embodiment 5
Take by weighing the about 0.80g of self-control bagasse cellulose, ionic liquid 1-allyl group-3-Methylimidazole villaumite (AmimCl) 19.22g is put into the 50ml round-bottomed flask, and oil bath is heated to 100 ℃, and the sealing intense mechanical stirred 4 hours.Solution evenly is layered in the glass guide channel, and exhaust is 12 hours in the vacuum drying oven, takes out the back desktop and leaves standstill 1 hour, carefully pours distilled water again into and soaks film repeatedly, is transparent until film; The bagasse cellulose regeneration membrane is immersed in 2h in the plasticising bath that contains 5% (mass concentration) dioctyl sebacate and 19% dioctyl phthalate (DOP).Regeneration membrane after the plasticising is placed on the clean sheet glass, is placed on the clean sheet glass, dry up 3 hours in the stink cupboard; Evenly press from both sides lid with two sheet glass sheets, and put it into 70 ℃ of dry 10h in the vacuum drying oven, finally obtain translucent bagasse cellulose regeneration membrane with toughness reinforcing performance.Remove deionized water in the washings to realize ion liquid recovery by rotary evaporation simultaneously.It is as follows that it detects data:
Embodiment 6
Take by weighing the about 1.5g of self-control bagasse cellulose, ionic liquid 1-allyl group-3-Methylimidazole villaumite (AmimCl) 35.66g, put into the 100ml round-bottomed flask, oil bath is heated to 80 ℃, the sealing intense mechanical stirred 4 hours, the cellulose solution of the clear that obtains is layered in the glass guide channel, hollow exhaust 10 hours, carefully soak film repeatedly after the taking-up with distilled water, the bagasse cellulose gel of regenerating is put into and contained 10% (mass concentration) glycerine, carry out plastification in the plasticising groove of 7% (mass concentration) dibutyl phthalate.Regeneration membrane after the plasticising immersed contain in the groove of weedicide, film is placed on the clean sheet glass, and evenly presss from both sides lid, and inserted in the air dry oven preheating 30 minutes, put it in the vacuum drying oven 60 ℃ of dryings again 24 hours with two sheet glass sheets.
Remove deionized water in the washings to realize ion liquid recovery by rotary evaporation simultaneously.It is as follows that it detects data:
Embodiment 7
Take by weighing the about 0.80g of self-control bagasse cellulose, ionic liquid 1-allyl group-3-Methylimidazole villaumite (AmimCl) 19.23g is put into the 50ml round-bottomed flask, and oil bath is heated to 100 ℃, and the sealing intense mechanical stirred 4 hours, obtained the cellulose solution of clear.Solution evenly is layered in the glass guide channel, and exhaust is 12 hours in the vacuum drying oven, takes out the back desktop and leaves standstill 1 hour, guarantees that thicknesses of layers is even, makes solution be cooled to room temperature simultaneously; Carefully pour distilled water again into and soak film repeatedly, be transparent until film; The bagasse cellulose regeneration membrane is immersed in 2h in the plasticising bath that contains 5% (mass concentration) glycerine and 9% ethylene glycol.Regeneration membrane after the plasticising is placed on the clean sheet glass, dries up 1.5 hours in the stink cupboard; Evenly press from both sides lid with two sheet glass sheets, and insert dry 24h in 90 ℃ of air dry ovens, coat the bagasse cellulose regeneration membrane that urethane/chitosan can obtain having water-proof function on the regeneration membrane surface.Remove deionized water in the washings to realize ion liquid recovery by rotary evaporation simultaneously.It is as follows that it detects data:
Embodiment 8
Take by weighing the about 0.80g of self-control bagasse cellulose, ionic liquid 1-allyl group-3-Methylimidazole villaumite (AmimCl) 19.23g is put into the 50ml round-bottomed flask, and oil bath is heated to 100 ℃, and the sealing intense mechanical stirred 4 hours, obtained the cellulose solution of clear.Solution evenly is layered in the glass guide channel, and exhaust is 12 hours in the vacuum drying oven, takes out the back desktop and leaves standstill 1 hour, guarantees that thicknesses of layers is even, makes solution be cooled to room temperature simultaneously; Carefully pour distilled water again into and soak film repeatedly, be transparent until film; With the bagasse cellulose regeneration membrane be immersed in the plasticising that contains 5% (mass concentration) diisodecyl adipate and 9% ethylene glycol bathe in plasticising 2 hours.Again film is placed on the clean sheet glass, dries up 1.5 hours in the stink cupboard; Evenly press from both sides lid with two sheet glass sheets, and inserted in 90 ℃ of air dry ovens dry 24 hours, can obtain having the bagasse cellulose regeneration membrane of water-proof function.Remove deionized water in the washings to realize ion liquid recovery by rotary evaporation simultaneously.It is as follows that it detects data:
Embodiment 9
Take by weighing the about 0.80g of bagasse cellulose, the ionic liquid 1-allyl group that reclaims among the above embodiment-3-Methylimidazole villaumite (AmimCl) 19.22g is put into the 50ml round-bottomed flask, oil bath is heated to 80 ℃, sealing, intense mechanical stirs 4h, obtains the cellulose solution of clear.Solution evenly is layered in the glass guide channel, and exhaust is 12 hours in the vacuum drying oven, takes out the back desktop and leaves standstill 1 hour, guarantees that thicknesses of layers is even, makes solution be cooled to room temperature simultaneously.Carefully pour distilled water again into and soak film repeatedly, be transparent until film; The bagasse cellulose regeneration membrane is placed on the clean sheet glass, dries up 1.5 hours in the stink cupboard; Evenly press from both sides lid with two sheet glass sheets, and inserted in the air dry oven preheating 30 minutes, put it in the vacuum drying oven 60 ℃ of dryings again 24 hours, finally obtain translucent bagasse cellulose regeneration membrane.Remove deionized water in the washings to realize ion liquid recovery by rotary evaporation simultaneously.It is as follows that it detects data:
The foregoing description is a preferred implementation of the present invention; but embodiments of the present invention are not restricted to the described embodiments; other any do not deviate from change, the modification done under spirit of the present invention and the principle, substitutes, combination; all should be the substitute mode of equivalence, be included within the protection domain of patent of the present invention.
Claims (10)
1. one kind prepares the method for functionalization regenerated cellulose film by bagasse cellulose, and it is characterized in that: this method may further comprise the steps:
A. be raw material with the bagasse fibre element;
B. bagasse cellulose is mixed with ionic liquid that can dissolving cellulos, heated and stirred obtains containing cellulosic ionic liquid solution;
C. the solution that obtains evenly is layered in the rinse bath, exhaust in the vacuum drying oven is left standstill after the taking-up, with deionized water washing by soaking repeatedly, obtains cellulose gel;
D. with the cellulose gel plasticising in softening agent that obtains;
E. the bagasse cellulose regeneration membrane after the plasticising is air-dry, and insert drying in the vacuum drying oven, finally obtain translucent bagasse cellulose regeneration membrane;
F. with applying some surface-modifying agent on the regeneration membrane surface, can make bagasse cellulose regeneration membrane with specific function.
2. according to claim 1ly prepare the method for functionalization regenerated cellulose film with bagasse cellulose, it is characterized in that: wherein the preparation method of the described bagasse cellulose of step a is: with the bagasse washing and drying, successively at the HNO of 4-5wt%
3With carry out boiling reflux in the NaOH aqueous solution of 1-2wt% and handle, use H again
2O
2Bleaching, be washed to neutrality after, 60-80 ℃ of following vacuum drying 24 hours.
3. the method for preparing the functionalization regenerated cellulose film with bagasse cellulose according to claim 1, it is characterized in that: wherein the described bagasse cellulose of step b with ionic liquid mixing time that can dissolving cellulos be 1-12 hour, mixing temperature is 40-140 ℃.
4. according to claim 1ly prepare the method for functionalization regenerated cellulose film with bagasse cellulose, wherein the described cellulosic ionic liquid solution mass concentration that contains that obtains of step b is 1-30%.
5. according to claim 1ly prepare the method for functionalization regenerated cellulose film with bagasse cellulose, it is characterized in that: wherein the described ion liquid positively charged ion that can dissolving cellulos of step b has following formula (I) structure
Wherein R1 is C
1-C
20Alkyl or alkenyl, described negatively charged ion are chlorion or acetate.
6. according to claim 1ly prepare the method for functionalization regenerated cellulose film with bagasse cellulose, it is characterized in that: wherein to finish deionized water and ion liquid volume ratio that the back adds be 3 to the described dissolving of step c: 1-10: 1.
7. the method for preparing the functionalization regenerated cellulose film with bagasse cellulose according to claim 1, it is characterized in that: wherein used softening agent is phthalate compound, aliphatic dibasic acid ester compound in the steps d, citric acid ester type compound, polyalcohols and derivatives quasi-compound thereof, phosphate compounds, epoxy plasticizer compounds, one or both of polyacrylic ester and multipolymer thereof and above mixture.
8. according to claim 1ly prepare the method for functionalization regenerated cellulose film with bagasse cellulose, it is characterized in that: wherein the softening agent weight percent consumption described in the steps d is 1%-50%, and the plasticising time is 1-12h
9. according to preparing the method for functionalization regenerated cellulose film with bagasse cellulose described in the claim 1, it is characterized in that: wherein the air-dry time is 1.5-2 hour in the stink cupboard described in the step e, be 0-1 hour warm up time, described vacuum-drying temperature is 60-70 ℃, and the vacuum-drying time is 24 hours.
10. according to preparing the method for functionalization regenerated cellulose film with bagasse cellulose described in the claim 1, it is characterized in that: wherein the properties-correcting agent in the cellulose membrane surface-coated described in the step f comprises: one or both of urethane vinylbenzene multiple copolymer, the ageing-resistant system of Shed Film of Polyolefin and more than mixture.
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