CN117683239A - Preparation method of linear polyether block amino silicone oil - Google Patents
Preparation method of linear polyether block amino silicone oil Download PDFInfo
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- CN117683239A CN117683239A CN202311737062.6A CN202311737062A CN117683239A CN 117683239 A CN117683239 A CN 117683239A CN 202311737062 A CN202311737062 A CN 202311737062A CN 117683239 A CN117683239 A CN 117683239A
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- 239000004721 Polyphenylene oxide Substances 0.000 title claims abstract description 60
- 229920000570 polyether Polymers 0.000 title claims abstract description 60
- 229920013822 aminosilicone Polymers 0.000 title claims abstract description 37
- 238000002360 preparation method Methods 0.000 title claims abstract description 20
- 238000006243 chemical reaction Methods 0.000 claims abstract description 48
- 239000012046 mixed solvent Substances 0.000 claims abstract description 33
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 claims abstract description 29
- 229920002545 silicone oil Polymers 0.000 claims abstract description 24
- 238000000034 method Methods 0.000 claims abstract description 22
- 238000002156 mixing Methods 0.000 claims abstract description 22
- 150000001412 amines Chemical class 0.000 claims abstract description 19
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000004593 Epoxy Substances 0.000 claims abstract description 10
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 10
- 230000007935 neutral effect Effects 0.000 claims abstract description 10
- 230000008569 process Effects 0.000 claims abstract description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 7
- 238000001816 cooling Methods 0.000 claims abstract description 6
- 239000012295 chemical reaction liquid Substances 0.000 claims abstract description 5
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract description 5
- 230000001105 regulatory effect Effects 0.000 claims abstract description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 18
- 238000003756 stirring Methods 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 239000002904 solvent Substances 0.000 abstract description 21
- 238000007151 ring opening polymerisation reaction Methods 0.000 abstract description 11
- 239000002979 fabric softener Substances 0.000 abstract description 7
- 238000003786 synthesis reaction Methods 0.000 abstract description 5
- 238000004090 dissolution Methods 0.000 abstract description 4
- 230000015572 biosynthetic process Effects 0.000 abstract description 3
- 239000000126 substance Substances 0.000 abstract description 2
- 239000004753 textile Substances 0.000 abstract description 2
- 239000003921 oil Substances 0.000 description 28
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 22
- 239000004744 fabric Substances 0.000 description 17
- 230000000052 comparative effect Effects 0.000 description 11
- 239000002994 raw material Substances 0.000 description 10
- 239000000047 product Substances 0.000 description 9
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- KBEFBSGNGSLHOD-UHFFFAOYSA-N 4-methylpentane-1,1-diol Chemical compound CC(C)CCC(O)O KBEFBSGNGSLHOD-UHFFFAOYSA-N 0.000 description 5
- 239000000835 fiber Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 4
- 229910021529 ammonia Inorganic materials 0.000 description 3
- 230000009286 beneficial effect Effects 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000004205 dimethyl polysiloxane Substances 0.000 description 3
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 3
- -1 polydimethylsiloxane Polymers 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 239000000675 fabric finishing Substances 0.000 description 2
- 238000009962 finishing (textile) Methods 0.000 description 2
- 238000009776 industrial production Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000001737 promoting effect Effects 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000009988 textile finishing Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 238000004383 yellowing Methods 0.000 description 2
- 229920002972 Acrylic fiber Polymers 0.000 description 1
- 241000208202 Linaceae Species 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 230000032798 delamination Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000005580 one pot reaction Methods 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Classifications
-
- 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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/46—Block-or graft-polymers containing polysiloxane sequences containing polyether sequences
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
- D06M15/647—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing polyether sequences
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/50—Modified hand or grip properties; Softening compositions
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Silicon Polymers (AREA)
Abstract
The application discloses a preparation method of linear polyether block amino silicone oil, belonging to the technical field of textile chemicals. The preparation method comprises the following steps: under the protection of nitrogen, mixing epoxy-terminated silicone oil, polyether amine and a mixed solvent for reaction, and then cooling the reaction liquid and regulating the pH value to be neutral to obtain a linear polyether block amino silicone oil solution; wherein the mixed solvent is formed by mixing isohexide and dipropylene glycol. According to the method, the mixed solvent of the isohexylene glycol and the dipropylene glycol is taken as a dissolution reaction system, so that the epoxy silicone oil and the polyether amine can be well dissolved, the ring-opening polymerization reaction is guaranteed to be rapidly carried out, the solvent removal or replacement operation is omitted, the synthesis process of the linear polyether block amino silicone oil is effectively simplified, and the mixed solvent of the isohexylene glycol and the dipropylene glycol has no pungent smell and can be applied as a high-end fabric softener.
Description
Technical Field
The application belongs to the technical field of textile chemicals, and particularly relates to a preparation method of linear polyether block amino silicone oil.
Background
The polyether linear block amino silicone oil (LEPS) has the functional characteristics of polyether groups and amino groups, is used for after-finishing of fabrics, can interact with hydroxyl groups, carboxyl groups and the like on the surfaces of fibers based on the polarity of the amino groups, and is crosslinked to form a net structure, so that a firm covering film is formed between the surfaces of the fibers and the nodes of the yarns of the fabrics, a siloxane main chain is enabled to be adsorbed on the surfaces of the fibers in a directional manner, the friction coefficient between the fibers is reduced, and meanwhile, the treated fabrics are endowed with excellent softness, rebound resilience and smooth handfeel, and the advantages of attractive appearance and good washing resistance are achieved, and the polyether linear block amino silicone oil has good application prospects in after-finishing of fabrics such as cotton, painted silk, wool, flax, acrylic fibers and superfine fibers.
At present, polyether linear block amino silicone oil (LEPS) is generally prepared by reflux-reacting epoxy-terminated silicone oil, polyether amine and isopropyl alcohol (IPA) solvent at 80-86 ℃ for 12 hours or more, adding dipropylene glycol (DPG) to remove isopropyl alcohol under reduced pressure, namely replacing the isopropyl alcohol solvent with dipropylene glycol solvent, and preparing the organosilicon fabric softener.
However, the above preparation method has the following disadvantages found in practical applications: firstly, when isopropanol is used as a solvent, the quality of the finished fabric is not easily affected due to the fact that the isopropanol has a low boiling point and a certain pungent smell and is not completely removed or replaced; and secondly, the solvent removal or solvent replacement generates a large amount of consumption and environmental pollution, the process is complex, the pollution is large, and the industrial production and the application are not facilitated.
Disclosure of Invention
The invention aims to provide a preparation method of linear polyether block amino silicone oil, and aims to solve the technical problems of complex process, high consumption, large pollution and possible influence of products on fabric quality in the existing preparation method of the linear polyether block amino silicone oil.
In order to achieve the above purpose, the technical scheme of the application is as follows:
a first aspect of the present application provides a method for preparing linear polyether block amino silicone oil, the method comprising the steps of:
under the protection of nitrogen, mixing epoxy-terminated silicone oil, polyether amine and a mixed solvent for reaction, and after the reaction is finished, cooling the reaction liquid and regulating the pH value to be neutral to obtain a linear polyether block amino silicone oil solution; wherein the mixed solvent is formed by mixing isohexide and dipropylene glycol.
In a preferred implementation manner of the first aspect, during the mixing reaction, the mass ratio of the epoxy-terminated silicone oil, the polyether amine and the mixed solvent is:
70-90 parts of epoxy-terminated silicone oil; 10-30 parts of polyether amine; 330 parts of mixed solvent.
In a preferred implementation manner of the first aspect, the mixed solvent is formed by mixing isohexylene glycol and dipropylene glycol according to a mass ratio of 1:1-2.5.
In a preferred implementation of the first aspect, the temperature at which the mixing reaction is carried out is between 90 and 100 ℃ for a period of 10 hours.
In a preferred implementation of the first aspect, the mixing reaction is performed under stirring.
In a preferred implementation of the first aspect, the agent for adjusting pH to neutral is acetic acid.
In a preferred implementation of the first aspect, the epoxy-terminated silicone oil is selected from any one of UC276-6k, UC276-8k, and UC276-10 k.
In a preferred implementation of the first aspect, the polyetheramine is selected from any one of ED-600, ED-900 and ED-2003.
The second aspect of the application also provides the linear polyether block amino silicone oil solution prepared by the preparation method of the first aspect.
Compared with the prior art, the advantage or beneficial effect of this application includes at least:
according to the preparation method provided by the application, the mixed solvent of the isohexanediol and the dipropylene glycol is used as a dissolution reaction system, so that on one hand, the epoxy silicone oil and the polyether amine can be well dissolved, the rapid ring-opening polymerization reaction is ensured, meanwhile, the solvent removal or replacement operation is not needed, and the synthesis process of the linear polyether block amino silicone oil is effectively simplified; on the other hand, the mixed solvent has the characteristic of higher boiling point, so that the rapid synthesis reaction can be carried out at a higher temperature, the reaction time is saved, and the production efficiency is improved; in the third aspect, the mixed solvent has no pungent smell, can be applied as a high-end fabric softener, and is beneficial to promoting the application of the linear polyether block amino silicone oil in the fabric softener.
Drawings
In order to more clearly illustrate the technical solutions of the embodiments of the present application, the drawings that are required to be used in the description of the embodiments will be briefly described below. It is obvious that the drawings in the following description are only some embodiments described in the present application, and that other drawings may be obtained from these drawings without inventive effort for a person of ordinary skill in the art.
FIG. 1 is a graph showing the viscosity of a reaction system using an isohexide/dipropylene glycol mixed solvent according to the embodiment of the present application as a function of the ring-opening polymerization time;
FIG. 2 is a graph showing the viscosity of a reaction system using dipropylene glycol solvent according to the embodiment of the present application as a function of the ring-opening polymerization time.
Detailed Description
The technical solutions in the embodiments of the present application will be clearly and completely described below with reference to the drawings in the embodiments of the present application. It will be apparent that the described embodiments are some, but not all, of the embodiments of the present application. All other embodiments, which can be made by one of ordinary skill in the art without undue burden from the present disclosure, are within the scope of the present disclosure.
In the following description of the present embodiment, the term "and/or" is used to describe an association relationship of association objects, which means that three relationships may exist, for example, a and/or B may mean: a alone, B alone and both a and B. Wherein A, B may be singular or plural. The character "/" generally indicates that the context-dependent object is an "or" relationship.
In the following description of the present embodiments, the term "at least one" means one or more, and "a plurality" means two or more. "at least one of" or the like means any combination of these items, including any combination of single item(s) or plural items(s). For example, "at least one (individual) of a, b, or c," or "at least one (individual) of a, b, and c" may each represent: a, b, c, a-b (i.e., a and b), a-c, b-c, or a-b-c, wherein a, b, c may be single or multiple, respectively.
It should be understood by those skilled in the art that, in the following description of the embodiments of the present application, the sequence number does not mean that the sequence of execution is not sequential, and some or all of the steps may be executed in parallel or sequentially, and the execution sequence of each process should be determined by its functions and inherent logic, and should not constitute any limitation on the implementation process of the embodiments of the present application.
The terminology used in the embodiments of the application is for the purpose of describing particular embodiments only and is not intended to be limiting of the application. As used in this application in the examples and the appended claims, the singular forms "a," "an," and "the" are intended to include the plural forms as well, unless the context clearly indicates otherwise.
In a first aspect, embodiments of the present application provide a method for preparing linear polyether block amino silicone oil, which includes the following steps:
under the protection of nitrogen, mixing epoxy-terminated silicone oil, polyether amine and a mixed solvent for reaction, and after the reaction is finished, cooling the reaction liquid and regulating the pH value to be neutral to obtain a linear polyether block amino silicone oil solution; wherein the mixed solvent is formed by mixing isohexide and dipropylene glycol.
According to the preparation method provided by the embodiment of the application, the mixed solvent of the isohexanediol (2-methyl-2, 4-pentanediol, MPD) and dipropylene glycol (DPG) is used as a dissolution reaction system, so that on one hand, the epoxy silicone oil and the polyether amine can be well dissolved, the ring-opening polymerization reaction is ensured to be rapidly carried out, meanwhile, the solvent removal or replacement operation is not needed, and the synthesis process of the linear polyether block amino silicone oil is effectively simplified; on the other hand, the mixed solvent has the characteristic of higher boiling point, so that the rapid synthesis reaction can be carried out at higher temperature; in the third aspect, the mixed solvent disclosed by the embodiment of the application has no pungent smell, can be applied as a high-end fabric softener, and is beneficial to promoting the application of the linear polyether block amino silicone oil in the fabric softener.
In the embodiment of the application, the mass ratio of the epoxy silicone oil, the polyether amine and the mixed solvent is preferably 70-90 parts of the epoxy silicone oil, 10-30 parts of the polyether amine and 330 parts of the mixed solvent during the mixing reaction. According to the embodiment of the application, the mass ratio of the epoxy silicone oil, the polyether amine and the mixed solvent at the end is controlled, so that the LEPS ammonia value is effectively controlled while the LEPS is synthesized through one-step rapid reaction, the stability of the LEPS solution is excellent, the hand feeling of the finished fabric is 5-level, the fabric is soft and outstanding in fluffiness, the hydrophilic, moisture-permeable and antistatic properties of the fabric are good, and the yellowing degree is low.
In the embodiment of the application, the mixed solvent is formed by mixing isohexylene glycol and dipropylene glycol according to the mass ratio of 1:1-2.5. According to the embodiment of the application, the mass ratio of isohexide to dipropylene glycol is controlled, so that epoxy silicone oil and polyether amine at the end are effectively dissolved, the viscosity of a reaction system is effectively controlled, and the clarity and transparency of feed liquid are ensured.
In the examples of the present application, the influence of the mixed solvent of isohexide and dipropylene glycol in a mass ratio of 1:1 on the viscosity of the reaction system in the ring-opening polymerization reaction was studied by using a single-factor variable method, and the result is shown in fig. 1. FIG. 1 is a graph showing the viscosity of a reaction system using an isohexanediol/dipropylene glycol mixed solvent as a function of the ring-opening polymerization time.
As can be seen from FIG. 1, the viscosity of the reaction system rapidly increases, after 8-10 hours, the viscosity of the reaction system tends to be stable, about 540cP, the viscosity of the reaction system is not greatly changed with the increase of the reaction time, and the feed liquid is clear and transparent, so that the mixed solvent formed by mixing isohexanediol and dipropylene glycol according to the mass ratio of 1:1 is a good solvent for the ring-opening polymerization reaction.
In the embodiment of the application, the temperature for carrying out the mixing reaction is 90-100 ℃ and the time is 10 hours. The embodiment of the application ensures that the ring-opening polymerization reaction is rapidly carried out by controlling the reaction temperature to be 90-100 ℃, and simultaneously can effectively control the viscosity of a reaction system and ensure that the feed liquid is clear and transparent.
In the examples herein, the mixing reaction is performed with stirring. The embodiment of the application performs the mixing reaction under stirring, ensures that the ring-opening polymerization reaction is sufficiently and rapidly performed, and simultaneously effectively prevents the delamination of the feed liquid.
In the embodiment of the present application, the reagent for adjusting the pH value to be neutral is preferably acetic acid. The pH value of the reaction system is adjusted to be neutral through acetic acid, so that the stability of the linear polyether block amino silicone oil solution is guaranteed, and the soft finishing effect of fabrics is also facilitated.
In the embodiment of the application, the epoxy-terminated silicone oil is epoxy-terminated polydimethylsiloxane, preferably any one of UC276-6k, UC276-8k and UC276-10 k. Among them, these types of raw materials of the epoxy-terminated silicone oil can be obtained commercially, or synthesized by a known conventional method, and the present embodiment is not particularly limited.
In embodiments of the present application, the polyetheramine is an amino-terminated polyether, preferably any one of ED-600, ED-900 and ED-2003. The polyether amine raw materials of these types may be obtained commercially or synthesized by a known conventional method, and the present example is not particularly limited.
It should be noted that the end epoxy silicone oil and polyether amine raw materials are obtained in a commercially available manner in the examples of the present application, wherein the properties of each type of end epoxy silicone oil raw material are described in table 1 below.
TABLE 1 Properties of starting epoxy-terminated Silicone oils
The properties of each type of polyetheramine starting material are specifically described in table 2 below.
TABLE 2 Properties of polyetheramine starting materials
In a second aspect, the embodiment of the application also provides a preparation method of the linear polyether block amino silicone oil prepared by the preparation method of the first aspect. The preparation method based on the first aspect can effectively control the viscosity of a reaction system and the ammonia value of LEPS, so that the synthesized LEPS solution has excellent stability, and the prepared LEPS solution is used for finishing fabrics, so that the fabrics have 5-level handfeel, are soft and outstanding in fluffiness, and meanwhile, the fabrics have good hydrophilic, moisture-permeable and antistatic properties and low yellowing degree, and have the prospect of being used as a high-end finishing agent.
The technical scheme of the invention will be further described in connection with specific embodiments.
Examples 1 to 4
The present embodiments 1 to 4 provide a preparation method of linear polyether block amino silicone oil, which specifically includes the following steps:
adding the raw materials into a 500mL three-neck flask according to the weight part ratio of each embodiment in Table 3, heating to 90-100 ℃ under the protection of nitrogen, stirring and reacting for 10h, cooling the reaction liquid to room temperature, adding acetic acid and adjusting the pH value to be neutral, thus obtaining the product linear polyether block amino silicone oil solution.
TABLE 3 examples raw materials and amounts
To further illustrate the technical effect of this example, comparative examples 1-2 were set up and the physicochemical properties of the linear polyether block aminosilicone solutions prepared in examples 1-4 and comparative example 2 were tested.
Comparative example 1
The raw materials and the proportions of the comparative example 1 are the same as those of the example 1, except that the solvent is dipropylene glycol, and the method specifically comprises the following steps:
85.58g of epoxy-terminated polydimethylsiloxane (276-6 k), 14.42g of amino-terminated polyether (ED-600) and 330g of dipropylene glycol were added into a 500mL three-necked flask, the temperature was raised to 90-100 ℃ under the protection of nitrogen, the reaction was stirred for 10 hours, and the viscosity change of the reaction system was tested, and the results are shown in FIG. 2. FIG. 2 is a graph showing the viscosity of a reaction system using dipropylene glycol solvent according to the ring-opening polymerization time.
As can be seen from FIG. 2, in the early stage of the reaction, the viscosity of the system slightly increases, after about 4 hours of the reaction, the viscosity of the system hardly increases, about 290cP, and the layering phenomenon of the final product occurs, which means that dipropylene glycol is not a good solvent for the reaction, and that dipropylene glycol is not suitable to be directly used as a solvent for the polymerization reaction.
Comparative example 2
The raw materials and the proportions of the comparative example 2 are the same as those of the example 1, except that the raw materials and the proportions are synthesized by a solvent replacement method, and the method specifically comprises the following steps:
85.58g of epoxy-terminated polydimethylsiloxane (276-6 k), 14.42g of amino-terminated polyether (ED-600) and 330g of isopropanol are added into a 1000mL three-neck flask, the temperature is raised to 80-86 ℃ under the protection of nitrogen, and the mixture is condensed, refluxed and stirred for reaction for 12 hours. And adding 330g of dipropylene glycol into a three-neck flask, distilling under reduced pressure to remove isopropanol solvent, cooling the feed liquid to room temperature, adding a small amount of acetic acid to adjust the pH value to be neutral, and obtaining the product linear polyether block amino silicone oil solution.
Wherein the polyether block amino silicone oil solutions prepared in examples 1 to 4 and comparative example 2 each had a concentration of about 23%, the ammonia value and the product viscosity are shown in Table 4.
TABLE 4 physicochemical Properties of the products obtained in examples and comparative examples
According to table 4, according to the embodiment of the application, the mixed solvent of the isohexanediol (MPD) and dipropylene glycol (DPG) is used as a dissolution reaction system, so that the linear polyether block amino silicone oil solution can be prepared by one-step reaction, the preparation is simple, the consumption is small, the environment is protected, the industrial production is facilitated, and the linear polyether block amino silicone oil solution prepared by the application has good physicochemical properties and can be used as a fabric softener.
The polyether block aminosilicone solutions obtained in examples 1-4 and comparative example 2 were subjected to a textile finishing as follows:
diluting the linear polyether block amino silicone oil solution to 2% by using deionized water, soaking the pure cotton fabric in the solution for 5min, rolling the solution by using a dyeing sample machine, treating the solution in a setting machine for 3 seconds at 180 ℃, immersing the solution in the deionized water for 5-10 seconds, and treating the solution at 100 ℃ for 300 seconds to finish the pure cotton fabric.
The pure cotton samples finished with the fabric finish were measured for flexural rigidity HB (lower softness is better) and surface friction coefficient (lower smoothness is better) on a fabric style meter, and the results are described in table 5.
TABLE 5 textile finishing Effect of example and comparative example products
According to Table 5, the fabric finishing effects of the example 1, the example 2 and the comparative example 2, which are identical in the synthetic raw material formulation, are basically consistent, and the three groups of experiments are used for synthesizing linear polyether block amino silicone oil solutions with similar performances, and the different viscosities of the three products are mainly caused by different solvents, so that the effect of the mixed solvent and the single isopropanol solvent on the synthetic reaction is basically consistent, but the mixed solvent used in the method can omit the step of solvent replacement, simplify the preparation step, reduce the solvent consumption and is environment-friendly. The examples 3 and 4 change the types of epoxy-terminated silicone oil and polyether amine, and still can synthesize polyether block amino silicone oil solution products, compared with the example 1, the bending rigidity HB of the polyether block amino silicone oil solution products is slightly increased, but the surface friction coefficient is reduced, so that the fabric finishing effects of different styles can be realized.
Various embodiments in this specification are described in an incremental manner, and identical or similar parts of the various embodiments are referred to each other, with each embodiment focusing on differences from the other embodiments.
The above embodiments are only for illustrating the technical solution of the present application, and not for limiting the present application; although the present application has been described in detail with reference to the foregoing embodiments, it should be understood by those of ordinary skill in the art that: the technical scheme described in the foregoing embodiments can be modified or some or all of the technical features thereof can be replaced with equivalents; such modifications and substitutions do not depart from the spirit of the corresponding technical solutions.
Claims (9)
1. A preparation method of linear polyether block amino silicone oil is characterized by comprising the following steps:
under the protection of nitrogen, mixing epoxy-terminated silicone oil, polyether amine and a mixed solvent for reaction, and after the reaction is finished, cooling the reaction liquid and regulating the pH value to be neutral to obtain a linear polyether block amino silicone oil solution; wherein the mixed solvent is formed by mixing isohexide and dipropylene glycol.
2. The preparation method of claim 1, wherein the mass ratio of the epoxy-terminated silicone oil, the polyether amine and the mixed solvent during the mixing reaction is as follows:
70-90 parts of epoxy-terminated silicone oil; 10-30 parts of polyether amine; 330 parts of mixed solvent.
3. The preparation method according to claim 2, wherein the mixed solvent is prepared by mixing isohexylene glycol and dipropylene glycol according to a mass ratio of 1:1-2.5.
4. The method according to claim 1, wherein the mixing reaction is carried out at a temperature of 90-100 ℃ for a time of 10 hours.
5. The process of claim 4, wherein the mixing is performed with stirring.
6. The method according to claim 1, wherein the agent for adjusting pH to neutral is acetic acid.
7. The method of claim 1, wherein the epoxy silicone oil is selected from any one of UC276-6k, UC276-8k, and UC276-10 k.
8. The method of claim 7, wherein the polyetheramine is selected from any one of ED-600, ED-900, and ED-2003.
9. A linear polyether block aminosilicone solution prepared according to the method of any one of claims 1 to 8.
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