CN110331458A - A kind of preparation method of the biomass-based fiber of high intensity - Google Patents
A kind of preparation method of the biomass-based fiber of high intensity Download PDFInfo
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- CN110331458A CN110331458A CN201910744825.7A CN201910744825A CN110331458A CN 110331458 A CN110331458 A CN 110331458A CN 201910744825 A CN201910744825 A CN 201910744825A CN 110331458 A CN110331458 A CN 110331458A
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3206—Polyhydroxy compounds aliphatic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/34—Carboxylic acids; Esters thereof with monohydroxyl compounds
- C08G18/341—Dicarboxylic acids, esters of polycarboxylic acids containing two carboxylic acid groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/36—Hydroxylated esters of higher fatty acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/61—Polysiloxanes
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
- D01F6/70—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyurethanes
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Spinning Methods And Devices For Manufacturing Artificial Fibers (AREA)
- Artificial Filaments (AREA)
Abstract
The present invention relates to a kind of preparation methods of biomass-based fiber of high intensity, the biomass-based fiber of the high intensity is prepared using electrostatic spinning mode, using polyisocyanates, castor oil polyhydric alcohol as the component A of raw material, it is spun into reaction solution B by electrostatic spinning, reacts to obtain fibrous product by certain condition.The biomass-based fiber can be applied to biomedicine field with high-intensitive, high resilience and with the characteristic of certain shapes memory capability.
Description
Technical field
The present invention relates to a kind of preparation methods of biomass-based fiber, more particularly to one kind, and there is high-intensitive, resilience to go out
The preparation method of color and the biomass-based fiber with certain shapes memory capability.
Background technique
The specific gravity of fibrous material in the material is very large, removes and uses the biologies such as natural cotton, fiber crops in clothing and textile field
Outside matter natural fiber, the fibrous material largely haveing excellent performance still uses plastic material.On the one hand, plastic material although possess compared with
Excellent mechanical property and wide applicability, but it from oil product and can not degrade, and will cause environmental pollution and also make
At the wasting of resources, on the other hand, plastic material is found since the single of its group will realize that certain functionality are also extremely difficult
Function admirable then becomes it in the weight of current Material Field research with functional and from recyclable materials alternative materials
Weight.
In current degradation material, a variety of biodegradable materials are used in plastics substitution.Such as starch, poly- cream
Acid, Biopolvester, chitosan, cellulose etc..But each have their own defect is used alone, such as starch, chitosan are highly brittle, list is very
Hardly possible is used alone and is prepared into fiber.Mechanical property is used alone using polyester material, and there is also defects, if polylactic acid is highly brittle,
It is easily broken off, and it is preferable although to possess mechanical property using a variety of biomass polyesters, but functionality is difficult to realize, and cost of material
It is more expensive, it is difficult practical application.Exploitation superior performance, degradable fibrous material have huge applications prospect.
Summary of the invention
The purpose of the invention is to overcome the defect on biomass fiber material mechanical performance, provide a kind of with high-strength
The preparation method of degree, high resilience and the biomass fiber with certain shapes memory capability.
The purpose of the present invention is what is be achieved through the following technical solutions:
A kind of preparation method of the biomass-based fiber of high intensity, it is characterised in that: preparation process the following steps are included:
(1) preparation of electrostatic spinning liquid A: under nitrogen protection, a certain amount of norbornene alkyl diisocyanate, castor oil is polynary
It is the mixed of 2:1 mixing that alcohol, 2,3- dibromosuccinic acid, triethylamine, which are dissolved in n,N-Dimethylformamide and tetrahydrofuran with mass ratio,
In bonding solvent, after stirring 1-2 hours at 20 DEG C, 40 DEG C are warming up to, stands 1-2 hours, control viscosity reaches 600-900
MPa.s/25 DEG C, form electrostatic spinning liquid A, in solution, the mass fraction of norbornene alkyl diisocyanate between 12-24%,
The mass fraction of castor oil polyhydric alcohol between 3.6-7.2%, the mass fractions of 2,3- dibromosuccinic acids between 1.2-3.6% it
Between, the mass fraction of triethylamine is between 0.6-1.5%；
(2) eight arm hydroxyl butyl cage modle polysilsesquioxanes, 1,4-butanediol the preparation of reaction solution B: are dissolved in acetone and tetrahydro
Furans is with the in the mixed solvent that mass ratio is that 2:1 is mixed, wherein the mass fraction of eight arm hydroxyl butyl cage modle polysilsesquioxanes is situated between
Between 1.5-3%, the mass fraction of 1,4-butanediol is between 0.5-1.2%；
(3) the electrostatic spinning liquid A in (1) is placed in electrostatic spinning equipment, electrostatic spinning in reaction solution B, after will be equipped with spinning
Reaction solution B be heated to 60 DEG C, reacted 4-6 hours under logical nitrogen protection, malonate be added afterwards, the reaction was continued 1-2 hours；Its
The quality of middle malonate is between the 6-12% of norbornene alkyl diisocyanate quality；
(4) fiber after reaction is taken out, using deionized water repeated flushing, obtains product.
Further, the norbornene alkyl diisocyanate is Mitsui company CosmonateTMTwo isocyanide of norbornane
Acid esters, wherein containing 70% biomass.
Further, it is that raw material is formed through polycondensation that the castor oil polyhydric alcohol, which is with castor oil, polyacid etc., can also be added not
It is modified with polyacid or small molecule polyol, the physical property of the castor oil polyhydric alcohol are as follows: hydroxyl value is between 69-115mg KOH/
Between g, acid value is less than 3mg KOH/g, and viscosity is between 430-670 mPa.s/25 DEG C, and degree of functionality is between 2.1-3.5.
Further, reactive material difference, molecule chain rigidity difference is added, it can be achieved that castor oil is more in the castor oil polyhydric alcohol
Fibre property intensity, flexibility after first alcohol and reaction etc. change a lot.
Further, the eight arms hydroxyl butyl cage modle polysilsesquioxane is a kind of silicon oxygen knot with octahedra cage structure
Structure, the group R that cage modle polysilsesquioxane (POSS) can be modified on the corner of cage structure there are 8.R in the present invention
Group is hydroxyl butyl, and molecular structural formula is as follows:
Eight arm hydroxyl butyl cage modle polysilsesquioxanes have apparent amphiphilic structure, hydrophilic, oleophylic that can effectively in linked system
Component；Meanwhile hydroxyl butyl with isocyanates can react to be formed and be cross-linked to form polyurethane, while nanoparticle is uniform
It is introduced into fiber, to improve the mechanical property of fiber.
Further, it is to need generation between polyisocyanates, polyalcohol certain pre- that the electrostatic spinning liquid A, which reaches certain viscosity,
Poly- reaction is conducive to spinning moulding and further reaction progress.
Further, the condition of the electrostatic spinning are as follows: solution flow rate is between 0.4-0.7mL/h, and voltage is between 14-18kV
Between, spinning distance is set as 12-16 cm.
Further, the volume of the reaction solution B is 100 times or more of electrostatic spinning liquid A volume.
Further, the diameter of the biomass-based fiber is between 1.5-2.5mm.
Further, the beneficial effect of the biomass-based fiber producing processes of high intensity is: the fiberizing uses
The molding of two-component reaction in-situ, component A is entered in reaction solution B by electrostatic spinning to be crosslinked and chain extending reaction, passes through reaction
The control of object, reaction condition is to realize the preparation and Properties Control of biomass-based polyurethane fiber；The mode of electrostatic spinning can protect
Demonstrate,prove the fineness and uniformity of fiber.
Further, the biomass-based fiber of high intensity is with good with high-intensitive, high resilience and with certain
The characteristic of shape memory, for the intensity stretched between 30-60MPa, fiber is stretched within 150% length can be real
Now completely reply, being stretched to 200% reply can return back within the 105% of original length, fiber can deformation occurs as be bent
It realizes and replys Deng in the case where.
Illustrative embodiment of the invention described in detail below.But these implementation methods are only exemplary purpose, and
The invention is not limited thereto.
Specific embodiment 1
A kind of preparation method of the biomass-based fiber of high intensity, it is characterised in that: preparation process the following steps are included:
(1) preparation of electrostatic spinning liquid A: under nitrogen protection, a certain amount of norbornene alkyl diisocyanate, castor oil is polynary
It is the mixed of 2:1 mixing that alcohol, 2,3- dibromosuccinic acid, triethylamine, which are dissolved in n,N-Dimethylformamide and tetrahydrofuran with mass ratio,
In bonding solvent, after stirring 1.5 hours at 20 DEG C, 40 DEG C are warming up to, stands 1.5 hours, viscosity reaches 720mPa.s/25 DEG C, shape
At electrostatic spinning liquid A, in solution, the mass fraction of norbornene alkyl diisocyanate is 16.5%, the quality point of castor oil polyhydric alcohol
Number is 5.6%, and the mass fraction of 2,3- dibromosuccinic acids is 2.4%, and the mass fraction of triethylamine is 1.2%；
(2) eight arm hydroxyl butyl cage modle polysilsesquioxanes, 1,4-butanediol the preparation of reaction solution B: are dissolved in acetone and tetrahydro
Furans is with the in the mixed solvent that mass ratio is that 2:1 is mixed, wherein the mass fraction of eight arm hydroxyl butyl cage modle polysilsesquioxanes is
2.2%, the mass fraction of 1,4-butanediol is 0.8%；
(3) the electrostatic spinning liquid A in (1) is placed in electrostatic spinning equipment, electrostatic spinning in reaction solution B, after will be equipped with pre- spinning
The reaction solution B of silk is heated to 60 DEG C, reacts 5 hours under logical nitrogen protection, malonate is added afterwards, the reaction was continued 1.5 hours；Its
The quality of middle malonate between norbornene alkyl diisocyanate quality 8.5%；
(4) fiber after reaction is taken out, using deionized water repeated flushing, obtains product.
The norbornene alkyl diisocyanate is Mitsui company CosmonateTMNorbornene alkyl diisocyanate.
The castor oil polyhydric alcohol is the modified castor oil polyalcohol physical property of Fan Telusi Polycin T-400 are as follows: hydroxyl value
For 105 mgKOH/g, acid value is less than 3mg KOH/g, and viscosity is 520mPa.s/25 DEG C, degree of functionality 2.4.
The condition of the electrostatic spinning are as follows: solution flow rate 0.6mL/h, voltage 17kV, spinning distance are set as 14
cm。
The volume of the reaction solution B is 150 times of electrostatic spinning liquid A volume.
The diameter of prepared biomass-based fiber is 2mm.
The intensity of the stretching of the biomass-based fiber of high intensity is more than between 42MPa, fiber be stretched to 150% length with
It inside may be implemented to reply completely, being stretched to 200% reply can return back within the 105% of original length, and shape can occur for fiber
Become and realizes reply in the case where being such as bent.
Specific embodiment 2
A kind of preparation method of the biomass-based fiber of high intensity, it is characterised in that: preparation process the following steps are included:
(1) preparation of electrostatic spinning liquid A: under nitrogen protection, a certain amount of norbornene alkyl diisocyanate, castor oil is polynary
It is the mixed of 2:1 mixing that alcohol, 2,3- dibromosuccinic acid, triethylamine, which are dissolved in n,N-Dimethylformamide and tetrahydrofuran with mass ratio,
It closes in solution, after stir 1.5 hours at 20 DEG C, is warming up to 40 DEG C, standing 1.8 hours, viscosity reaches 815 mPa.s/25 DEG C, shape
At electrostatic spinning liquid A, in solvent, the mass fraction of norbornene alkyl diisocyanate is 16.5%, the quality point of castor oil polyhydric alcohol
Number is 6.1%, and the mass fraction of 2,3- dibromosuccinic acids is 2.2%, and the mass fraction of triethylamine is 1.1%；
(2) eight arm hydroxyl butyl cage modle polysilsesquioxanes, 1,4-butanediol the preparation of reaction solution B: are dissolved in acetone and tetrahydro
In mixed solution of the furans with mass ratio for 2:1 mixing, wherein the mass fraction of eight arm hydroxyl butyl cage modle polysilsesquioxanes is
2.2%, the mass fraction of 1,4-butanediol is 0.95%；
(3) the electrostatic spinning liquid A in (1) is placed in electrostatic spinning equipment, electrostatic spinning in reaction solution B, after will be equipped with pre- spinning
The reaction solution B of silk is heated to 60 DEG C, reacts 5.5 hours under logical nitrogen protection, malonate is added afterwards, the reaction was continued 1.6 hours；
Wherein the quality of malonate between norbornene alkyl diisocyanate quality 9.2%；
(4) fiber after reaction is taken out, using deionized water repeated flushing, obtains product.
The norbornene alkyl diisocyanate is Mitsui company CosmonateTMNorbornene alkyl diisocyanate.
The castor oil polyhydric alcohol is the URIC H-57 castor oil polyhydric alcohol of the gloomy prosperous calm and peaceful Science and Technology Ltd. in Beijing, institute
State the physical property of castor oil polyhydric alcohol are as follows: for hydroxyl value between 102mg KOH/g, acid value is less than 4mg KOH/g, viscosity 465
MPa.s/25 DEG C, degree of functionality 3.
The condition of the electrostatic spinning are as follows: solution flow rate 0.55mL/h, between 16kV, spinning distance is set as voltage
13 cm。
The volume of the reaction solution B is 200 times of electrostatic spinning liquid A volume.
The diameter of the biomass-based fiber is 2.1mm.
The tensile strength of the biomass-based fiber of high intensity between 30-60MPa, fiber be stretched to 150% length with
It inside may be implemented to reply completely, being stretched to 200% reply can return back within the 105% of original length, and shape can occur for fiber
Become and realizes reply in the case where being such as bent.
Claims (4)
1. a kind of preparation method of the biomass-based fiber of high intensity, it is characterised in that: preparation process the following steps are included:
(1) preparation of electrostatic spinning liquid A: under nitrogen protection, a certain amount of norbornene alkyl diisocyanate, castor oil is polynary
It is the mixed of 2:1 mixing that alcohol, 2,3- dibromosuccinic acid, triethylamine, which are dissolved in n,N-Dimethylformamide and tetrahydrofuran with mass ratio,
In bonding solvent, after stirring 1-2 hours at 20 DEG C, 40 DEG C are warming up to, stands 1-2 hours, control viscosity reaches 600-900
MPa.s/25 DEG C, form electrostatic spinning liquid A, in solution, the mass fraction of norbornene alkyl diisocyanate between 12-24%,
The mass fraction of castor oil polyhydric alcohol between 3.6-7.2%, the mass fractions of 2,3- dibromosuccinic acids between 1.2-3.6% it
Between, the mass fraction of triethylamine is between 0.6-1.5%；
(2) eight arm hydroxyl butyl cage modle polysilsesquioxanes, 1,4-butanediol the preparation of reaction solution B: are dissolved in acetone and tetrahydro
Furans is with the in the mixed solvent that mass ratio is that 2:1 is mixed, wherein the mass fraction of eight arm hydroxyl butyl cage modle polysilsesquioxanes is situated between
Between 1.5-3%, the mass fraction of 1,4-butanediol is between 0.5-1.2%；
(3) the electrostatic spinning liquid A in (1) is placed in electrostatic spinning equipment, electrostatic spinning in reaction solution B, after will be equipped with spinning
Reaction solution B be heated to 60 DEG C, reacted 4-6 hours under logical nitrogen protection, malonate be added afterwards, the reaction was continued 1-2 hours；Its
The quality of middle malonate is between the 6-12% of norbornene alkyl diisocyanate quality；
(4) fiber after reaction is taken out, using deionized water repeated flushing, obtains product.
2. the preparation method of high-intensitive biomass-based fiber as described in claim 1, which is characterized in that the reaction solution B's
Volume is 100 times or more of electrostatic spinning liquid A volume.
3. the preparation method of high-intensitive biomass-based fiber as described in claim 1, which is characterized in that the electrostatic spinning
Condition are as follows: solution flow rate is between 0.4-0.7mL/h, and for voltage between 14-18kV, spinning distance is set as 12-16cm.
4. the preparation method of high-intensitive biomass-based fiber as described in claim 1, which is characterized in that the castor oil is polynary
The physical property of alcohol are as follows: hydroxyl value is between 69-115mg KOH/g, and acid value is less than 3mg KOH/g, and viscosity is between 430-670
Between mPa.s/25 DEG C, degree of functionality is between 2.1-3.5.
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Application publication date: 20191015 |