CN104761723A - Polysiloxane softening agent with color fixing property - Google Patents
Polysiloxane softening agent with color fixing property Download PDFInfo
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- CN104761723A CN104761723A CN201510165677.5A CN201510165677A CN104761723A CN 104761723 A CN104761723 A CN 104761723A CN 201510165677 A CN201510165677 A CN 201510165677A CN 104761723 A CN104761723 A CN 104761723A
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- polysiloxane
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Abstract
The invention provides a polysiloxane softening agent with color fixing property. The softening agent comprises polysiloxane with the general formula structure DnM, wherein D is equal to SiY2O2/2, M is equal to QSiYO2/2, and Y represents the same or different groups selected from the following substances: alky with 1-30 carbon atoms, aryl or alkaryl, preferably, Y is methyl or phenyl, and more preferably, Y is methyl, and Q represents the same or different organic groups with quaternary ammonium salt functional groups. The side chain of the polysiloxane softening agent with color fixing property is polysiloxane with quaternary ammonium salt and (or) tertiary amine acid salt, the quaternary ammonium salt and (or) tertiary amine acid salt of the side chain have (has) color fixing function, the polysiloxane of the main chain is of the softening agent with excellent performance, the polysiloxane has good hand feel, better wet and dry rub strength, and better soaping fastness; and a formed composition is stable during storage. The invention provides the softening agent with color fixing property for textiles and nonwoven fabrics.
Description
Technical field
The present invention relates to a kind of polysiloxane soft agent with fixing property and preparation method thereof, belong to technical field of textile auxiliary agent.
Background technology
In order to make textiles and clothing soft, bright in luster, need to add laking agent and softening agent in textile production and clothing Family Day washing process.In textile production, two functions can be realized at color fixing process and soft technique respectively; But in family's ordinary clothing washing, need to reach two objects through once washing, so the softening agent with fixing property arises at the historic moment.The softening agent with fixing property not only can be applied in ordinary clothing washing formula, can also be applied in textile production, makes the soft technology generations of fixation for color fixing process and soft technique, thus reaches energy-efficient object.
At the initial stage, market uses compound fixing-softening agent.Dong Yongchun etc. (compound fixing-softening agent and the arrangement to cotton fabric thereof. Dong Yongchun, Xu Xuezhong. Tianjin University of Technology journal .2002 (21), 4:12 ~ 16) adopt cationic poly amine laking agent and three kinds of different types of softening agents to prepare compound fixing-softening agent, three kinds of different types of softening agents are the polysiloxane-based microemulsion of non-ionic type respectively, nonionic polyethylene emulsion and aqueous polyurethane compounds, for fixation and the soft one bath of cotton fabric, think that the tint retention of soft component to fixation component in fixing-softening agent does not produce a very large impact.
On the basis of compound fixing-softening agent, develop again and integrate fixation and soft dyeing and printing auxiliary for environmental protection, the polymkeric substance of itself macromolecule and polyfunctional group structure, by the component grafting of fixation and softness together, the drawbacks such as compound mixture is long placed in layering and component is unstable are avoided.Duan Xinfeng (fixing-softening agent RF. prints and dyes, 2007,22:37 ~ 40) develops polyaminoester emulsion, bathe fixation and softening for pure cotton fabric one, result of study shows that it has good soaping fastness and crock fastness, good hand touch, look diminishes, and energy-saving and water-saving.
Each polysiloxanes and their composition are known as fabric softener.Han Fu etc. (silicone softening agent. Han Fu, Zhang Gaoyong, Wang Jun. daily chemical industry, 2001 (2): 38 ~ 42) outline organosilicon (polysiloxane) development and actuality in fabric softener arrangement.Step figure (MOMENTIVE) company in the technical background of patent of invention (WO2009134364), also describe the application of global polysiloxane soft agent in all kinds of textiles.
Based on the softening agent with fixing property of prior art, its main chain is polyurethane structural, and its shortcoming is that softness is not good, and polysiloxane soft agent does not have clear and definite fixing property.
Summary of the invention
The object of the invention is, do not have the defect of fixation characteristic for the polysiloxane as fabric softener, the present invention proposes a kind of polysiloxane soft agent with fixing property.
Realizing technical scheme of the present invention is, a kind of polysiloxane soft agent with fixing property, and described softening agent has formula D
nm polysiloxane;
Wherein, D=SiY
2o
2/2; M=QSiYO
2/2;
Y represents and identical or different is selected from following group: have the alkyl of 1-30 carbon atom, aryl or alkaryl, preferable methyl or phenyl, particularly preferably methyl;
Q represents the identical or different organic group with quaternary ammonium salt functional group;
N is 1 ~ 200, preferably 5 ~ 100, particularly preferably 10 ~ 50.
Described Q group is the group with-R1-R2 structure,
Described R1 preferably represents and is selected from following identical or different divalent group:
-(CH
2)
X-，-(CH
2)
3-OCH
2CH(OH)CH
2-；
Described R1 is preferably :-(CH
2)
3-,-(CH
2)
3-OCH
2cH (OH) CH
2-;
Described R2 is preferably as follows identical or different groups :-N
+r3R4R5A
-;
Described R3, R4, R5 represent hydrogen or the monovalence containing 1-30 the carbon atom alkyl with functional group or substituted radical independently;
The identical or different counter ion of described A representative to the positive charge in quaternised amine groups, acceptable sour HA in the prior art known of selecting oneself, as the negatively charged ion of organic acid or mineral acid, be particularly preferably selected from the negatively charged ion of the organic or inorganic of acetic acid, L-hydroxylactic acid and aromatic carboxylic acid.
The invention provides in a usual manner by octamethylcyclotetrasiloxane (D
4) balance prepares a kind of method of product of the present invention, except annular siloxane, in order to average modification degree can be set in a kind of mode of control, α, ω-two the siloxanes of-SiOH-functional group also can be added into this equilibrium mixture.
The preparation method of polysiloxane of the present invention comprises the following steps:
(1) with oxirane TMOS and secondary amine reaction, obtain tertiary amine coupling agent, if there is tertiary amine coupling agent, can this step be omitted, directly carry out next step;
(2) tertiary amine coupling agent and annular siloxane or hydroxy silicon oil under normal conditions, is made to reach balance; As equilibrium mixture, add α, ω-two siloxanes of-SiOH-functional group;
(3) quaternizedly to obtain accordingly with the polysiloxane of ammonium.
Described oxirane TMOS is epoxy alkyl dialkoxy silicane, preferred epoxy alkyl methyl dimethoxysilane, particularly preferably 3-[(2,3)-epoxy third oxygen] hydroxypropyl methyl dimethoxysilane;
Described tertiary amine coupling agent is tertiary amine alkyl-alkyl dialkoxy silicane, preferred tertiary amine alkyl methyl dimethoxysilane, particularly preferably dimethylamine propyl methyl dimethoxysilane;
Described quaternised reagent preferably sulfuric acid dialkyl and haloalkane, particularly preferably dimethyl sulfate, ethyl sulfate, methyl chloride, 3-chlorine-1,2-propylene glycol.
Invention further provides compound of the present invention as yarn fabric, non-woven fabric and/or the softening agent with fixing property that is made up of natural and/or artificial raw material.
The compound being preferably used as the softening agent with fixing property has general formula D
nm, wherein n=1-200.This compounds not only has sufficiently high silicone character and produces comfortable feel, but also has certain molecular weight, stable composition can be become to use at subsequent formulation.
Used according to the invention has general formula D
nin the composition of the compound of M, content is based on whole composition between 0.5-99 % by weight, preferably between 3-70 % by weight, between 5-50 % by weight.
Described polysiloxane is for having the softening agent of fixing property, and described softening agent and the formulation containing softening agent can be used as dyeing and printing auxiliary for textile industry, also can be applicable to ordinary clothing washing.Described formulation comprises the described polysiloxane of 5-50 % by weight.
The invention has the beneficial effects as follows, the present invention has the polysiloxane soft agent of fixing property, its side chain is the polysiloxane with quaternary ammonium salt and (or) tertiary amine hydrochlorate, the quaternary ammonium salt of side chain and (or) tertiary amine hydrochlorate have good fixation function, the polysiloxane of main chain is the softening agent that performance is very excellent, this polysiloxane good hand touch, has dry, fastness to wet rubbing preferably, soaping fastness is also better, and the composition be mixed with is deposited stable.The invention provides compound of the present invention as yarn fabric, non-woven fabric and/or the softening agent with fixing property that is made up of natural and/or artificial raw material.
The present invention is applicable to yarn fabric, non-woven fabric makees the softening agent with fixing property.
Embodiment
Embodiment 1:
In the four-hole boiling flask of 2000ml, by 740g octamethylcyclotetrasiloxane (D
4), 76.4g (0.4mol) dimethylamine propyl methyl dimethoxysilane and basic catalyst carry out mixing and heated and stirred, drip 7.2g water, be heated to 110 DEG C of insulation 3h, cool to 78 DEG C, add 222g Virahol, drip 22g (0.2mol) 3-chloro-1,2-propylene glycol, at 78 ~ 80 DEG C of micro-reaction 2h that boil, be cooled to 50 DEG C, add 12g (0.2mol) acetic acid, this mixture is distilled out Virahol at 80 DEG C, obtain muddy full-bodied liquid sample 1, it is described by following statistics general formula:
Embodiment 2:
In the four-hole boiling flask of 2000ml, by 44g (0.2mol) 3-[(2,3)-epoxy third oxygen] hydroxypropyl methyl dimethoxysilane, 20g (0.2mol) methylpiperazine normal temperature mixes, lucifuge completely cuts off air reaction 24h, adds 740g octamethylcyclotetrasiloxane (D
4) and basic catalyst carry out mixing and heated and stirred, drip 3.6g water, be heated to 110 DEG C of insulation 3h, cool to 78 DEG C, add 222g Virahol, drip 25.2g (0.2mol) methyl-sulfate, at 78 ~ 80 DEG C of micro-reaction 2h that boil, be cooled to 50 DEG C, add 12g (0.2mol) acetic acid, this mixture is distilled out Virahol at 80 DEG C, and obtain muddy full-bodied sample 2, it is described by following statistics general formula:
Embodiment 3:
In the four-hole boiling flask of 2000ml, by 220g (1mol) 3-[(2, 3)-epoxy third oxygen] hydroxypropyl methyl dimethoxysilane, 74g (1mol) diethylamine normal temperature mixes, lucifuge completely cuts off air reaction 24h, add 740g linear body (WS-62M) and basic catalyst carries out mixing and heated and stirred, drip 18g water, be heated to 110 DEG C of insulation 3h, cool to 78 DEG C, add 222g Virahol, drip 100.8g (0.8mol) methyl-sulfate, at 78 ~ 80 DEG C of micro-reaction 2h that boil, be cooled to 50 DEG C, add 12g (0.2mol) acetic acid, this mixture is distilled out Virahol at 80 DEG C, obtain muddy full-bodied sample 3, it is described by following statistics general formula:
Composition embodiment:
The sample 1 ~ 3 that embodiment obtains above is emulsified into correspondent composition 1 ~ 3.
Respectively 30 % by weight samples 1, sample 2, sample 3 are positioned over in the decollator stirred, add 5 % by weight isomerous tridecanol polyoxyethylene ethers (polymerization degree 5), 10 % by weight isomerous tridecanol polyoxyethylene ethers (polymerization degree 7), stir, slowly mixture water is supplemented to 100 % by weight, obtains composition 1 ~ 3 respectively.Application Example:
The pure cotton fabric of 30tex × 37tex236 root/10cm × 433 piece/10cm, through destarch, concise, bleaching, dyes respectively through reactive red trade mark EBS, reactive turquoise blue EBS, reactive yellow EBS, obtains cloth to be assessed; Laking agent, Honesil
tMfP-061, Guangzhou Ao Liesixin Chemical Industry Science Co., Ltd; Softening agent, Honesoft
tMhS-15, Guangzhou Ao Liesi Chemical Industry Science Co., Ltd.
Y571L dyeing crock fastness instrument (Laizhou Electron Instrument Co., Ltd.), R-3 laboratory forming machine (Suzhou Feng Yi detecting instrument company limited).
Stability is tested, and after centrifugal 3000r/min × 10min, surveys its stability; Soaping fastness test is undertaken testing and grading by GB/T3921-1977; Crock fastness is undertaken testing and grading by GB/T3920-1977; Feel adopts digital palpation for examination of trauma test and grading, and be divided into 10 grades, 10 is excellent, and 1 for poor; Look becomes mensuration, with the fabric of non-fixation for reference, to the changes of shade grading arranging rear painting cloth.
Finishing technique: use composition 1 ~ 3, laking agent, softening agent respectively, consumption 50g/L, a leaching one is rolled, baking temperature 130 DEG C × 2min, and process assessment cloth, acquired results is as following table 1 ~ 4.
Table 1 present composition 1 ~ 3 outward appearance and stability
Table 2 present composition and Special fixing toner, the Comparison study of softening agent on reactive red dyed cloth
Table 3 present composition and Special fixing toner, the Comparison study of softening agent on the emerald green blue dyed cloth of activity
Table 4 present composition and Special fixing toner, the Comparison study of softening agent on reactive yellow dyed cloth
From table 1 ~ 4, the composition 1 ~ 3 that the embodiment of the present invention 1 ~ 3 configures, outward appearance is all zona pellucida blue streak emulsion, and stability is good, in the application of fixation softness, can realize this polysiloxane good hand touch, and have dry, fastness to wet rubbing preferably, soaping fastness is also better.
Claims (6)
1. have a polysiloxane soft agent for fixing property, described softening agent has formula D
nthe polysiloxane of M;
Wherein, D=SiY
2o
2/2; M=QSiYO
2/2;
Y represents and identical or different is selected from following group: have the alkyl of 1-30 carbon atom, aryl or alkaryl, preferable methyl or phenyl, particularly preferably methyl;
Q represents the identical or different organic group with quaternary ammonium salt functional group;
N is 1 ~ 200, preferably 5 ~ 100, particularly preferably 10 ~ 50.
2. a kind of polysiloxane soft agent with fixing property according to claim 1, is characterized in that, described Q group is the group with-R1-R2 structure,
Described R1 preferably represents and is selected from following identical or different divalent group:
-(CH
2)
X-，-(CH
2)
3-OCH
2CH(OH)CH
2- ；
Described R1 is preferably :-(CH
2)
3-,-(CH
2)
3-OCH
2cH (OH) CH
2-;
Described R2 preferably represents and is selected from group identical or different as follows :-N
+r3R4R5A
-;
Described R3, R4, R5 represent hydrogen or the monovalence containing 1-30 the carbon atom alkyl with functional group or substituted radical independently;
The identical or different counter ion of described A representative to the positive charge in quaternised amine groups, be selected from sour HA, comprise the negatively charged ion of organic acid or mineral acid, be particularly preferably selected from acetic acid, L-hydroxylactic acid and the organic acid of aromatic carboxylic acid or the negatively charged ion of mineral acid.
3. a kind of polysiloxane soft agent with fixing property according to claim 1, it is characterized in that, the preparation method of described polysiloxane comprises the following steps:
(1) with oxirane TMOS and secondary amine reaction, obtain tertiary amine coupling agent, if there is tertiary amine coupling agent, can this step be omitted, directly carry out next step;
(2) tertiary amine coupling agent and annular siloxane or hydroxy silicon oil under normal conditions, is made to reach balance; As equilibrium mixture, add α, ω-two siloxanes of-SiOH-functional group;
(3) quaternizedly to obtain accordingly with the polysiloxane of ammonium.
4. a kind of polysiloxane soft agent with fixing property according to claim 3, is characterized in that,
Described oxirane TMOS is epoxy alkyl dialkoxy silicane, preferred epoxy alkyl methyl dimethoxysilane, particularly preferably 3-[(2,3)-epoxy third oxygen] hydroxypropyl methyl dimethoxysilane;
Described tertiary amine coupling agent is tertiary amine alkyl-alkyl dialkoxy silicane, preferred tertiary amine alkyl methyl dimethoxysilane, particularly preferably dimethylamine propyl methyl dimethoxysilane;
Described quaternised reagent preferably sulfuric acid dialkyl and haloalkane, particularly preferably dimethyl sulfate, ethyl sulfate, methyl chloride, 3-chlorine-1,2-propylene glycol.
5. a kind of polysiloxane soft agent with fixing property according to claim 1, it is characterized in that, described polysiloxane is for making the softening agent with fixing property, described softening agent and the formulation containing softening agent can be used as dyeing and printing auxiliary for textile industry, also can be applicable to ordinary clothing washing.
6. a kind of polysiloxane soft agent with fixing property according to claim 5, is characterized in that, described formulation comprises the described polysiloxane of 5-50 % by weight.
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Cited By (4)
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| CN107916584A (en) * | 2017-11-24 | 2018-04-17 | 陈石生 | Soft dry wet friction fastness improving agent |
| CN111320757A (en) * | 2018-12-14 | 2020-06-23 | 绍兴德美新材料有限公司 | Preparation method of high-fastness ultralow-yellowing silicone oil for polyester fabric and polyester fabric |
| CN115852719A (en) * | 2022-09-30 | 2023-03-28 | 浙江越新印染有限公司 | Silicon-containing color fixing additive and application thereof in cotton printing and dyeing |
| CN117468239A (en) * | 2023-10-26 | 2024-01-30 | 清远市宏图助剂有限公司 | Amino acid modified polysiloxane fabric color fixing agent, preparation method and application thereof |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107916584A (en) * | 2017-11-24 | 2018-04-17 | 陈石生 | Soft dry wet friction fastness improving agent |
| CN111320757A (en) * | 2018-12-14 | 2020-06-23 | 绍兴德美新材料有限公司 | Preparation method of high-fastness ultralow-yellowing silicone oil for polyester fabric and polyester fabric |
| CN111320757B (en) * | 2018-12-14 | 2022-03-22 | 绍兴德美新材料有限公司 | Preparation method of high-fastness ultralow-yellowing silicone oil for polyester fabric and polyester fabric |
| CN115852719A (en) * | 2022-09-30 | 2023-03-28 | 浙江越新印染有限公司 | Silicon-containing color fixing additive and application thereof in cotton printing and dyeing |
| CN115852719B (en) * | 2022-09-30 | 2024-03-26 | 浙江越新印染有限公司 | Silicon-containing color fixing auxiliary agent and application thereof in cotton printing and dyeing |
| CN117468239A (en) * | 2023-10-26 | 2024-01-30 | 清远市宏图助剂有限公司 | Amino acid modified polysiloxane fabric color fixing agent, preparation method and application thereof |
| CN117468239B (en) * | 2023-10-26 | 2024-04-16 | 清远市宏图助剂有限公司 | Amino acid modified polysiloxane fabric color fixing agent, preparation method and application thereof |
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