CN109937275A - Polypropylene fibre works through dyeing and the clothes using it - Google Patents
Polypropylene fibre works through dyeing and the clothes using it Download PDFInfo
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- CN109937275A CN109937275A CN201780055661.6A CN201780055661A CN109937275A CN 109937275 A CN109937275 A CN 109937275A CN 201780055661 A CN201780055661 A CN 201780055661A CN 109937275 A CN109937275 A CN 109937275A
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- dyeing
- polypropylene fibre
- dyestuff
- polypropylene
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-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/16—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dispersed, e.g. acetate, dyestuffs
- D06P1/20—Anthraquinone dyes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/94—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dyes dissolved in solvents which are in the supercritical state
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/79—Polyolefins
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/79—Polyolefins
- D06P3/794—Polyolefins using dispersed dyes
-
- 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
- D10B2401/14—Dyeability
-
- 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
- D10B2509/00—Medical; Hygiene
Abstract
Polypropylene fibre works through dyeing of the invention is characterized in that, is the polypropylene fibre works by being dyed with orchil shown in the following general formula (1),In formula, R1Separately selected from carbon atom number be 4~8 branched alkyl and carbon atom number be one of 9~19 aryl alkyl, n is 1~3；The branched alkyl includes quaternary carbon atom, and the moieties of the aryl alkyl include quaternary carbon atom.
Description
Technical field
The polypropylene fibre works that the present invention relates to a kind of through dyeing and the clothes using it.
Background technique
Acrylic resin is crystalline thermoplastic resin obtained from making propylene addition polymerization.The acrylic resin is to make
The propylene of exhaust gas when for petroleum refinement as raw material, therefore be it is cheap, due to being the low-density of natant degree
(0.90g/cm3~0.92g/cm3), therefore component is light, due to almost without water suction hygroscopicity (regain 0.0%),
It is rapid-drying properties.Further, acrylic resin has resistance to chemical reagents, marresistance, resistance to bend(ing), antistatic property etc. very more
Advantageous feature characteristic (referring to non-patent literature 1,2).
Polypropylene is the polymer of simple branched-chain hydrocarbons, although there is methyl as side group, not to dye
Material occurs to chemically react effective functional group.In addition, polyacrylic crystal is comparatively dense, hydrophobicity is high, hardly in water
Swelling.For these reasons, using previous staining technique carry out it is polyacrylic coloring be always treated as it is extremely difficult.
Coloured polypropylene fibre works present in Vehicles Collected from Market is all by the manufacture in polymeric sheet material mostly
Stage adds obtained from the original liquid coloring method (former method) of pigment " former yarn "." former method " is existing to be constitute an inconvenience in that,
Must the initial stage in the manufacture of fibre stage, i.e. melt spinning when determine color, can not real-time selection color.This
Outside, " former yarn " due to adding the pigment as foreign matter, yarn processed is poor compared with uncoloured common yarn, can not be steadily
Produce single thread fiber number 1dtex (dtex) spun yarn below.In turn, in change yarn color, it is necessary to will be in melt spinning device
Native color resin subsequent color resin extruded and substitute, it is therefore desirable to a large amount of waste resins and plenty of time.If examining
Consider the profitability and market price, then a kind of color of former yarn must produce more than a certain amount of, this can make number of colors naturally
It is restricted.
Polypropylene as synthetic resin is that four big general conjunctions are listed as together with polyethylene, polyvinyl chloride, polystyrene
It is enumerated at one of resin, using cheap expense of raw materials and excellent characteristic as background, is used in very wide in range field
(non-patent literature 3).In contrast, (non-patent literature 4) is very limited as the polyacrylic purposes of synthetic fibers.It is main
Reason is considered as: number of colours is few caused by can not being dyed due to the common yarn of polypropylene, and the only effective color method
Former method in single thread fiber number have to become larger.
If the method for dyeing polypropylene fibre freely is practical, the limitation of number of colours is not had, it can be for single
Small (thin) the cheap common yarn of yarn fiber number is coloured.Therefore, expect polypropylene fibre so far because of required appearance
Design is high and not yet applies field, such as automobile interior materials field or garment industry in, developing plays its characteristic
New application.
The sixties in last century, the molecular structure by changing dyestuff have been attempted to dye polypropylene fibre with water system,
A variety of dyestuffs for polypropylene dyeing are enumerated in Patent Documents 1 to 5, non-patent literature 5.In turn, according to non-patent text
The research of the water system dyeing of polypropylene fibre described in offering 6~11, the dye for the very high fiber of the such hydrophobicity of polypropylene
It is necessary to have high hydrophobicitys compared with the dyestuff usual for polyester fiber for material.However, not finding to pass through water system so far
Dyeing can obtain all good polypropylene fibres through dyeing of various fastness such as fast light, wash resistant, rub resistance, resistance to distillation
Dyestuff.
The colouring method of polypropylene fibre as substitution water system dyeing, it is known that referred to as overcritical (fluid) dyeing makes
With supercritical carbon dioxide (scCO2) method that is dyed as dyeing medium.For example, disclosing use in patent document 6
scCO2By the various dyeings of the hydrophobic fiber materials such as Polyester Fibers, polypropylene fiber material.Non- patent
In document 12~17, describes and contaminated polypropylene fibre by supercritical dyeing with dyestuff with the polyester that Vehicles Collected from Market circulates
Color.
In addition, scCO can be passed through by disclosing in non-patent literature 18,192The specific indigo plant that polypropylene cloth is dyed
The dyestuff of color and yellow, and disclose dye by these dyestuffs and be capable of providing the dyeing with excellent colorfastness
Polypropylene fibre.
Existing technical literature
Patent document
Patent document 1: Japanese Patent Publication 38-10741 bulletin
Patent document 2: Japanese Patent Publication 40-1277 bulletin
Patent document 3: Japanese Patent Publication 41-3515 bulletin
Patent document 4: No. 872,882 specifications of British Patent No.
Patent document 5: No. 3,536,735 specifications of U.S. Patent No.
Patent document 6: No. 3253649 bulletins of Japanese Patent No.
Non-patent literature
Non-patent literature 1:M Ahmed, Polypropylene fibers, science and technology
(Amsterdam；New York:Elsevier Scientific Pub.Co., 1982)
Non-patent literature 2:J Akrman and J Prikryl, J.Appl.Polym.Sci., 62 (1996) 235.
Non-patent literature 3:P.Galli, S.Danesi and T.Simonazzi, Polym.Eng.Sci, 24 (1984),
544.
Non-patent literature 4: Yamamoto ocean, fiber association will, 61 (2005), 319-321.
Non-patent literature 5: well virtue male forever, loose tail prosperous season, Synthetic Organic Chemistry association will, 23 (1) (1965), 2-11.
Non-patent literature 6:Z H Cui, S F Zhang and J Z Yang, Chin.Chem.Lett., 18 (2007) 1145.
Non-patent literature 7:T Kim, J Jung, K Jang, S Yoon and M Kim, Fibers Polym., 10 (2009)
148.
Non-patent literature 8:T Kim, J Jung, S Son, S Yoon, M Kim and J S Bae, Fibers Polym., 9
(2008)538.
Non-patent literature 9:T Kim, J Jung, S Yoon, M Kim and Y-A Son, J.Korean
Soc.Dye.Finish.,19(2007)28.
Non-patent literature 10:T Kim, S Yoon, J Hong, H Kim and J Bae, J.Korean
Soc.Dye.Finish.,18(2006)30.
Non-patent literature 11:S J Mangan, J Crouse and F Calogero, Text.Chem.Color., 21
(1989)38.
Non-patent literature 12:W Oppermann, H Herlinger, D Fiebig and O Staudenmayer,
Melliand Textilberichte-Int.Text.Rep.,77(1996)588.
1 Fiber of non-patent literature 13:E Bach, E Cleve and E Schollmeyer, J.Text.Inst.Part
Sci.Text.Tecnol.,89(1998)647.
1 Fiber of non-patent literature 14:E Bach, E Cleve and E Schollmeyer, J.Text.Inst.Part
Sci.Text.Tecnol.,89(1998)657.
Non-patent literature 15:D Knittel, W Saus and E Schollmeyer, Tech.Text., 38 (1995) 184.
Non-patent literature 16:S-K Liao, P-S Chang and Y-C Lin, J.Text.Eng., 46 (2000) 123.
Non-patent literature 17:S-K Liao, P-S Chang and Y-C Lin, J.Polym.Res., 7 (2000) 155.
Non-patent literature 18:K.Miyazaki et al., Color.Technol., 128 (2012), 51-59.
Non-patent literature 19:K.Miyazaki et al., Color.Technol., 128 (2012), 60-67.
Summary of the invention
Problem to be solved by the invention
As described above, as providing the dye of the dyed polypropylene fiber structure with excellent colorfastness
Material, it was found that the dyestuff of blue and yellow (referring to non-patent literature 18,19).However, being needed at least for the color that gains freedom
Each one kind mixes the dyestuff of form and aspect (yellow, red, blue) similar in three primary colors (Huang, fuchsin, blueness) with subtractive process, and not yet discovery, which is constituted, is somebody's turn to do
The dyestuff of trichromatic red.Therefore, it is not possible to realize obtained from dyestuff cooperation certainly for polypropylene fibre works
By the dyeing of tone.
Further, patent document 6 synoptically discloses the pigment of the neutrality such as disperse dyes or oil-soluble dyes, also only general
List to including property the hydrophobic synthetic fibre as dyeing target.In fact, even if using the dyestuff recorded in patent document 6
It is dyed for polypropylene fibre works, dyestuff is not almost upper yet to be contaminated；Alternatively, even if upper dye (dyeing absorption), warp
The colorfastness of the polypropylene fibre works of dyeing is also obvious poor.
The present invention is completed in view of above-mentioned technical problem, it is intended that providing a kind of by colorfastness
It is excellent and show can constitute subtractive process mix trichromatic red dyestuff dyed obtained from polypropylene fibre structure
Object.
The means solved the problems, such as
Of the invention is a kind of polypropylene fibre works through dyeing in a certain respect, which is characterized in that its be by with
The polypropylene fibre works that orchil shown in the following general formula (1) is dyed,
In formula, R1Separately it is selected from the branched alkyl that carbon atom number is 4~8 and the virtue that carbon atom number is 9~19
One of base alkyl, the integer that n is 1~3；Branched alkyl includes quaternary carbon atom, and the moieties of aryl alkyl include quaternary carbon
Atom.Here, " quaternary carbon atom " refers to the carbon atom being bonded with 4 other carbon atoms when using in the present specification.
In above-mentioned general formula (1), can be n is 2.
In above-mentioned general formula (1), can be n is 2 and R1Base is separately branched alkyl.In addition, above-mentioned general formula (1)
In, can be the n is 1 and R1Base is branched alkyl.
In addition, the above-mentioned polypropylene fibre works through dyeing can be cloth.
Another aspect of the present invention is a kind of clothes, which is characterized in that it uses the above-mentioned polypropylene fibres through dyeing
Works.
Invention effect
Based on the present invention, it is capable of providing a kind of by having excellent colorfastness and chromatic and can show and subtract
Polypropylene fibre works through dyeing obtained from the dyestuff that color method mixes trichromatic red is dyed.
Detailed description of the invention
Fig. 1 be show in embodiment dyeability test used in device skeleton diagram.
Fig. 2 is the skeleton diagram for showing the device for the supercritical fluid dyeing technique in embodiment.
Specific embodiment
Polypropylene (PP) fiber structure involved in one embodiment through dyeing is characterized in that, be by with
The polypropylene fibre works that orchil shown in the following general formula (1) is dyed,
In formula, R1Separately it is selected from the branched alkyl that carbon atom number is 4~8 and the virtue that carbon atom number is 9~19
One of base alkyl, the integer that n is 1~3；Branched alkyl includes quaternary carbon atom, and the moieties of aryl alkyl include quaternary carbon
Atom.
It is trichromatic red that the polypropylene fibre works dyed by above-mentioned dyestuff can show subtractive process mixing
Color.Further, the washing fastness (color fastness to washing) of the polypropylene fibre works through dyeing, light fastness are (sun-proof
Color fastness), distillation fastness it is also excellent.
(dyestuff)
The orchil for constituting the polypropylene fibre works of the invention through dyeing is chemical combination shown in above-mentioned general formula (1)
Object.In order to allow to constitute subtractive process mix trichromatic red can dyed polypropylene fiber structure well, and make to wash
It is good to wash fastness, light fastness, distillation fastness, needs the R in above-mentioned general formula (1)1Separately for selected from carbon
The branched alkyl and carbon atom number that atomicity is 4~8 are one of 9~19 aryl alkyl, the integer that n is 1~3, branch
Alkyl group includes quaternary carbon atom, and the moieties in aryl alkyl include quaternary carbon atom.
By making R1Abovementioned alkyl and above-mentioned aryl alkyl in moieties become branched and include quaternary carbon original
Son, the available superior dyestuff of colorfastness.Moreover, because dyestuff shown in above-mentioned general formula (1) is solid, so place
Reason is easy and is capable of the degree (color deep or light) of micro-adjustment dyeing, is advantageous in terms of the production of industry.
As the example of the above-mentioned branched alkyl comprising quaternary carbon atom, 2- methyl propyl- 2- base (tert-butyl), 2- can be enumerated
The amyl- 2- base (t-octyl) of methyl butyl- 2- base (tertiary pentyl), 2,4,4- trimethyl, 2- methyl hept- 2- base.In them, from dyeing
When residual dye is less and colorfastness it is more excellent from the perspective of, preferably 2- methyl propyl- 2- base, 2- methyl butyl- 2-
The amyl- 2- base of base, 2,4,4- trimethyl.
As the example of the above-mentioned aryl alkyl comprising quaternary carbon atom, can enumerate 2- phenyl propyl- 2- base (cumenyl),
2- phenyl butyl- 2- base, 2- (adjacent toluyl groups) propyl- 2- base, 1,1- diphenyl propyl, 1,1,1- trityl group (triphen first
Base).It should be noted that the carbon atom number of above-mentioned aryl alkyl is preferably 9 or 10.
As n=2 or 3, two or three R1It identical respectively can also be different.
Above-mentioned general formula (1) compound represented can be the following general formula (2) compound represented.
In formula, R2~R4Separately selected from hydrogen atom, the branched alkyl that carbon atom number is 4~8 and carbon atom number
For 9~19 one of aryl alkyl.Branched alkyl includes quaternary carbon atom, and the moieties of aryl alkyl include that quaternary carbon is former
Son, R2~R4At least one of be branched alkyl or aryl alkyl.
From the viewpoint of it can further increase colorfastness, the quantity of the substituent group preferably on phenoxy group is two
It is a, i.e., in above-mentioned general formula (1), n 2.In addition, according to identical reason, in above-mentioned general formula (2), preferably R2~R4In two points
It is not independently branched alkyl or aryl alkyl, remaining one is hydrogen atom.
It is excellent degree less from the viewpoint of residual dye when dyeing and that dyeing can be adjusted with good reproducibility
Select R1For branched alkyl, n is 1 or 2.In addition, according to identical reason, in above-mentioned general formula (2), preferably R2~R4Separately
For hydrogen atom or branched alkyl, and R2~R4One or two of be branched alkyl.Particularly, more excellent from colorfastness,
From the perspective of residual dye when dyeing is less, in above-mentioned general formula (1), more preferable R1For branched alkyl.According to identical reason
By, in above-mentioned general formula (2), more preferable R2~R4In two separately be branched alkyl, remaining one be hydrogen atom.
In particularly preferred embodiment of the invention, above-mentioned dyestuff is the R of above-mentioned general formula (1)1For 2,4,4- trimethyl
There are R by amyl- 2- base, n 1 and 4 in phenoxy group1Compound；Alternatively, the R of above-mentioned general formula (1)1For 2- methyl propyl- 2- base
Or 2- methyl butyl- 2- base, n 2 and there are R at 2 of phenoxy group and 41Compound.These compounds have excellent
Colorfastness and dyeability, the especially not residual dye in dyeing, can control the color of dyeing with good reproducibility.
Orchil shown in above-mentioned general formula (1) by with the blue dyes and Huang of being capable of dyed polypropylene fiber structure
The blue dyes and weld recorded respectively in color dyestuff, particularly non-patent literature 3,4 are used in conjunction with, can be by polypropylene
Fiber structure dyeing is free tone.
Dyestuff shown in above-mentioned general formula (1) be it is well known, can be manufactured according to method known to those skilled in the art.
For example, in Dyes and Pigments, under the conditions of that recorded in 95,2012,201-205 is known, by making commercially available 1-
The bromo- 4- hydroxyl anthracene -9,10- diketone of amino -2- and the commercially available phenol replaced by branched alkyl or aryl alkyl, which react, to be come
Manufacture.
(polypropylene fibre works)
Polypropylene fibre works in the present invention includes polypropylene fibre.Here, as long as polypropylene fibre includes poly- third
Olefine resin is just not particularly limited.It can be used and polypropylene fibre structure is formed by fiber that acrylic resin is separately formed
Object, or the fiber that cooperation and/or engagement other polymers ingredient into acrylic resin can be used and prepare are poly- to be formed
Tacryl works.
By above-mentioned polypropylene fibre, the polypropylene of various form can be manufactured according to method as known in the art
Fiber structure.As the form of polypropylene fibre works, it can be cited for example that yarn shape works (gauze, textile strand, crack
Yarn, tearing yarn etc.), cotton (cotton) shape works, rope-like constructed object, cloth-like works (textile fabric, braided fabric, non-woven fabrics, felt,
Cluster etc.) and their combination, but not limited to this.In addition, commercially available polypropylene fibre works also can be used.Furthermore, it is possible to
Other fiber blends such as polyester and/or mixed fibre are manufactured into fiber structure in polypropylene fibre.
(manufacturing method of the polypropylene fibre works through dyeing)
More than polypropylene fibre works through dyeing of the invention can be used supercritical carbon dioxide fluid and pass through
Dyestuff shown in general formula (1) is stated to dye above-mentioned polypropylene fibre works to manufacture.With supercritical carbon dioxide fluid
It is known to those skilled in the art that the method that polypropylene fibre works is dyed is directed to as medium.Example
Such as, polypropylene fibre can be carried out according to the decoration method using supercritical carbon dioxide fluid recorded in non-patent literature 3,4
The dyeing of works.
Subtractive process mixing can be presented by the polypropylene fibre works that dyestuff shown in above-mentioned general formula (1) is dyed
Trichromatic red.It should be explained that, the range of " subtractive process mix trichromatic red " be it is well known in the art that referring to color
Three attributes (form and aspect, lightness, saturation degree) among red and acceptable full scope is used as in the form and aspect (H value).Know in color
In the attribute of feel, by the range of 10P to 10R of the form and aspect H (JIS Z8721:1993) of form and aspect scale centered on 10RP.This
Outside, the blue dyes and yellow recorded respectively in dyestuff shown in above-mentioned general formula (1) and such as non-patent literature 3,4 can be contaminated
Material is combined and is dyed for polypropylene fibre works, thus polypropylene fibre works of the manufacture through dyeing.At this point, energy
It is enough to be dyed with free tone for polypropylene fibre works.
(purposes of the polypropylene fibre works through dyeing)
As the purposes of the polypropylene fibre works of the invention through dyeing, it is not particularly limited, it can be cited for example that
Clothes, underwear, cap, socks, gloves, movement automobile interior materials, blanket, curtain, the pads such as clothes, the seat cushions such as clothes
Household items such as son, sofa cover, pillow cover etc..Fiber structure through dyeing of the invention can show free tone, because
This can be suitable for clothes.
Hereinafter, present invention will be further described in detail through examples, but these embodiments do not carry out any limit to the present invention
It is fixed.
Embodiment
(material)
The chemical structure of dyestuff 1~26 used in test is shown in following table 1.In addition, it is directed to dyestuff 1~23,25,26,
Also the structural formula and substituent group recorded in patent document 6 corresponding with them being shown in following table 1 together, (including table 1-1 is to table
1-6)。
Table 1-1
Table 1-2
Table 1-3
Table 1-4
Table 1-5
Table 1-6
Dyestuff 1~5,7,8,12,14,15,24,25,26 is as trial-production composite and from there is this chemical industry Co., Ltd.
It obtains.Dyestuff 9 is used as product name KP Plast Yellow HR, dyestuff 22 as product name KP Plast Blue G, dyestuff 21
It is used as product name KP Plast Brilliant Red MG as product name KP Plast Yellow 2HR, dyestuff 23, from discipline
It is obtained with chemical industry Co., Ltd..Dyestuff 6 is used as product name Kayaset as product name Kayaset Red B, dyestuff 10
Blue FR, dyestuff 11 are used as product name Kayaset Red 168, obtain from Nippon Kayaku K. K.Dyestuff 13, dyestuff 16,
Dyestuff 20 respectively from Huntsman Amada Co., Ltd. manufacture Teratop Pink 3G, Terasil Pink 2GLA,
Extraction and separation in Terasil Blue BGE.The KayalonPolyester that dyestuff 17 is manufactured from Nippon Kayaku K. K
It is extracted in Blue EBL-E.Dyestuff 18, dyestuff 19 respectively from DYSTAR JAPAN LTD. manufacture Dianix Blue GL-FS,
Extraction and separation in Dianix Blue AM-77.
Two kinds of polypropylene cloth are obtained from Rayon Co., Ltd., Mitsubishi (Mitsubishi Rayon Co., Ltd.).One is
It is formed by the polypropylene fibre yarn of 110dtex/36 long filament (filaments) and forms (poly- third with circle braiding testing machine braiding
Alkene cloth No.1).The loop density of the knitted fabric is thick (wale 20/2.54cm, row 32/2.54cm), therefore in magnetic
Level dyeing can be easy under the weak mixing power of power blender；Another kind is that the densification of colorfastness is double to knit for measuring
(polypropylene cloth No.2,250g/m2, the yarn of 190 dtex/48 long filaments, 2 × 33/2.54cm of wale, row 2 × 34/
2.54cm).This is double to knit using soda ash (industrial grade, 2g/dm3)、1g/dm3Surfactant (Daisurf MOL-315,
Di-ichi Kogyo Seiyaku Co., Ltd.), 0.5g/dm3Chelating agent (Sizol FX-20, Di-ichi Kogyo Seiyaku Co., Ltd.), uses liquid stream
Overflow dyeing machine is refined in water system, at 80 DEG C.Thereafter, by polypropylene cloth No.2 centrifugal dehydration；As pre-treatment, will cut
To substance thermal finalization is carried out at 130 DEG C.
Kapok yarn (30/ yarn count) is bought by CLOVER Co., Ltd. (Clover Mfg Co., Ltd.).Dyeing
In, three kinds of cottons have been used in order to spread supercritical fluid and wrap up polypropylene cloth.The first is with gauze structure (cotton
No.1: lengthwise yams 30/2.54cm, horizontal 30/2.54cm of yarn), second with jersey flannel structure (cotton No.2).These
Cloth is bought by Pip Fujimoto Co., Ltd..The third is with plain weave structure (cotton No.3: 45/2.54cm of lengthwise yams, horizontal yarn
45/2.54cm；Product name " Shandong solarization "), it is bought by Co., Ltd.'s Hasegawa cotton row.
Liquid CO 2 (> 99.5%) is obtained by Yu Yesuansu Co., Ltd..The acetone of reagent grade is by Nacalai
Tesque Co., Ltd. buys.
Using above-mentioned dyestuff 1~26, the dye test of polypropylene cloth is carried out according to following methods.
(dyeability test)
Device used in dyeability test is shown in Fig. 1.Dyeability experimental rig 100 has a structure in which liquid CO2Gas
Bottle 101 stops valve 102,107,110,121, needle-valve 103, liquid-feeding pump 106 (including cooler 104 and high-pressure pump 105), safety
Valve 108, pressure gauge 109, magnetic agitation thermostat air bath 119 (including preheater 111, staining trough 112, filter 116, magnetic
Power blender 117, thermostat air bath 118), thermometer 120, semi-automatic Back pressure control valve 124 (including Back pressure control valve 122,
Heater 123).Magnetic agitation thermostat air bath 119 is continued to use in the temperature control baking oven of Japan Spectroscopy Corporation's manufacture
50cm3The external member (SCF-Sro type) of stainless steel sink.Liquid-feeding pump 106 is sent using the carbon dioxide that Japan Spectroscopy Corporation manufactures
Liquid pump (SCF-Sro type).The semi-automatic Back pressure control valve that semi-automatic Back pressure control valve 124 is manufactured using Japan Spectroscopy Corporation
(SCF-Bpg/M type).
Use glass fiber filter (2 × 2cm；ADVANTEC GA-55；Advantec Toyo Kaisha, Ltd. system
Make), each dyestuff (about 3mg) is kept as described below.Initially, a filter is impregnated in acetone；Then, dyestuff is placed in
On remaining filter, and covered with the filter for impregnating acetone.Acetone is for making two filters be easy stacking.It connects
, it is dried at room temperature for and removes acetone.In order by stirrer 115, polypropylene cloth No.1 (about 1.0g) 114, two
The dyestuff 113 clamped between filter is added in staining trough 112, and staining trough 112 is sealed.By the air in staining trough 112 big
Carbon dioxide is replaced under air pressure.
After so that the temperature in thermostat air bath 118 is reached defined temperature (120 DEG C), pass through carbon dioxide liquid-feeding pump
106, it is 25MPa that staining trough 112, which is forced into pressure carbon dioxide, is again heated to dyeing temperature (120 DEG C).It is controlled by back pressure
Valve 122 controls the pressure of the carbon dioxide in dyeability experimental rig system for 25MPa, with magnetic stirrer dye bath.
After sixty minutes, while being kept stirring, by Back pressure control valve 122, staining trough 112 is slowly decompressed to atmospheric pressure.
Processed polypropylene cloth is taken out from staining trough 112.Then, in dyestuff do not diffuse to fibrous inside and in fibre
When dimension table face is precipitated, the cloth through dyeing is impregnated in the acetone of room temperature 30 seconds, what removal was precipitated on the surface through the cloth dyed
Dyestuff.The cloth through impregnating is taken out, is dried at room temperature for removing acetone.For colouring power, as described below to knot
Fruit is classified.
Zero: dyeing well
△: it dyes thinly
×: it does not dye or slightly dyes completely
Further, it is thus identified that either with or without remaining dyestuff between two filters.In addition, having further acknowledged either with or without contaminating
The dyestuff that the inner wall of color slot 112 is precipitated.For substance remaining on filter and the slot merged in the substance that inner wall is precipitated
Interior residual dye, as described below classifies to result.
◎: noresidue
Zero: minimal residue (can visual confirmation have powder)
△: residual is more
×: almost full dose remains
(supercritical fluid dyeing technique)
For dyeability it is excellent (that is, colouring power is good and slot in residual dye it is few) dyestuff, produce for evaluating
The stained clot-h of colorfastness.Polypropylene cloth No.2 is cut into 20 × 150cm, is measured weight (about 75g).By cotton No.1,
No.2 and No.3 is cut into 20 × 100cm, 20 × 75cm, 20 × 35cm respectively.Initially, in order by cotton No.1 and No.2 volumes
Being around in has perforation (diameter 3mm, hole count/area 1.87/cm2, effective width 190mm) stainless steel cylinder body (width 220mm,
Outer diameter 30mm, internal diameter 26mm) on.In order to avoid perforation directly affects polypropylene cloth No.2 dyeing, these cloth are used as lining
Cloth.Lining cloth avoids fluid from passing through from perforated straight lines, so that more uniformly flowing on pollutant.Then, poly- third is wound in order
Alkene cloth No.2 and cotton No.3.Cotton No.3 prevents from causing polypropylene cloth to shrink because the radiation from slot is hot.Work beam passes through
End is loosely bundled with cotton yarn to fix.
The device for being used for supercritical fluid dyeing is shown in Fig. 2.Supercritical fluid dyeing device 200 includes following structures:
Liquid CO2Gas cylinder 201, filter 202, coolant jacket 203, high-pressure pump 204, preheater 205, pressure gauge 206~208, magnetic force drive
Dynamic portion 209, DC motor 210, safety valve 211,212, cooler 213, stopping valve 214~218, needle-valve 219, heater 220.It will
The cylinder body 221 for being wound with cloth sample is put into (the volume 2230cm of high pressure stainless steel sink 2223) in.Paper handkerchief (KimWipes S- will be used
200, Nippon Paper Crecia Co., Ltd. (Nippon Paper Crecia Co., Ltd.) manufacture) package dyestuff 223 it is (poly-
The 0.3% of the quality of propylene pollutant: i.e. 0.3%omf) it is placed in the fluid passage on the cylinder body 221 in slot 222.
The valve for closing slot 222, is heated to 120 DEG C.After reaching dyeing temperature, liquid CO 2 (1.13kg) is passed through into pump
204 flow into slot 222 via coolant jacket 203.It is driven by the impeller 224 and magnetic force that are mounted on the stainless steel of the bottom of slot 222
Portion 209 is moved to make carbon dioxide stream body circulation.The rotation speed in magnetic drive portion 209 is 750rpm.The flow direction of fluid is
It is flowed from the Inside To Outside of cylinder body 221.
After temperature, pressure, circulation rate reach a certain steady state value (i.e. 120 DEG C, 25MPa, 750rpm), these conditions are kept
60 minutes, polypropylene cloth is dyed.Rate of release is controlled, 15 minutes is expended and pressure is reduced to atmospheric pressure from 25MPa.Make
Circulation continuous is to slot internal drop as low as almost critical pressure (8.0~7.4MPa).Thereafter, by the polypropylene cloth through dyeing from slot
It is taken out in 222.Residual dye is same in colouring power and slot when using polypropylene cloth No.2 is equal to using polypropylene cloth No.1's
The result of dyeability test.
By continuing cycling through and the slowly operation that is released stress, enable the dyestuff being precipitated on the surface of polypropylene cloth
Removal.Therefore, only if it were not for significant excess of dye strength, then subsequent washing process is not needed.Once as there is dyestuff
It is precipitated on surface and the friction fastness of tendency of abnormal low performance is then shown (JIS L0849, II type, staining experiment are with calico
Cotton) by this release stress operation reach normal.In the embodiment of the present invention, dry friction, wet friction all show 4-5 grades extremely
5 grades.Residual dye is the same as the dyeability being equal to using polypropylene cloth No.1 in colouring power and slot when using polypropylene cloth No.2
The result of test.
(washing fastness)
Washing fastness test, (interweave No. 1: JIS L0803:2005 using multi-fiber interwoven；With cotton, nylon, acetic acid esters,
Wool yarn, artificial silk, acrylic compounds, silk and Polyester woven cloth), by JIS L0844:2005 A-2 method (be based on ISO
2) 105-C02:1989 test is implemented.In the pollution (dyeing) of multi-fiber interwoven, the evaluation of pollution most serious part is shown.
In addition, not only being evaluated also referring to ISO 105-D01:1994 the pollution of the pollution of cloth but also experimental liquid.The pollution of experimental liquid
Evaluation in, so that remaining experimental liquid in container is passed through filter paper.The coloring of the pollution of filtered experimental liquid uses pollution evaluation
Transmitted light under tonal gradation, it is and not used in the glass system developmental tube (diameter 25mm) placed before white card
Experimental liquid is compared.
(light fastness)
For the light fastness of the polypropylene cloth through dyeing, evaluated according to JIS L0842 (third exposure method).It is resistance to
Light fastness test is implemented for 3 grades and/or 4 grades using third exposure method using ultraviolet light carbon arc light.
(distillation fastness)
For the distillation fastness of the polypropylene cloth through dyeing, according to JIS L0854 and staining experiment is used with calico
Nylon (No. 7: JIS L0803:2005 of Single Fiber cloth (I)) is evaluated.
(colour examining)
The colour examining of polypropylene cloth through dyeing uses spectral photometric colour measuring meter (CM-600d:Konica Minolta, Inc. system
It makes).The determination condition of spectral reflectivity is set as: being overlapped 4 samples on unstressed configuration white paper, and is measured diameter phi 8mm, sees
It examines 2 ° of visuals field of condition, observation light source D65, measurement 400~700nm of wave-length coverage, measurement wavelength interval 10nm, exclude positive reflection light
(SCE:Specular Component Exclude, exclude specular component).According to CIE1976L*a*b*, by spectral reflectivity
Find out L*、a*、b*Value.Further, according to JIS Z8721:1993, the form and aspect H under D65 light source is found out.
(Examples 1 to 6, comparative example 1~20)
The Examples 1 to 6 for using dyestuff 1~26, the respective test result of comparative example 1~20 are shown in table 2.For true
It is hard also to have carried out dyeing for the good Examples 1 to 6 of dyeing, the comparative example 1~3, comparative example 6,7,19,20 for recognizing polypropylene cloth
The evaluation of fastness.It should be noted that dyestuff 5 used in dyeing is tarry, it is difficult to weigh, therefore not evaluate and wash in comparative example 3
Wash fastness, distillation fastness.In addition, for Examples 1 to 6, Comparative Examples 1 and 2,20 the polypropylene cloth through dyeing surveyed
Color.It the results are shown in table 3.
Table 2
Table 3
| Positive reflection light | L*(D65) | a*(D65) | b*(D65) | Mang Saier D65 form and aspect | |
| Comparative example 1 | SCE | 54.82 | 57.52 | 7.17 | 9.1RP |
| Comparative example 2 | SCE | 58.18 | 57.15 | 8.15 | 9.3RP |
| Comparative example 20 | SCE | 57.22 | 56.99 | 5.55 | 8.5RP |
| Embodiment 1 | SCE | 52.6 | 57.78 | 7.82 | 9.4RP |
| Embodiment 2 | SCE | 54.36 | 55.07 | 6.68 | 9.0RP |
| Embodiment 3 | SCE | 54.96 | 57.57 | 5.24 | 8.5RP |
| Embodiment 4 | SCE | 59.38 | 63.84 | 19.04 | 1.9R |
| Embodiment 5 | SCE | 60.08 | 61.36 | 8.48 | 9.2RP |
| Embodiment 6 | SCE | 59.38 | 64.35 | 18.86 | 1.9R |
As shown in table 2 like that, the polypropylene cloth through dyeing of Examples 1 to 6 shows excellent dyeability and excellent
Both colorfastness.On the other hand, Comparative Examples 1 and 2, in 20, colouring power is good, but residual dye is more in slot, and washing is hard
In the comparative example 4,5,8~18 of the pollution difference of fastness and distillation fastness, polypropylene cloth is not dyed by dyestuff well.Comparative example
6,7,19 good dyeability is shown, but washing both fastness and light fastness are bad in comparative example 6, wash in comparative example 7
It is bad to wash fastness, light fastness is bad in comparative example 19.
The dyestuff 1 for being equivalent to the representative dyestuff recorded in patent document 6 is appreciated that by the result of above-mentioned dye test
Among~23, (Examples 1 to 5 compares the dyestuff 1~8,11,12,25 that only has that can be well dyed for polypropylene cloth
Example 1~3,6,7, embodiment 6), the dyestuff that can not be dyed for polypropylene cloth using supercritical carbon dioxide is
More.On the other hand, it is equivalent to the representative dyestuff [bis- (the octyl amino)-anthraquinones of Isosorbide-5-Nitrae -] recorded in non-patent literature 19
The dyeability of the dyestuff 24 (comparative example 19) of position isomer is good, but light fastness is poor.It is appreciated that only being taken by changing
Subrogate and set and be made in the dyestuff of target form and aspect, dyeability, colorfastness can not be made to entirely reach well.In addition, according to reality
The comparison for applying example 1~6 Yu comparative example 1~3,6,7,8~11,19,20, shows: in order to make dyeability (in colouring power, slot
Residual dye), colorfastness (washing fastness, light fastness, distillation fastness) entirely reach good, the chemistry of dyestuff
Structure need become as shown in above-mentioned general formula (1), 1 substituent group of anthraquinone ring is amino, 2 substituent groups be by
Phenoxy group, 4 substituent groups of branched alkyl or aryl alkyl substitution containing quaternary carbon are hydroxyl.
In addition, all solids of dyestuff used in Examples 1 to 6 in above-mentioned general formula (1), are equivalent on the other hand
R2The dyestuff 8 (comparative example 3) for being the substance for the straight chained alkyl that carbon atom number is 9 is tarry, is unable to control the degree (face of dyeing
Color it is deep or light), be not suitable for industrialized production.
As shown in table 3 like that, it is trichromatic red to show subtractive process mixing for the polypropylene cloth through dyeing of Examples 1 to 6
Color.Use the embodiment 1,2,4,6 for the dyestuff 1,2,4,20 that the substituent group on the phenoxy group in above-mentioned general formula (1) is branched alkyl
In, residual dye is less in slot.Particularly, using the R of above-mentioned general formula (1)1For 2- methyl butyl- 2- base, n=2, phenoxy group 2
Position and 4 on there are R1Dyestuff 4 embodiment 4；Use the R of above-mentioned general formula (1)1For 2- methyl propyl- 2- base, n=2, phenoxy group
2 and 4 on there are R1Dyestuff 25 embodiment 6 in, only remained in the form of the leaching trace on paper handkerchief in slot when dyeing
The dyestuff of trace indicates that used dyestuff almost all is adsorbed on fiber.In addition to this, in embodiment 4,6, washing is hard
Fastness, light fastness, distillation fastness are excellent.
Above, the present invention is illustrated by referring to above embodiment, but the invention is not limited to the embodiment party
Formula also includes for embodiment obtained from appropriately combined or alternate embodiments composition in the present invention.Additionally it is possible to
Knowledge based on those skilled in the art and suitably replace the sequence of combination or step in embodiment or to embodiment
Apply deformation, the embodiments for being applied with deformation in this way such as various designs changes to be also included in the scope of the present invention.
Industrial applicibility
The present invention can be used for clothes, underwear, cap, socks, gloves, the movement vehicles such as clothes, the seat cushions such as clothes
Household items such as built-in material, blanket, curtain, cushion, sofa cover, pillow cover etc..
Description of symbols
Device used in the test of 100 dyeabilities
101 liquid CO2Gas cylinder
102 stop valve
103 needle-valves
104 coolers
105 high-pressure pumps
106 liquid-feeding pumps
107 stop valve
108 safety valves
109 pressure gauges
110 stop valve
111 preheaters
112 staining troughs
116 filters
117 magnetic stirring apparatus
118 thermostat air baths
119 magnetic agitation thermostat air baths
120 thermometers
121 stop valve
122 Back pressure control valves
123 heaters
124 semi-automatic Back pressure control valves
200 supercritical fluid dyeing devices
201 liquid CO2Gas cylinder
202 filters
203 coolant jackets
204 high-pressure pumps
205 preheaters
206,207,208 pressure gauges
209 magnetic drive portions
210 DC motors
211,212 safety valves
213 coolers
214,215,216,217,218 stop valve
219 needle-valves
220 heaters
221 cylinder bodies
222 high pressure stainless steel sinks
223 use the dyestuff of tissue-wrapped
224 impellers.
Claims (8)
1. a kind of polypropylene fibre works through dyeing, which is characterized in that it is by with red shown in the following general formula (1)
The polypropylene fibre works that dyestuff is dyed,
In formula, R1Separately it is selected from the branched alkyl that carbon atom number is 4~8 and the aryl alkyl that carbon atom number is 9~19
One of, n is 1~3；The branched alkyl includes quaternary carbon atom, and the moieties of the aryl alkyl include quaternary carbon atom.
2. the polypropylene fibre works through dyeing as described in claim 1, which is characterized in that the n is 2.
3. the polypropylene fibre works through dyeing as claimed in claim 1 or 2, which is characterized in that the n is 2, and described
R1Base is the branched alkyl.
4. the polypropylene fibre works through dyeing as described in claim 1, which is characterized in that the n is 1, and the R1Base
For the branched alkyl.
5. the polypropylene fibre works through dyeing as described in claim 1, wherein the orchil is 1- amino -4-
Hydroxyl -2- [bis- (the 2- methyl propyl- 2- yl) phenoxy groups of 2,4-] anthracene -9,10- diketone.
6. the polypropylene fibre works through dyeing as described in claim 1, wherein the orchil is 1- amino -4-
Hydroxyl -2- [4- (the amyl- 2- yl of 2,4,4- trimethyl) phenoxy group] anthracene -9,10- diketone.
7. such as the polypropylene fibre works according to any one of claims 1 to 6 through dyeing, which is characterized in that it is cloth.
8. a kind of clothes, it uses the according to any one of claims 1 to 7 polypropylene fibre works through dyeing.
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| JP2016-250746 | 2016-12-26 | ||
| PCT/JP2017/045943 WO2018123811A1 (en) | 2016-12-26 | 2017-12-21 | Dyed polypropylene fiber structure and garment using same |
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| KR (1) | KR102108694B1 (en) |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB973262A (en) * | 1961-12-02 | 1964-10-21 | Mitsui Kagaku Kogyo Kabushiki | Improvements in or relating to the dyeing of polyolefin fibrous materials with anthraquinone dyestuffs |
| JPS4023030B1 (en) * | 1962-10-24 | 1965-10-11 | ||
| US3536735A (en) * | 1967-06-27 | 1970-10-27 | Du Pont | Oleophilic anthraquinone red dyes for polypropylene |
| JP3253649B2 (en) * | 1990-09-03 | 2002-02-04 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | Method for dyeing hydrophobic fiber material with disperse dye |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02154073A (en) * | 1989-10-27 | 1990-06-13 | Miyoshi Oil & Fat Co Ltd | Treating agent for synthetic fiber |
| JP2001226884A (en) * | 1999-12-06 | 2001-08-21 | Howa Kk | Dyeing method using supercritical dye liquor |
| JP3801074B2 (en) * | 2002-03-13 | 2006-07-26 | セイコーエプソン株式会社 | Image display device and projector |
| US7576407B2 (en) | 2006-04-26 | 2009-08-18 | Samsung Electronics Co., Ltd. | Devices and methods for constructing electrically programmable integrated fuses for low power applications |
-
2017
- 2017-12-21 JP JP2018559122A patent/JP6671729B2/en active Active
- 2017-12-21 WO PCT/JP2017/045943 patent/WO2018123811A1/en active Application Filing
- 2017-12-21 KR KR1020197005751A patent/KR102108694B1/en active IP Right Grant
- 2017-12-21 CN CN201780055661.6A patent/CN109937275B/en active Active
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB973262A (en) * | 1961-12-02 | 1964-10-21 | Mitsui Kagaku Kogyo Kabushiki | Improvements in or relating to the dyeing of polyolefin fibrous materials with anthraquinone dyestuffs |
| JPS4023030B1 (en) * | 1962-10-24 | 1965-10-11 | ||
| US3536735A (en) * | 1967-06-27 | 1970-10-27 | Du Pont | Oleophilic anthraquinone red dyes for polypropylene |
| JP3253649B2 (en) * | 1990-09-03 | 2002-02-04 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | Method for dyeing hydrophobic fiber material with disperse dye |
Non-Patent Citations (2)
| Title |
|---|
| KEISUKE MIYAZAKI 等: "Effects of molecular structure on dyeing performance and colour fastness of yellow dyestuffs applied to polypropylene fibres in supercritical carbon dioxide", 《COLORATION TECHNOLOGY》 * |
| KEISUKE MIYAZAKI 等: "Relationship between colour fastness and colour strength of polypropylene fabrics dyed in supercritical carbon dioxide: effect of chemical structure in 1,4-bis(alkylamino)anthraquinone dyestuffs on dyeing performance", 《COLORATION TECHNOLOGY》 * |
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| CN109937275B (en) | 2021-01-08 |
| WO2018123811A1 (en) | 2018-07-05 |
| TWI717578B (en) | 2021-02-01 |
| JP6671729B2 (en) | 2020-03-25 |
| TW201823366A (en) | 2018-07-01 |
| KR20190095244A (en) | 2019-08-14 |
| KR102108694B1 (en) | 2020-05-07 |
| JPWO2018123811A1 (en) | 2019-12-12 |
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