CN107434775A - The preparation method of the dialkyl sulfosuccinates of liquid phase - Google Patents
The preparation method of the dialkyl sulfosuccinates of liquid phase Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/42—Separation; Purification; Stabilisation; Use of additives
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- 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
- D01F1/00—General methods for the manufacture of artificial filaments or the like
- D01F1/02—Addition of substances to the spinning solution or to the melt
- D01F1/10—Other agents for modifying properties
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/32—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of salts of sulfonic acids
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/02—Sulfonic acids having sulfo groups bound to acyclic carbon atoms
- C07C309/03—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C309/17—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing carboxyl groups bound to the carbon skeleton
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- 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
- D01F1/00—General methods for the manufacture of artificial filaments or the like
- D01F1/02—Addition of substances to the spinning solution or to the melt
- D01F1/07—Addition of substances to the spinning solution or to the melt for making fire- or flame-proof filaments
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- 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
- D01F1/00—General methods for the manufacture of artificial filaments or the like
- D01F1/02—Addition of substances to the spinning solution or to the melt
- D01F1/10—Other agents for modifying properties
- D01F1/106—Radiation shielding agents, e.g. absorbing, reflecting agents
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- 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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- D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
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- D—TEXTILES; PAPER
- D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
- D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
- D10B2401/00—Physical properties
- D10B2401/16—Physical properties antistatic; conductive
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- D—TEXTILES; PAPER
- D10—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
- D10B—INDEXING SCHEME ASSOCIATED WITH SUBLASSES OF SECTION D, RELATING TO TEXTILES
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Abstract
The present invention discloses the preparation method of the dialkyl sulfosuccinates of liquid phase.The preparation method of the dialkyl sulfosuccinates of above-mentioned liquid phase is included in dimethyl acetamide or the dimethylformamide of 5~20 percentage by weights, after the dialkyl sulfosuccinates of 15~40 percentage by weights and the antioxidant of 5~10 percentage by weights of the addition by formula 1 below expression, reacted at a temperature of 75~95 DEG C, add dimethyl acetamide or dimethylformamide as poising agent and form 100 percentage by weights.Chemical formula 1：Wherein, R1And R2The alkyl for being 1 to 30 for identical or different independently of each other hydrogen atom or carbon number, M+For H+、Li+、Na+、K+Or NH4 +The cation of series.
Description
Technical field
The present invention relates to the dialkyl sulfosuccinates of liquid phase (Dialkyl Sulfosuccinate) preparation method.
Background technology
Generally, dialkyl sulfosuccinates, for example, when preparing polyurethane fiber in any of compositions-treated process
Make an addition in urethane composition, produced so as to suppress to be prepared into the electrostatic of the product of polyurethane fiber, Huo Zheke on time point
The outstanding elastomer of adhesive force between single fiber is provided.
Dialkyl sulfosuccinates can be in other polyurethane (PU) or the solution or scattered of polyurethane fiber additive
In liquid, added in the form of solution or slurry., can be by them and polymer during the treatment process for preparing fiber
Solution mixes, or can be injected to the last upstream of fiber spinning jet.Also, dialkyl sulfosuccinates can be used as wax or
As the form of solution or the slurry being suitable in medium, polymer (spinning) solution is extraly made an addition to.Especially, it is logical when preparing
During normal polyurethane, dialkyl sulfosuccinates can be added in the form of preparation mentioned above.
Also, when preparing polyurethane fiber, dialkyl sulfosuccinates can be used as terminator to deposit.For example, two
Alkyl sulfosuccinates can be used as Wax, or as the slurry or the form of solution being suitable in solvent, be combined in use
In the polydialkysiloxane or mineral oil of original known low viscosity of the ending processing of polyurethane fiber.
Because the dialkyl sulfosuccinates in polysiloxanes dialkyl group and mineral oil have outstanding solubility, so as to
The solution of homogeneous is formed, for example, using the common technology of preparing of spare roll processed or fiber guide or injection etc., can be in polyurethane
Deposited above fiber.
But by the dialkyl sulfosuccinates added in polyurethane fiber, in terms of reactive transitivity
The purity of upper needs more than 98, therefore above-mentioned dialkyl sulfosuccinates are the waxy solid of hard.Therefore, because above-mentioned two
Alkyl sulfosuccinates itself toughness, therefore work as in process in use, a variety of generation such as foreign matters and sediment flow into
Situation, when used alone, more than certain temperature under conditions of the big tendency of the amplitude that is carbonized be present.
The content of the invention
Thus the purpose of the disclosure is the system for providing the dialkyl sulfosuccinates for the liquid phase that can be solved the above problems
Preparation Method.
The preparation method of the dialkyl sulfosuccinates of the liquid phase of the concrete example of the disclosure is 5 for achieving the object above
In the dimethyl acetamide or dimethylformamide of~20 percentage by weights, 15~40 weights represented by formula 1 below are added
After measuring the dialkyl sulfosuccinates of percentage and the antioxidant of 5~10 percentage by weights, at a temperature of 75~95 DEG C
Reacted, add dimethyl acetamide or dimethylformamide as poising agent and form 100 percentage by weights.
Chemical formula 1：
Wherein, R1And R2The alkyl for being 1 to 30 for identical or different independently of each other hydrogen atom or carbon number, M+For H+、Li+、Na+、K+Or NH4 +The cation of series.
According to another concrete example of the disclosure, above-mentioned antioxidant is phenol antioxidant.
According to another concrete example of the disclosure, above-mentioned phenol antioxidant is 3- (3 ', 5 '-di-t-butyls -4 '-hydroxy benzenes
Base) propionic acid stearoyl ester or tetramethylene -3- (3,5- di-t-butyl -4- hydroxy phenyls) propionic ester.
According to an also concrete example for the disclosure, the time for carrying out above-mentioned reaction is 4~6 hours.
According to the another concrete example of the disclosure, the preparation method of the dialkyl sulfosuccinates of above-mentioned liquid phase also includes,
After being reacted at a temperature of 75~95 DEG C, it is selected from the addition of 1~5 percentage by weight and is inhaled by heat resistance additive, ultraviolet
The step of receiving the additive of one or more of the combination of agent, dyeability enhancer and anti-yellowing agent composition.
According to the another concrete example of the disclosure, above-mentioned heat resistance additive is triethylene glycol-bis- -3- (the 3- tert-butyl group -4- hydroxyls
Base -5- aminomethyl phenyls) propionic ester, or 1,3,5- tri- (the 4- tert-butyl group -3- hydroxyls -2,6- dimethyl benzene) -1,3,5-triazines -2,4,
6- (1H, 3H, 5H)-triketone；Above-mentioned anti-yellowing agent is double (1,2,2,6,6- pentamethyl -4- piperidyls) sebacates；Above-mentioned purple
Ultraviolet absorbers are 2- (2 '-hydroxyl -3 ', 5'- di-tert-pentyl-phenyl) BTA；Above-mentioned dyeability enhancer is poly- (N, N-
Diethyl -2- amidoethyl methacrylates).
According to the another concrete example of the disclosure, above-mentioned reaction is carried out at reduced pressure conditions, the moisture of final product is contained
Amount maintains below 5000ppm.
The dialkyl sulfosuccinates of the liquid phase prepared according to a concrete example of the disclosure, resist even addition is a small amount of
Oxidant and/or heat resistance additive, it may have relatively outstanding heat resistance, so as to not produce charing phenomenon, thus work as progress
During spinning, it is bad to reduce the precursor (fracture) as caused by carbon material, so as to be carried out under the high temperature conditions to polyurethane fiber
Spinning, therefore be highly susceptible to using with liquid phase, due to being filtered into less than 4 microns, therefore when spinning foreign matter etc., no filter
Blocking.
By the way that according to the described further below of accompanying drawing, feature and advantage that can be of the invention be definitely.
Brief description of the drawings
Fig. 1 a are show to bakee the liquid phase of 4 hours in an oven at a temperature of 220 DEG C according to the comparative example of the present invention two
The photo of the result of alkyl sulfosuccinates.
Fig. 1 b are the liquid phase for bakeing 4 hours in an oven at a temperature of 220 DEG C for showing the embodiment according to the disclosure
Dialkyl sulfosuccinates result picture.
Fig. 2 a be show to carry out dialkyl sulfosuccinates at a temperature of 25 DEG C according to the comparative example of the disclosure it is molten
The photo of the result of solution.
Fig. 2 b are to show to enter dialkyl sulfosuccinates at a temperature of 85 DEG C according to another embodiment of the present disclosure
The photo of the result of row dissolving.
Embodiment
Before being given the account in greater detail to the present invention, used in the protection domain that specification and invention require
Term or word should not be limited within the scope of usual implication or dictionary meanings, and based in order to illustrate art with the best approach
The concept of language and can suitably define the principle of the concept of term, should be interpreted that the implication that is consistent of technological thought with the present invention
And concept.Therefore, the structure of embodiment described in this manual is only one of preferred embodiment of the present invention, rather than generation
All technological thoughts of the invention of table, this can be substituted so as to be interpreted as there may be on the application time point of the present invention
A little various equivalents and variation.
Hereinafter, those skilled in the art can be made easily to implement the present invention, to the preferred reality of the present invention
Example is applied to be described in detail.Meanwhile when the present invention will be described, it will omit for unnecessarily obscuring the present invention's
The detailed description of the prior art of the relevant art of main idea.
As described above, the present invention relates to the dialkyl sulfosuccinates for preparing the liquid phase represented by formula 1 below
Method.
Chemical formula 1：
Wherein, R1And R2The alkyl for being 1 to 30 for identical or different independently of each other hydrogen atom or carbon number, M+For H+、Li+、Na+、K+Or NH4 +The cation of series.
Dialkyl sulfosuccinates can be prepared into such as in the document of C.R. cards jasmine (C.R.Carly)
It is described in (Ind.Eng.Chem., Vol.31, page 45,1939).
Waxy solid of these dialkyl sulfosuccinates as hard, due to above-mentioned dialkyl sulfosuccinates certainly
Body toughness, therefore work as in process in use, a variety of generation such as foreign matters and the situation of sediment inflow, work as exclusive use
When, more than set point of temperature under conditions of the big tendency of the amplitude that is carbonized be present.
Especially, it is preferable that dialkyl sulfosuccinates are sulfosuccinic acid diisobutyl ester sodium, dioctylsulfosuccinat
Sodium, sulfosuccinic acid dihexyl sodium, diamyl sodium sulfosuccinate and dicyclohexyl sulfosuccinnate.It is highly preferred that two
Alkyl sulfosuccinates are Sodium docusate and sulfosuccinic acid dihexyl sodium.Most preferably, dialkyl sulfosuccinate
Succinate is Sodium docusate.This dialkyl sulfosuccinates can be used as each material, or the two of plural number
The mixtures of alkyl sulfosuccinates uses.
According to a specific example of the present invention, the dialkyl sulfosuccinates of the liquid phase represented by above-mentioned chemical formula 1 are prepared
The method for being prepared as liquid phase is as follows：In the dimethyl acetamide of 5~20 percentage by weights or dimethylformamide, addition 15
After the antioxidant of the dialkyl sulfosuccinates of~40 percentage by weights and 5~10 percentage by weights, at 75~95 DEG C
At a temperature of reacted, add dimethyl acetamide or dimethylformamide as poising agent and form 100 percentage by weights.
In a concrete example, solvent of the used solvent as dialkyl sulfosuccinates, excellent in the above-mentioned methods
Elect conventional dimethyl acetamide or dimethylformamide etc. as, but be not only limited to this, can be used has equalization with these
Any solvent of effect.
For above-mentioned dimethyl acetamide or dimethylformamide, in the disclosure, it is contemplated that dialkyl sulfosuccinic acids
In terms of the solubility of ester and W-response efficiency described later, usually using the weight relative to dialkyl sulfosuccinates than
About 1.5~3 times, or be preferably used weight relative to dialkyl sulfosuccinates than more than 2 times.It is transparent in order to obtain
And uniform solution, 2 steps can be divided into use.The usage amount of 1st step is the dialkylsulfosuccinic relative to total liquid phase
5~20 percentage by weights of acid esters, the usage amount of second step is to form the poising agent of 100 percentage by weights to determine.The 1st
In step, in the case where above-mentioned usage amount is less than 5 percentage by weights, dissolving power is reduced, and final products are prepared into impermeable
It is bright, in the case of more than 20 percentage by weights, the product for preparing opaque floating material more (precipitation possibility is high) be present
Tendency.
According to another concrete example, it is preferable that above-mentioned antioxidant is the high phenol antioxidant of heat decomposition temperature, as generation
The antioxidant of table has, for example, 3- (3 ', 5 '-di-t-butyl -4 '-hydroxy phenyl) propionic acid stearoyl esters or tetramethylene -3-
(3,5- di-t-butyl -4- hydroxy phenyls) propionic ester etc..
According to another concrete example, above-mentioned reaction is carried out at a temperature of 75~95 DEG C, it is preferable that is entered at a temperature of 80~90 DEG C
OK, or more electedly, carried out 4~6 hours at a temperature of 80~85 DEG C, it is preferable that at a temperature of 80~85 DEG C carry out 4~
6 hours, or it is highly preferred that carried out 5~6 hours at a temperature of 80~85 DEG C.If said temperature is less than 75 DEG C or more than 95 DEG C,
The tendency re-united then be present.Also, if the above-mentioned reaction time is less than 4 hours, undissolved dialkyl sulfosuccinates
Play seed effect and recrystallized, if the above-mentioned reaction time is more than 6 hours, the tendency of xanthochromia be present.
According to an also concrete example, after the above method is reacted at a temperature of may additionally include 75~95 DEG C, with 1~5 weight
Amount percentage addition is selected from the group being made up of heat resistance additive, ultra-violet absorber, dyeability enhancer and anti-yellowing agent
The step of additive of one or more of conjunction.
There are triethylene glycol-bis- -3- (3- tertiary butyl-4-hydroxy -5- aminomethyl phenyls) as representational heat resistance additive
Propionic ester, or 1,3,5- tri- (the 4- tert-butyl group -3- hydroxyls -2,6- dimethyl benzene) -1,3,5-triazines -2,4,6- (1H, 3H, 5H) -
Triketone etc., but be not limited thereto.
There are double (1,2,2,6,6- pentamethyl -4- piperidyls) sebacates etc. as representational anti-yellowing agent, as generation
The ultra-violet absorber of table has 2- (2 '-hydroxyl -3 ', 5 '-di-tert-pentyl-phenyl) BTA etc., as representational dyeing
Property enhancer have poly- (N, N- diethyl -2- amidoethyl methacrylates) etc., but the present invention art it is common
Appropriate additive known to technical staff can be not particularly limited and use.
Also, according to another concrete example, it can be added within the scope of the effect of the disclosure is not influenceed following various steady
Determine agent, i.e. the antioxidant of Hinered phenols, sulphur class etc.；Hindered amines, triazole type, benzophenone, benzoate, nickel class,
The light stabilizer of bigcatkin willow base class etc.；The molecular weight regulator of antistatic additive etc.；The nucleator of organic and the nucleator of inorganic；
Nertralizer；Fluorescent whitening agent；Filler；Fire retardant；And/or flame retardant etc..
On the other hand, carried out at reduced pressure conditions according to another concrete example, above-mentioned reaction, so as to by the moisture of final products
Content is maintained at below 5000ppm.Contain the situation of the moisture more than 5000ppm in the dialkyl sulfosuccinates of liquid phase
Under, this Depressor response, which may occur in which, reduces the reactivity of elastomer and the phenomenon of performance, so as to additional decompression process.Together
When, in order to optionally remove foreign matter, i.e. dialkyl sulfosuccinates are the product for having sticking solid phase, it is thus possible to
External dust is flowed into, thus using use after 2 microns or 4 microns of membrane filter filtering.
Hereinafter, more specific description is carried out to the concrete example of the present invention by embodiment, but these embodiments are only that
Illustrate the purpose of the present invention, should not be construed as limiting the scope of the invention.
It is as follows in the physical property measurement method of the polyurethane-urea precursor mentioned in embodiment described later and comparative example.
Strength and elongation：
Utilize tensile testing machine (universal testing machine (UTM, the Universal Testing of Instron (strain) manufacture
Machine)) equipment, it is measured with specimen length 10cm, draw speed 100cm/min.Now determine when disrumpent feelings
Intensity and degree of stretching, and also determine load when 100% stretching, 300% stretching are carried out to precursor, applied to precursor
(100%, 300% modulus (Modulus)).
Absorption affinity between single fiber：
In the polyurethanes elastic yarn formed by more single fibers, 1 single fiber is separated into about 5cm, and by one
Each end of single fiber and the single fiber for not being separated and sticking together, with separated single fiber and not separated single fiber
The intersection point for adsorbing and being formed is located at the central mode of 5cm cages, located at the Ying Site in the weighing sensor for being provided with below 1kg
After bright machinery, stretched with the fixing speed of 1000%/minute, so as to determine by stretching a single fiber separating
Power and not separated and remaining single fiber by stretching be separated when power.End value takes the absorption to being presented during stretching
The average value of power is measured, and each sample is determined more than 5 times, and the average value for the value being measured to.
Heat resistance is tested：
In hot-air oven, sample has been handled 10 minutes at a temperature of 200 DEG C.Before handling sample and it
Afterwards, using being divided color difference meter (Color-view:Gardener, the U.S.) the xanthochromia value " b " of sample is determined respectively.With Δ b come
Denote the difference of the b values after handling sample and the b values before processing.Δ b is fewer, is more carried out with regard to xanthochromia slow.
Comparative example 1
At a temperature of about 80 DEG C, 7g dimethyl acetamide and 3g dialkyl sulfosuccinates are mixed 5 hours, obtained
Obtained the dialkyl sulfosuccinates of liquid phase.In the baking oven of about 220 DEG C of temperature, to the dialkylsulfosuccinic of above-mentioned liquid phase
Acid esters heated about 4 hours.Its result is shown in fig 1 a.It was found from Fig. 1 a, toasted dialkyl sulfosuccinate can be confirmed
Succinate has considerably carbonized.
Embodiment 1
At a temperature of about 80 DEG C, by the 3- of 2g dimethyl acetamide and 3g dialkyl sulfosuccinates and 1g (3 ',
5 '-di-t-butyl -4 '-hydroxy phenyl) propionic acid stearoyl ester mix about 5 hours after, add 4g dimethyl acetamide and obtain
Obtained the dialkyl sulfosuccinates of liquid phase.In the baking oven of about 220 DEG C of temperature, to the dialkylsulfosuccinic of above-mentioned liquid phase
Acid esters forces heat about 4 hours.Its result is shown in Figure 1b.It was found from Fig. 1 b, the dialkyl group sulphur through forcing heat can be confirmed
Base succinate is non-carbonized.
Comparative example 2
At a temperature of about 25 DEG C, by the 3- of 6g dimethyl acetamides and 3g dialkyl sulfosuccinates and 1g (3 ',
5 '-di-t-butyl -4 '-hydroxy phenyl) propionic acid stearoyl ester mixes about 4 hours, obtain the dialkyl sulfosuccinic acids of liquid phase
Ester.Under conditions of normal temperature, after the dialkyl sulfosuccinates of above-mentioned liquid phase are placed about 4 hours, Fig. 2 a are obtained.From
Fig. 2 a top is understood, can visually be confirmed the turbidity height with the solution in container, be presented layer segregation phenomenon slightly.
Also, after the dialkyl sulfosuccinates of above-mentioned liquid phase are forced into heat about 4 hours in the baking oven of about 220 DEG C of temperature, from
Fig. 2 a bottom is understood, can confirm that dialkyl sulfosuccinates have considerably carbonized.
Embodiment 2
At a temperature of about 85 DEG C, by the 3- of 2g dimethyl acetamide and 3g dialkyl sulfosuccinates and 1g (3 ',
5 '-di-t-butyl -4 '-hydroxy phenyl) propionic acid stearoyl ester mix about 5 hours after, as heat resistance additive, with the addition of
0.2g triethylene glycol-bis- -3- (3- tertiary butyl-4-hydroxy -5- aminomethyl phenyls) propionic ester, and with the addition of 4g dimethylacetamide
Amine, so as to obtain the dialkyl sulfosuccinates of liquid phase.Under normal temperature condition, by the dialkylsulfosuccinic of above-mentioned liquid phase
Acid esters is placed one month, obtains Fig. 2 b.It was found from Fig. 2 b top, it can visually confirm that the solution in container remains saturating
It is bright.Also, in the baking oven of about 220 DEG C of temperature, the dialkyl sulfosuccinates of above-mentioned liquid phase are forced into heat about 4 hours, most
Eventually, it was found from Fig. 2 b bottom, dialkyl sulfosuccinates do not carbonize.
Comparative example 3
Polyalcohol is to the 4 of 2288g polytetramethylene ether diol (molecular weight 1815) and 545.625g, 4 '-diphenylmethyl
Alkane diisocyanate is mixed and allocated.As expanding chain pharmaceutical solution (42.9g ethylenediamine/13.2g 1,2- diaminopropanes
=mol ratio 80/20) with chain terminator solution (5.25g diethylamine) and being together put into 2 as the diethylenetriamine of crosslinking agent
Secondary polymer reactor.
The addition of diethylamine is put into relative to expanding chain pharmaceutical solution with 1/18 (amine equivalent ratio) ratio.The amount of the being put into phase of amine
For equivalent NCO present in preliminary polymer of amido, excessive 4 molar percentages.During the stopping of polymerisation
Between for the content of unreacted amine fall to approximately time point below 4 molar percentages.Dimethyl acetamide has been used as solvent.
As the additive of the solid constituent relative to above-mentioned polymer, add and be mixed with the triethylene glycols of 1.0 percentage by weights-
Double -3- (3- tertiary butyl-4-hydroxy -5- aminomethyl phenyls) propionic esters, the 1 of 0.5 percentage by weight, 3,5- tri- (the 4- tert-butyl group -3- hydroxyls
Base -2,6- dimethyl benzene) -1,3,0.5 percentage by weight 5- triazines -2,4,6- (1H, 3H, 5H), the 1 of 0.5 percentage by weight,
1,1 ', 1 '-tetramethyl -4,4 ' (methylene two-to phenylene) diaminoureas, the conduct dyeability of 0.7 percentage by weight improve
Poly- (N, N- diethyl -2- amidoethyl methacrylates), the titanium dioxide of 0.1 percentage by weight of agent, so as to obtain
Polyurethane-urea spinning solution.
Utilize dry spinning (spinning temperature：250 DEG C), the spinning solution obtained to such as above-mentioned method is with 900m/min speed
Carry out spinning and be prepared for 40daN3 single fiber polyurethane-urea elastic yarns, and evaluate its physical property to be shown in table 1.
Comparative example 4
Polyalcohol is to the 4 of 2288g polytetramethylene ether diol (molecular weight 1815) and 545.625g, 4 '-diphenylmethyl
Alkane diisocyanate is mixed and allocated.As expanding chain pharmaceutical solution (42.9g ethylenediamine/13.2g 1,2- diaminopropanes
=mol ratio 80/20) with chain terminator solution (5.25g diethylamine) and the diethylenetriamine as crosslinking agent be together put into
No. 2 polymer reactors.
The addition of diethylamine is put into relative to expanding chain pharmaceutical solution with 1/18 (amine equivalent ratio) ratio.The amount of the being put into phase of amine
For equivalent isocyanate group present in preliminary polymer of amido, excessive 4 molar percentages.The dwell time of polymerisation
Time point below 4 molar percentages is fallen to approximately for the content of unreacted amine.Dimethyl acetamide has been used as solvent.
As the additive of the solid constituent relative to above-mentioned polymer, add and be mixed with the three of 1.0 percentage by weights
Ethylene glycol-bis- -3- (3- tertiary butyl-4-hydroxy -5- aminomethyl phenyls) propionic ester, the 1 of 0.5 percentage by weight, 3,5- tri- (the tertiary fourths of 4-
Base -3- hydroxyls -2,6- dimethyl benzene) -1,3,5-triazines -2,4,6- (1H, 3H, 5H), the 1 of 0.5 percentage by weight, 1,1 ', 1 ' -
Tetramethyl -4,4 ' (methylene two-to phenylene) diaminoureas, 0.7 percentage by weight as dyeability enhancer it is poly- (N,
N- diethyl -2- amidoethyl methacrylates), the titanium dioxide of 0.1 percentage by weight, the solid phase of 1.0 percentage by weights
The dialkyl sulfosuccinates of (wax-like), so as to obtain polyurethane-urea spinning solution.
Utilize dry spinning (spinning temperature：250 DEG C), to the spinning solution that is obtained by as above method with 900m/min speed
Degree carries out spinning to be prepared for the polyurethane-urea elastic yarn of 40daN3 single fibers, and evaluates its physical property and shown in table 1.
Embodiment 3
Polyalcohol is to the 4 of 2288g polytetramethylene ether diol (molecular weight 1815) and 545.625g, 4 '-diphenylmethyl
Alkane diisocyanate is mixed and allocated.As expanding chain pharmaceutical solution (42.9g ethylenediamine/13.2g 1,2- diaminopropanes
=mol ratio 80/20) with chain terminator solution (5.25g diethylamine) and the diethylenetriamine as crosslinking agent be together put into
No. 2 polymer reactors.
The addition of diethylamine is put into relative to expanding chain pharmaceutical solution with 1/18 (amine equivalent ratio) ratio.The amount of the being put into phase of amine
For equivalent NCO present in preliminary polymer of amido, excessive 4 molar percentages.During the stopping of polymerisation
Between for the content of unreacted amine fall to approximately time point below 4 molar percentages.Dimethyl acetamide has been used as solvent.
As the additive of the solid constituent relative to above-mentioned polymer, add and be mixed with the three of 0.8 percentage by weight
Ethylene glycol-bis- -3- (3- tertiary butyl-4-hydroxy -5- aminomethyl phenyls) propionic ester, the 1 of 0.5 percentage by weight, 3,5- tri- (the tertiary fourths of 4-
Base -3- hydroxyls -2,6- dimethyl benzene) -1,3,5-triazines -2,4,6- (1H, 3H, 5H), the 1 of 0.45 percentage by weight, 1,1 ',
1 '-tetramethyl -4,4 ' (methylene two-to phenylene) diaminoureas, 0.7 weight percent than dyeability enhancer it is poly- (N,
N- diethyl -2- amidoethyl methacrylates), the titanium dioxide of 0.1 percentage by weight, 3.3 percentage by weights in reality
The dialkyl sulfosuccinates (the solid constituent benchmark of 1 percentage by weight) of the liquid phase obtained in example 1 are applied, it is poly- so as to obtain
Urethane urea spinning solution.
Utilize dry spinning (spinning temperature：250 DEG C), by the spinning solution obtained by as above method with 900m/min speed
Degree carries out spinning and is prepared for the polyurethane-urea elastic yarn of 40daN3 single fibers, and evaluates its physical property and shown in table 1.
Table 1
It was found from above-mentioned table 1, it is seen that stretched according to 3~comparative example of comparative example 4 and the polyurethane-urea of embodiment 3 elasticity original
It is either outstanding or do not have in the physical property of absorption affinity between degree, intensity 100%, intensity 300% and single fiber and single fiber etc.
Substantial difference.But can confirm intensity and heat resistance (even if with the addition of it is a small amount of, actually or same effect) aspect,
The polyurethane-urea elasticity of embodiment 3 is former more excellent compared with the polyurethane-urea elastic yarn of 3~comparative example of comparative example 4.
Although being described in detail above by the specific embodiment of the present invention, this is only limitted to illustrate this
Invention, and the invention is not limited in this, in the range of the technological thought of the present invention, pass through common skill of the art
It is obvious that art personnel, which can carry out its deformation and change,.
The simple deformation or even change of the present invention belongs to field of the present invention, and specific protection domain of the invention can basis
Scope is claimed clearly to be understood in additional invention.
Claims (7)
1. a kind of preparation method of the dialkyl sulfosuccinates of liquid phase, it is characterised in that the two of 5~20 percentage by weights
In methylacetamide or dimethylformamide, the dialkyl group sulphur of 15~40 percentage by weights represented by formula 1 below is added
After the antioxidant of base succinate and 5~10 percentage by weights, reacted at a temperature of 75~95 DEG C, as poising agent
Add dimethyl acetamide or dimethylformamide and form 100 percentage by weights,
Chemical formula 1：
Wherein, R1And R2The alkyl for being 1 to 30 for identical or different independently of each other hydrogen atom or carbon number, M+For H+、Li+、Na+、K+Or NH4 +The cation of series.
2. the preparation method of the dialkyl sulfosuccinates of liquid phase according to claim 1, it is characterised in that above-mentioned anti-
Oxidant is phenol antioxidant.
3. the preparation method of the dialkyl sulfosuccinates of liquid phase according to claim 1, it is characterised in that above-mentioned phenol
Class antioxidant is 3- (3 ', 5 '-di-t-butyl -4 '-hydroxy phenyl) propionic acid stearoyl esters or tetramethylene -3- (3,5- bis--uncles
Butyl -4- hydroxy phenyls) propionic ester.
4. the preparation method of the dialkyl sulfosuccinates of liquid phase according to claim 1, it is characterised in that carry out
The time for stating reaction is 4~6 hours.
5. the preparation method of the dialkyl sulfosuccinates of liquid phase according to claim 1, it is characterised in that above-mentioned liquid
After the preparation method of the dialkyl sulfosuccinates of phase is reacted at a temperature of being additionally included in 75~95 DEG C, with 1~5 weight
Percentage addition is selected from the combination being made up of heat resistance additive, ultra-violet absorber, dyeability enhancer and anti-yellowing agent
One or more of additive the step of.
6. the preparation method of the dialkyl sulfosuccinates of liquid phase according to claim 5, it is characterised in that above-mentioned resistance to
Hot additive is triethylene glycol-bis- -3- (3- tertiary butyl-4-hydroxy -5- aminomethyl phenyls) propionic ester, or 1,3,5- tri- (uncles 4-
Butyl -3- hydroxyls -2,6- dimethyl benzene) -1,3,5-triazines -2,4,6- (1H, 3H, 5H)-triketone；Above-mentioned xanthochromia preventing agent is double
(1,2,2,6,6- pentamethyl -4- piperidyls) sebacate；Above-mentioned ultra-violet absorber is 2- (2 '-hydroxyl -3 ', 5 '-two uncles penta
Base phenyl) BTA；Above-mentioned dyeability enhancer is poly- (N, N- diethyl -2- amidoethyl methacrylates).
7. the preparation method of the dialkyl sulfosuccinates of liquid phase according to claim 1, it is characterised in that depressurizing
Under the conditions of carry out above-mentioned reaction, the moisture of final product is maintained into below 5000ppm.
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| CN1226577A (en) * | 1998-02-09 | 1999-08-25 | 拜尔公司 | Polyurethanes and elastane fibres finished to render them antistatic |
| JP2001233987A (en) * | 2000-02-24 | 2001-08-28 | Achilles Corp | Method of manufacturing urethane porous product |
| CN101775204A (en) * | 2010-01-21 | 2010-07-14 | 迪比喜化学贸易(上海)有限公司 | Composite antioxidant for polyurethane fiber |
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| JPH04370279A (en) * | 1991-06-20 | 1992-12-22 | Achilles Corp | Suede-tone leather-like sheet and its production |
| KR0151369B1 (en) * | 1995-12-08 | 1998-10-01 | 백영배 | Dyeing process for the superfine non woven fabric leatherette |
| DE102004029274A1 (en) * | 2004-06-17 | 2006-01-05 | Dorlastan Fibers & Monofil Gmbh | Chlorine-resistant elastane fibers protected against color change |
| FR2900848B1 (en) * | 2006-05-15 | 2009-04-10 | Commissariat Energie Atomique | METHOD FOR DEPOSITING NANOMETRIC THIN FILM TO A SUBSTRATE |
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| CN1226577A (en) * | 1998-02-09 | 1999-08-25 | 拜尔公司 | Polyurethanes and elastane fibres finished to render them antistatic |
| JP2001233987A (en) * | 2000-02-24 | 2001-08-28 | Achilles Corp | Method of manufacturing urethane porous product |
| CN101775204A (en) * | 2010-01-21 | 2010-07-14 | 迪比喜化学贸易(上海)有限公司 | Composite antioxidant for polyurethane fiber |
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