CA2225380A1 - Method for dyeing mixed fibers - Google Patents
Method for dyeing mixed fibers Download PDFInfo
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- CA2225380A1 CA2225380A1 CA002225380A CA2225380A CA2225380A1 CA 2225380 A1 CA2225380 A1 CA 2225380A1 CA 002225380 A CA002225380 A CA 002225380A CA 2225380 A CA2225380 A CA 2225380A CA 2225380 A1 CA2225380 A1 CA 2225380A1
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- dye
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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
- 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
- D06P3/82—Textiles which contain different kinds of fibres
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
-
- 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
- D06P3/82—Textiles which contain different kinds of fibres
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
- D06P3/8223—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups
- D06P3/8238—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using different kinds of dye
- D06P3/8252—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using different kinds of dye using dispersed and reactive dyes
-
- 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
-
- 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
- D06P1/38—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 reactive dyes
-
- 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
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
- D06P3/54—Polyesters using dispersed dyestuffs
-
- 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
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
- D06P3/66—Natural or regenerated cellulose using reactive dyes
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- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Coloring (AREA)
Abstract
A fiber mixture containing cellulosic and polyester fibers is dyed with a reactive dye at least 60 % of which is fixed to the cellulosic fibers at a pH of 9.0 to 12.0 and a bath temperature of 50 to 85 ~C and an alkali-fast disperse dye at least 90 % of which is fixed to the polyester fibers at a pH of 8.0 to 11.0 and a bath temperature of 120 to 140 ~C.
Description
~ CA 0222~380 1997-12-19 ~ ~ . .
our Ref.: MH-14 DESCRIPTION
METHOD FOR DYEING MIXED FIBERS
TECHNICAL FIELD
The present invention relates to a method for dyeing mixed fibers comprising cellulose fibers and polyester fibers in a single bath.
BACKGROUN~-ART
~.-- When mixed fibers comprising cellulose fibers and polyester fibers are dyed, they are usually dyed in two baths having pH ranges different from each other. That is, first, polyester fibers are dyed with a disperse dye at a pH value of from 4 to 6 at a bath temperature of frcm 120 to 140~C. After reduction cleaning, cellulose fibers are then dyed with a reactive dye at a pH value of from 12 to 14 at a bath temperature of from 50 to 90~C.
When using the above-mentioned dyeing method, it usually takes 7 to 9 hours to dye a batch, and the productivity is very low.
The present inventors have studied to provide a method for dyeing mixed fibers comprising cellulose fibers and polyester fibers in a single bath and in a short time, and achieved the present invention.
DISCLOSURE OF THE INVENTION
The gist of the present invention resides in a method for dyeing mixed fibers comprising cellulose fibers and polyester fibers with a reactive dye and a disperse dye CA 0222~380 1997-12-19 in a single bath, characterized in that said reactive dye is a reactive dye at least 60~ of which is fixed to cellulose fibers at a p~ value of from 9.0 to 12.0 at a bath temperature of from 50 to 85~C, and that said disperse dye is an alkali-resistant disperse dye 9o% of which is fixed to polyester fibers at a pH value of from 8.0 to 11.0 at a bath temperature of from 120 to 140CC.
The present invention makes it possible to dye ; satisfactorily mixed fibers comprising cellulose fibers and polyester fibers in a single bath, in one step, and in a short time.
THE BEST MODE FOR CARRYING OUT TEE INVENTION
Hereafter, the present-invention will be explained in detail.
15The reactive dye used in the present invention is a dye having at least one selected from the group consisting of a pyrimidine group having a halogen atom mainly, a triazine group having a halogen atom, a ~ vinylsulfone type reactive group, and - CO ~ N ~ Cl which have a suitable dyeing property in a range of weak alkalescence, a high reactivity, and a high stability at high temperatures.
Examples of the halogen atoms include a chlorine atom and a fluorine atom, but a fluorine atom is more suitable due to its high reactivity. Examples of the reactive dye include the dyes represented by the following general --. 3 --formulas [A-l ] to [A-36 ] .
N ~ Rs A I ky I
R6 ~.6 ~A - 3 ~ N~N ~A - 4 ]
r.~ ,¢~ (A--5 3 N
Rs ~N~ ~D~ ~A- 6 ) ~CH3 ~1--N SO3M
N--CH ~A--7~ N~NH2 ~A--83 O \ ~
N~NH2 ~A--9) N H--Z
O H
\N~ ~NH-Z ~A--1O~
.. OH o - DI\N~N ~,~NH-C~--NH--z (A--1 1 MO3S
OH
D 2~ N~N~}NH-C O--R 10 ~A - 1 2 ) O H
D ~ N~ N ~ 3}N H-C O - R 10 [A - 1 3 ( S 0 3M ) p N~N~NH--Z (A- 1 4) (S 03M)p \N ~N~ ~ ~A - 1 5 ; CA 02225380 1997-12-19 .. ~ 5 --~N~ ~ ~A--16) II 0 ~}NH- Z ~A- 1 7 ) .~.
o NH - 7:
A--1 8 ) M 0 3 S S o 3M
~0 HN~ ~Rl~
D 2~ N ~ N ' ,~ (A - 1 9 ) ~I O ~IH2 D ~N~ N~N~N, D2 ~A--2 0 H0 N~2 N~ ,~ ,D ~A--2 1 N~ ,--~ N~N~D3 ~- 2 2) H 0 ~H2 1) \N~N ~/N~I~D3 tA--2 3 hlO3S S 03M
1~ ~ N~ N '~,N~N, D3 (A--2 4 3 ....
~N~,o~NH-- (G--NA)r--Z
Z-- (AN--G)r--HN~0 S03M C 1 ~A--2 5 ~'N~'o'~NH-- (G--~A)r--J
J - (A N - G) r- H N /~O ~ N~
S 0 2-W C l tA--2 ~Nq~ 0 ~, N H--W ~ A--2 7 ) W- HN~O~N~
,SO3M (A--28) O HN~_(CH2)~-NA - Z
(S 03M)p -- O Z
Il HN
M 0 3 S--~= \C/ ~ S o 3~L
N~ ~ M(~) ~A- 2 9 ) p~ (S 03M)a ~N~ ( s O zl\~ H2 ) b [A - 3 0 (S 03-N H~ NH - L
(S C3M)r c OH (I~H-CO-RI~)r N~ ~ ( S 03M)m ~A--3 1 OH (NH--Z)r N~ ~ (SO3M)m ~A- 3 2 ) .-- 8 --~,OH OH (NH--CO--Rl~)r _~N~ N ~6 ( S 0 3~ ) ~ ~ A--3 3 ) (S 03M)o OH OH (NH- 7:)r (S 03M)s~ ~A--3 4 . .
,, ( S 0 3M)o N~ ~OH OH (N~--CO--Rl~)r Ra N~N'~ (S03M)~ ~A-3 5) N~ ~,O H O H (~ H - Z )r R3 N~N~ (S O3M)m [A--3 6) _ ~ _ In the above formulas [A-l] to [A-36], Dl is ~ or (M 03S)o (M 03S)~
Z - N A - (C H2)r D2 is ~ or .~03S)o ~
(~ 03S)m (C H2)r-N A - Z
-.- 3 i ~ or (M 03S)o ~ H O ~
D4 is Q ~ , (M 03S)o ~ ~ ~ , or (M 03S)m OH
(M03S)o b~
E is ~ R3 or ~ ~ R3 o ~ U~ ~N~C I r A B
CA 0222~380 1997-12-19 --.. 10 --X is F or Cl, Y is H or F, U is H or Cl, A is H, a Cl_4 alkyl group, a phenyl group, or ~ (S O3M)r B i H, a Cl_4 alkyl group or -(CH2)n-[O-~CH2)n]r-SO2W, or 5 ~ SO W (when Z is ~ ~ X , A and B constitute R8 ,N~
A B
-C2H4OC2H4- and may form a heterocyclic ring together ~-~ with the nitrogen atom to which A and B are bonded.) W
is -CH=CH2 or -C2H4V (V is a group to be eliminated by an alkali, preferably -OSO3M.) The alkyl group is a Cl_4 alkyl group which may be substituted by -SO3M, Rl is H, -CONH2 or -CH2SO3M, each of R2, R3 is R4 is H, -SO3M, -CH3, Cl or Br, R5 is -CH3 or -CO2M, R6 is -OH, R7 iS -CH3 or -NH2, each of R8 and R8' is H, -CH3 or -OCH3, R9 is H, -NHCOCH3 or -NHCONH2, Rl0 is H, a Cl 4 alkyl group or a phenyl group, M is H, Li, Na or K, G is a C2_4 alkylene group, J is a -CO-Cl_4 alkyl group, a -CO-Cl_4 - alkylene-COOM or a benzoyl group, L is Z or D3, Mt is Cu or Ni, Q is H, -SO3M, -SO2W or -(CH2)r-NA-Z, a is 1-3, b is 0-2, c is l or 2, provided a+b+c = 2-4, m is l or 2, n is 2 or 3, o is 1-3, p is 0-2, and r is 0 or l.
Z may be the group represented by the following formula X X
N ~ N-T-~ N
A A
, , ~ 11 --wherein T is a C2_8 straight or branched chain alkylene group, (S 03M)r ~ (S03~)r ,C~
. (MO3S)r , ~ C H= C H ~ or . S 03M SO3M
.. S 03M
~C2H
Examples of the reactive dye include the dyes represented by the following formulas (1) to (33).
CO~H OH ~ Cl ~ N
~ N=N P (1) H~3Sf~,So3H
HO3S HO3S~G~NH ~N~ NH~
H3C~N=N ~ N~,N ( 2 ) ~NH ~N~ NHCH2~
S03H N ~ N ~ SO3HS03H S03H (3) OH ~HCO ~
., . 12 --HzN OH SO3H
H33SOH4C202S~N=N~ rN=N~ ( 4 ) SO3~1 SO3H NH ~ ~7 CIJ~N
p Cl CH3 ~- NH ~ N~ NH -~ N=N ~ CONH2 ( 5 ) SO3H ~ SO3H HO N O
- F
. - C2H5 HO SO ,~
~ ~SD;H CH~
,~ ~N=N~NH~N~NH~ ( 7 ) SO3H SO3H NHC31YH2 ~ C~3 ~.,. ~-SO~H ~ ~ N ~ ( 8 ) SO3H N~, N CH
F
H3CO ~ N=N ~
SO3~NH ~ N~ N~9 ( 9 ) N N
~ C2Hs CA 02225380 l997-l2-l9 -..13 ~
SO3H HO NH ~N~NH~Ci - --~N=N~SN3~N (10) ~, ~~C~
SO3H o=Cu "C~9 ( 11) .: - ~ N1 NH - N
-' ~NH ~ ~ NH
N~, N ~J
SO 3H N ,~N~ O ~j, NHC3H 6NH ~ ~ NH ~S
~H~ ~HNH6C3HN O N ~Y SO3H
Sa3H ~ S33H C I F
(12) SO3H O--Cu O
N=N~N=N ~
SO3H CH~ SO~N ~ ~ NH2 (13) IH N~N
HO3S~N=N ~53~ ~ Cl CA 02225380 l997-l2-l9 -.14 -O--Cu O F
50'~503H~ ~
~ N~N~YH~ ~16) SO~ NHCOCH 3 C
H03S O--Cu--O F
r- SOlh~503H H~N N (17) 'NH ~ (18) C
- P~N CH3 ~N ~SO3H (19) , . N~ NH ~ N=N~ N
HO
F~N \~ ~ ~ ~SO3H (20) N~ NH ~ ~ C I
-- .15 O
HO3S ~ - N ~ ~ NH
~ N ~h S~===' o~ NH (21) N ~ NH ~
F Cl SO3H
N=N ~
~ N ~ S ~ (22) N ~ NHCH2 SO3H
F Cl ~ N OH NHCOC~3 N ~ 7-CH2 ~ N N ~ (23) Cl CH3 SO3~ SO3 Sa3H
~ OH NHCO ~
N ~ N-CH2 ~ N=N ~ 'i~ (24) F Cl CH3 SO3H SO3 O~NH--~3N~N ~25) ~ NH ~ CH3 F (26) r N ~
CHzNH ~ N
Cl F
Cl SO2C2H40S03H
~N~, o ~HC2~40so3H (27) HO3SOH4C2HN~o~N~
Ho3soH4 C20 2 S N ~
SO3H HO NH~ N
~rN=N~N--/~ (28) so2C2H4oso3H
~ N=N~NH~ 11 (2g) SO3H SO3H NHCONH2 N-C3H6SO2c2H40so3H
f~N=N~NH~N~NHCH2CH2NH~N~lYH~lY=~
NHC~NH2 ~ N~,N ~HCOI~H
S03 H ~ F SU3H
(30) OH
Ho3soH~c2o2s~N=N ~ f ~ P (31) SO3~NH~ ~N
N p ClN ~N=N~ gSO2C2H~OSO3H (32) CI~N~ C-HN SO ;~ SO~H
N~N ~ 0 SO3H HO NH~ N
~, ~r ; ~ ~H~ (33) SO~So3H So2c2H4oso3H
CA 0222~380 1997-12-19 -. 17 -The alkali-resistant disperse dye is a dye having a specific dyeing property in a range of weak alkalescence.
A disperse dye suitable for the present invention can be selected by the following dyeing method. Namely, first, 0.2 g of powder of a disperse dye (which is obtained by finely dispersing 0.05 g of a cake of the disperse dye with 0.15 g of a lignin type disperse agent) is added to 200 ml of a buffer agent adjusted at a pH value of 5 by adding sodium acetate/acetic acid. Second, the dye in the same amount as above is added to 200 ml of a buffer agent adjusted at a pH value of 7.5 by adding potassium dihydrogen phosphate/borax. 10 g of polyester cloth is dipped into each of the solutions above obtained. The temperature of each solution is raised to 130~C at 1~C/min., and each cloth is dyed at 130~C for 60 minutes.
After dyeing, reduction cleaning is conducted by a normal method in order to remove unfixed dyes. A reflectivity of each dyed cloth is then measured and a relative dyeing ~~ property is calculated by the following formula.
Dyeing depth of the cloth dyed at pH 7.5 Relative dyeing property = x 100 Dyeing depth of the cloth dyed at pH 5 If the relative dyeing property of a disperse dye is at least 95%, it can be used for the present invention. It is particularly preferable to use a disperse dye having a relative dyeing property of 9g to 100. Examples of such disperse dyes include the dyes represented by the CA 02225380 l997-l2-l9 following general formulas [B-l] to [B-l0].
R~l OH O
~ R12 H\C ~ ~ ' [B-l]
Il ~13 wherein Rll is H or Br, and each of Rl2 and Rl3 is H, Cl or Br.
Rl~
D - N=N ~ N\R S [B-2]
R]7 wherein D is a residue of a diazo component as described below, Rl4 is H, C1, a Cl_2 alkoxy group or a Cl_2 alkoxy-Cl_2 alkyl group, each of Rl5 and Rl6 is H, a Cl_5 alkyl group, an allyl group, a Cl_4 alkoxy-C2_3 alkyl group, -C2H4CN, a -C2H4CO-Cl_4 alkyl group, a -C2H40CO-Cl_4 alkyl O O
group, -C2H4CO ~ , -CH2 ~ , C2H4 ~ or C2~4~ ~ , Rl7 is H, methyl group, a -NHC-Cl_4 alkyl o group, -NHC ~ , a -NHC-Cl_2 alkyleneoxy-Cl_2 alkyl O O
group or a -NHSO2-Cl_4 alkyl group. D is a residue of a diazo component represented by the following formula.
~ CA 02225380 1997-12-19 .
-- ,19 Rl~
02N ~ [Ds] ~~
Rl9 wherein R18 is H, a nitro group, a sulfomethyl group, a cyano group, Cl, Br or a trifluoromethyl group, and Rl9 is H, Cl or Br. R21 R20J~ S~ [ D6 ~
- wherein R20 is a nitro group, a sulfomethyl group, Cl or Br, and R21 is H, Cl or Br.
C 1'1 ~22 ~ [D7]
CN
wherein R22 is H, a Cl 2 alkyl group, Cl or Br.
R2qR~
R28 ~ [D8]
wherein R23 is a nitro group, a formyl group or a cyano - group, R24 is H, Cl or Br, and C25 is a cyano group or a -C-Cl_2 alkyl group.
R2~
S [D9]
wherein R26 is a nitro group, Cl or Br, and R27 is H, Cl or Br. R29 C ~
~ ~=N ~ [Dlo]
-.20 -wherein R28 is H, a cyano group, a nitro group or Cl, and R29 is H, a methyl group or Cl.
CH3C~
D ~ ~ [B-3]
~ NHR
NHR~
wherein D is the same residue of a diazo component as : above, and each of R30 and R31 is H, a Cl_4 alkyl group .. which may have a substituent, or a phenyl group.
,, 0 NH2C~O
~, ~ C ~ [B-4]
O NH2 ~
wherein R32 is a Cl 4 alkyl group, a Cl_4alkoxy-C2_3 alkyl group or a Cl 2alkoxy-C2 3 alkyleneoxy-C2_3 alkyl group.
~3 [B-5]
wherein R33 is Cl or -O ~ , and R34 is Cl, -O ~ , -O ~ C2H4CN or -OC2H4CN.
R35 [B-6]
O OH
--- CH
wherein R35 is -O ~ , -o ~ -OCH3~ -O ~ C2H4CN~
-OC2H4OH or -OC6Hl2OH.
[B-7]
~2N O OH
-~ wherein e is 0-2.
~ R36 [B-8]
wherein R36 is H or a Cl_2 alkyl group.
~ R37 [B-9]
HO O NH ~
wherein R37 is H, Cl, OE or -C2H4OE.
R~
N [B-10]
O=C' 'C=O
~ '~ N = 1'~ 4~ R 3g wherein R38 is a Cl 3 alkyl group or a Cl_3 alkoxy-C2 3 alkyl group, R39 is a nitro group or Cl, and R40 is H or CA 0222~380 1997-12-19 : -.22-a Cl_2 alkoxy group.
Examples of these dyes include C. I. Disperse Blue 27, 55, 56, 60, 73, 77, 87, 143, 214, 283, 291, 321, and 333,C. I. Disperse Violet 1, 26, 27, 28, 38, 46, 57, and 93.1,C. I. Disperse Red 50, 60, 65, 88, 91, 117, 125, 143, 145, 146, 152, 153, 183, 185, 191, 192, 200, 225, 240, 279, 283, and 343,C. I. Disperse Orange 1, 13, 41, 43, 44, 61, 62, 73, 74, and 76,C. I. Disperse Yellow 44, . - 54, 64, 67, 149, 160, 163, and 192, and the dyes represented by the following formulas ( 34)-(51).
~~2 OCH3 02N~N-N~NHC~Hs (34) CN
02N~ ~¢ ~ \C2H4CN
CN
--, 02N~N=N ~ N=N ~N ~ ; (36) C,H3 o C,N~C o OCH3 ,\~3 (37) HO
Cl2H5 o C,N~C o - -:- 02N~N-~ ~ (38) HO
Cl N~ ~ ~C2H40COCH3 (39 CL S \C2H5 . CA 02225380 1997-12-19 - ~:
CI~N~ ~ <~zH40C0 Cl N
~ ~N N~N/C2H-4ococH3 (41) Cl ~S\C2H40COCH3 . Cl :: ,~N~~ <C2HgOCOOc2Hs (42) Cl SY C2H4OCOOc2Hs ~ ~ N N~N <C2H40COOc2Hs Cl S NHCOCH C2HgOCOOC2H5 ~N~ ~ <C2H4CN
C I S CsH l l (n) NHCûCH3 - 02N~ N=N~3N(C2H40cl~3)2 N' NHCOCH3 CN
02NJ~N=N~N< ~ (46 8r~N=N~N(C2H40CH3)2 ~S NHC3C~3 Br 7~'NH~ (48) NHC2H~aC2H40H
CN
~ (t2Hs CN
g~_ "~ ~, <C2H5 CN
~N=N~' ~ C2H~CN (51) CA 0222~380 1997-12-19 -..26 -The proportion of such a disperse dye is determined suitably depending on the proportion of polyester in the mixed fibers. When using a disperse dye, a disperse dye composition is prepared with a disperse agent and other auxiliary agents in accordance with a usual method.
Examples of cellulose fibers to be dyed by the method of the present invention usually include cotton, viscose rayon, cupra ammonium rayon, and hemp. Examples of -- polyester fibers include polyethylene terephthalate, polybutylene terephthalate, and the like. The dyeing method of the present invention is effective also for easily dyeable polyester fibers. Mixed fibers comprising cellulose fibers and polyester fibers are usually in the form of mixed fabric, mixed knitted fabric, or non-woven fabric. The mixing ratio of polyester fibers to cellulose fibers is 1:99 to 99:1 by weight, preferably 20:80 to 80:20 by weight.
To dye the mixed fibers by the method of the present - invention, a water-soluble alkali is used as an agent for adjusting the pH value together with the above-mentioned reactive dye and disperse dye. Examples of said water-soluble alkali include alkali metal hydroxides such as sodium hydroxide and potassium hydroxide, alkali metal carbonates such as sodium carbonate and potassium carbonate, alkali metal hydrogen carbonates such as sodium hydrogen carbonate and potassium hydrogen carbonate, alkali metal silicates such as sodium silicate CA 0222~380 1997-12-19 .27 and lithium silicate, alkali metal phosphates such as sodium phosphate and potassium phosphate, alkali metal borates such as sodium borate, an alkali metal salt of an organic fatty acid having a carbon number of one or two such as sodium formate and potassium acetate, and a mixture of such alkali metal salts. The amount of the water-soluble alkali to be used is usually 0.01 to 5 g/~
in the dye bath. It is particularly preferable to use -; 0.1 to 1 g/e of an alkali metal silicate, an alkali metal carbonate, or a mixture of such alkali metal salts.
Further, if necessary, usually 1 to 150 g/e, preferably 10 to 80 g/~ of an electrolyte (sodium chloride or sodium sulfate) is added to the dye bath. The mixed fibers are dipped into this dye bath and dyed.
15The p~ of the dye bath is maintained in a range of 9.0 to 12.0, preferably 9.5 to 12.0 before raising the temperature. After dyeing, the p~ is lowered to a range of 8.0 to 11.0 by consumption of an alkali by the reactive dye. The dyeing temperature is 100 to 150~C, preferably 120 to 140~C, and the dyeing time is 30 to 180 minutes, preferably 60 to 120 minutes.
The method of the present invention makes it possible to dye both of cellulose fibers and polyester fibers satisfactorily in a single bath and in one step. That is, the present method is an industrially extremely advantageous method.
Hereinafter, the present invention will be described CA 0222~380 1997-12-19 -.28 -in further detail with reference to Examples. However, the present invention is by no means restricted to such specific Examples, unless it is beyond the gist of the present invention.
A dye bath was prepared by adding 0.2 g of the reactive dye represented by the above formula (l), 0.2 g of Resolin (registered trademark) Red F3BS (C. I.
- Disperse Red 343), 8.0 g of Glauber's salt and 20 mg of silicate of soda as an agent for adjusting the pH to 200 ml of water. Into the dye bath thus obtained, 10 g of mixed fabric comprising polyester and cotton (polyester:cotton = 50:50) was dipped. The temperature was raised to 130~C at 1~C/min., and the fabric was dyed at 130~C for 60 minutes. Thereafter, water-washing, soaping, water-washing and drying were conducted successively to obtain a brilliant red fabric dyed excellently with the same color. The pH of the dye bath -' was 11.5 before dyeing and 8.5 after dyeing. The dyeing property of the dye was extremely good, and the dyed fabric thus obtained showed excellent fastness against light, washing and rubbing.
A dye bath was prepared by adding 0.2 g of Resolin Red F3BS to 200 ml of water and by adjusting the pH at 5 with acetic acid. Into the dye bath thus obtained, 10 g of mixed fabric comprising polyester and cotton CA 0222~380 1997-12-19 -.29 -(polyester:cotton = 50:50) was dipped. The temperature was raised to 130~C at 1~C/min., and the fabric was dyed at 130~C for 60 minutes. Thereafter, reduction cleaning and water-washing were conducted to obtain a fabric wherein polyester was dyed.
A dye bath was then prepared by adding 0.2 g of the reactive dye represented by above formula (1), 12.0 g of Glauber's salt and 3 g of soda ash as an agent for - adjusting a pH value to 20~ ml of water. Into the dye bath thus obtained, the above fabric wherein polyester was dyed was dipped. The temperature was raised to 60~C
at 1~C/min., and the fabric was dyed at 60~C for 60 minutes. Thereafter, water-washing and drying were conducted to obtain a brilliant red fabric dyed excellent with the same color. It took 8 hours to dye the mixed fabric comprising polyester and cotton. The dyed fabric thus obtained showed excellent fastness against light, washing and rubbing.
~- EXAMPLE 2 A dye bath was prepared by adding 0.4 g of the reactive dye represented by the above formula (4), 0.4 g of Dianix (registered trademark) Navy Blue BG-SF (a mixture of C. I. Disperse Violet 93.1 and C. I. Disperse Blue 291 wherein the mixing ratio is 1:1), 8.0 g of Glauber's salt, 0.2 g of a higher alcohol sulfate and 40 mg of soda carbonate to 200 ml of water. Into the dye bath thus obtained, 10 g of mixed fabric comprising CA 0222~380 1997-12-19 -..30 -polyester and cotton (polyester:cotton = 50:50) was added. The temperature was raised to 130~C at 1~C/min., and the fabric was dyed at 130~C for 60 minutes.
Thereafter, water-washing, soaping, water-washing and drying were conducted successively to obtain a navy color fabric dyed excellently with the same color. A p~ of the dye bath was 11.5 before dyeing and 8.5 after dyeing. A
dyeing property of the dye was extremely good, and the fabric thus obtained showed excellent fastness against light, washing and rubbing.
Using the reactive dyes and the disperse dyes described on Table 1, mixed fabrics comprising polyester and cotton (polyester:cotton = 50:50) were dyed by the same method as in Example 1. With regard to fastness against light, washing and rubbing, the fabrics thus dyed had such high qualities as not be inferior to a dyed fabric obtained by a conventional method conducted in two baths and two steps.
CA 0222~380 1997-12-19 ' ~ _ ~ 31 -Table 1 Color of Example Reactive dye % (o.w.f.) Disperse dye % (o.w.f.) dyed fabric 3-1 C. I. Reactive Blue 116 2% C. I. Disperse Blue 60 2% Turquoise blue C. I. Disperse blue 291 2%
3-2 C. I. Reactive blue 120 4% Navy blue C. I. Disperse Violet 93.1 2%
Dye represented by the 3_3 C. I. Disperse Yellow 64 2% Yellow formula (7) 2%
Dye represented by the -- 3_4 C. I. Disperse Orange 73 2% Orange - _. formula (8) 2%
3 5 Dye represented by the C. I. Disperse Yellow 163 2% Yellow formula (16) 2%
3-6 Dye represented by the Dye represented by the Blue formula (25)3% formula (46) 0.5%
Dye represented by the 3-7 Dianix Navy Blue BG-SE 200 2% Navy blue formula (4) 4%
Dye rep-esented by the 3-8 formula (4) % Dianix Black BG-FS 200 4% Black Dye represented by the formula (18) 3%
Dye represented by the formula (30) 3% C. I. Disperse Yellow 54 2%
- Dye represented by the C. I. Disperse Yellow 44 0.2%
formula (29) 1%
Dye represented by the ~ formula (31) 2% Dye represented by the Yellowish Dye represented by the formula (40) 2% red formula (28) 0.1%
Dye represented by the 3-11 formula (29) 2.5% Dye represented by the Red Dye represented by the formula (48) 2%
formula (18) 0.5%
CA 0222~380 1997-12-19 - -.32 -By the same method as in Example 1 except for using a mixed fabric comprising polyester and rayon (polyester:rayon = 50:50), dyeing was conducted. As a result, a brilliant red fabric dyed well with the same color was obtained.
By the same method as in Example 1 except for using a mixed fabric comprising polyester and cotton (polyester:
.
cotton = 80:20), and using 0.13 g of the reactive dye represented by the formula (1) and 0.32 g of Resolin Red F3BS, dyeing was conducted. As a result, a brilliant red fabric dyed excellently with the same color was obtained.
By the same method as in Example 1 except for using a mixed fabric comprising polyester and cotton (polyester:cotton = 20:80), and using 0.3 g of the reactive dye represented by the formula (1) and 0.12 g of -~ Resolin Red F3BS, dyeing was conducted. As a result, a brilliant red fabric dyed excellently with the same color was obtained.
our Ref.: MH-14 DESCRIPTION
METHOD FOR DYEING MIXED FIBERS
TECHNICAL FIELD
The present invention relates to a method for dyeing mixed fibers comprising cellulose fibers and polyester fibers in a single bath.
BACKGROUN~-ART
~.-- When mixed fibers comprising cellulose fibers and polyester fibers are dyed, they are usually dyed in two baths having pH ranges different from each other. That is, first, polyester fibers are dyed with a disperse dye at a pH value of from 4 to 6 at a bath temperature of frcm 120 to 140~C. After reduction cleaning, cellulose fibers are then dyed with a reactive dye at a pH value of from 12 to 14 at a bath temperature of from 50 to 90~C.
When using the above-mentioned dyeing method, it usually takes 7 to 9 hours to dye a batch, and the productivity is very low.
The present inventors have studied to provide a method for dyeing mixed fibers comprising cellulose fibers and polyester fibers in a single bath and in a short time, and achieved the present invention.
DISCLOSURE OF THE INVENTION
The gist of the present invention resides in a method for dyeing mixed fibers comprising cellulose fibers and polyester fibers with a reactive dye and a disperse dye CA 0222~380 1997-12-19 in a single bath, characterized in that said reactive dye is a reactive dye at least 60~ of which is fixed to cellulose fibers at a p~ value of from 9.0 to 12.0 at a bath temperature of from 50 to 85~C, and that said disperse dye is an alkali-resistant disperse dye 9o% of which is fixed to polyester fibers at a pH value of from 8.0 to 11.0 at a bath temperature of from 120 to 140CC.
The present invention makes it possible to dye ; satisfactorily mixed fibers comprising cellulose fibers and polyester fibers in a single bath, in one step, and in a short time.
THE BEST MODE FOR CARRYING OUT TEE INVENTION
Hereafter, the present-invention will be explained in detail.
15The reactive dye used in the present invention is a dye having at least one selected from the group consisting of a pyrimidine group having a halogen atom mainly, a triazine group having a halogen atom, a ~ vinylsulfone type reactive group, and - CO ~ N ~ Cl which have a suitable dyeing property in a range of weak alkalescence, a high reactivity, and a high stability at high temperatures.
Examples of the halogen atoms include a chlorine atom and a fluorine atom, but a fluorine atom is more suitable due to its high reactivity. Examples of the reactive dye include the dyes represented by the following general --. 3 --formulas [A-l ] to [A-36 ] .
N ~ Rs A I ky I
R6 ~.6 ~A - 3 ~ N~N ~A - 4 ]
r.~ ,¢~ (A--5 3 N
Rs ~N~ ~D~ ~A- 6 ) ~CH3 ~1--N SO3M
N--CH ~A--7~ N~NH2 ~A--83 O \ ~
N~NH2 ~A--9) N H--Z
O H
\N~ ~NH-Z ~A--1O~
.. OH o - DI\N~N ~,~NH-C~--NH--z (A--1 1 MO3S
OH
D 2~ N~N~}NH-C O--R 10 ~A - 1 2 ) O H
D ~ N~ N ~ 3}N H-C O - R 10 [A - 1 3 ( S 0 3M ) p N~N~NH--Z (A- 1 4) (S 03M)p \N ~N~ ~ ~A - 1 5 ; CA 02225380 1997-12-19 .. ~ 5 --~N~ ~ ~A--16) II 0 ~}NH- Z ~A- 1 7 ) .~.
o NH - 7:
A--1 8 ) M 0 3 S S o 3M
~0 HN~ ~Rl~
D 2~ N ~ N ' ,~ (A - 1 9 ) ~I O ~IH2 D ~N~ N~N~N, D2 ~A--2 0 H0 N~2 N~ ,~ ,D ~A--2 1 N~ ,--~ N~N~D3 ~- 2 2) H 0 ~H2 1) \N~N ~/N~I~D3 tA--2 3 hlO3S S 03M
1~ ~ N~ N '~,N~N, D3 (A--2 4 3 ....
~N~,o~NH-- (G--NA)r--Z
Z-- (AN--G)r--HN~0 S03M C 1 ~A--2 5 ~'N~'o'~NH-- (G--~A)r--J
J - (A N - G) r- H N /~O ~ N~
S 0 2-W C l tA--2 ~Nq~ 0 ~, N H--W ~ A--2 7 ) W- HN~O~N~
,SO3M (A--28) O HN~_(CH2)~-NA - Z
(S 03M)p -- O Z
Il HN
M 0 3 S--~= \C/ ~ S o 3~L
N~ ~ M(~) ~A- 2 9 ) p~ (S 03M)a ~N~ ( s O zl\~ H2 ) b [A - 3 0 (S 03-N H~ NH - L
(S C3M)r c OH (I~H-CO-RI~)r N~ ~ ( S 03M)m ~A--3 1 OH (NH--Z)r N~ ~ (SO3M)m ~A- 3 2 ) .-- 8 --~,OH OH (NH--CO--Rl~)r _~N~ N ~6 ( S 0 3~ ) ~ ~ A--3 3 ) (S 03M)o OH OH (NH- 7:)r (S 03M)s~ ~A--3 4 . .
,, ( S 0 3M)o N~ ~OH OH (N~--CO--Rl~)r Ra N~N'~ (S03M)~ ~A-3 5) N~ ~,O H O H (~ H - Z )r R3 N~N~ (S O3M)m [A--3 6) _ ~ _ In the above formulas [A-l] to [A-36], Dl is ~ or (M 03S)o (M 03S)~
Z - N A - (C H2)r D2 is ~ or .~03S)o ~
(~ 03S)m (C H2)r-N A - Z
-.- 3 i ~ or (M 03S)o ~ H O ~
D4 is Q ~ , (M 03S)o ~ ~ ~ , or (M 03S)m OH
(M03S)o b~
E is ~ R3 or ~ ~ R3 o ~ U~ ~N~C I r A B
CA 0222~380 1997-12-19 --.. 10 --X is F or Cl, Y is H or F, U is H or Cl, A is H, a Cl_4 alkyl group, a phenyl group, or ~ (S O3M)r B i H, a Cl_4 alkyl group or -(CH2)n-[O-~CH2)n]r-SO2W, or 5 ~ SO W (when Z is ~ ~ X , A and B constitute R8 ,N~
A B
-C2H4OC2H4- and may form a heterocyclic ring together ~-~ with the nitrogen atom to which A and B are bonded.) W
is -CH=CH2 or -C2H4V (V is a group to be eliminated by an alkali, preferably -OSO3M.) The alkyl group is a Cl_4 alkyl group which may be substituted by -SO3M, Rl is H, -CONH2 or -CH2SO3M, each of R2, R3 is R4 is H, -SO3M, -CH3, Cl or Br, R5 is -CH3 or -CO2M, R6 is -OH, R7 iS -CH3 or -NH2, each of R8 and R8' is H, -CH3 or -OCH3, R9 is H, -NHCOCH3 or -NHCONH2, Rl0 is H, a Cl 4 alkyl group or a phenyl group, M is H, Li, Na or K, G is a C2_4 alkylene group, J is a -CO-Cl_4 alkyl group, a -CO-Cl_4 - alkylene-COOM or a benzoyl group, L is Z or D3, Mt is Cu or Ni, Q is H, -SO3M, -SO2W or -(CH2)r-NA-Z, a is 1-3, b is 0-2, c is l or 2, provided a+b+c = 2-4, m is l or 2, n is 2 or 3, o is 1-3, p is 0-2, and r is 0 or l.
Z may be the group represented by the following formula X X
N ~ N-T-~ N
A A
, , ~ 11 --wherein T is a C2_8 straight or branched chain alkylene group, (S 03M)r ~ (S03~)r ,C~
. (MO3S)r , ~ C H= C H ~ or . S 03M SO3M
.. S 03M
~C2H
Examples of the reactive dye include the dyes represented by the following formulas (1) to (33).
CO~H OH ~ Cl ~ N
~ N=N P (1) H~3Sf~,So3H
HO3S HO3S~G~NH ~N~ NH~
H3C~N=N ~ N~,N ( 2 ) ~NH ~N~ NHCH2~
S03H N ~ N ~ SO3HS03H S03H (3) OH ~HCO ~
., . 12 --HzN OH SO3H
H33SOH4C202S~N=N~ rN=N~ ( 4 ) SO3~1 SO3H NH ~ ~7 CIJ~N
p Cl CH3 ~- NH ~ N~ NH -~ N=N ~ CONH2 ( 5 ) SO3H ~ SO3H HO N O
- F
. - C2H5 HO SO ,~
~ ~SD;H CH~
,~ ~N=N~NH~N~NH~ ( 7 ) SO3H SO3H NHC31YH2 ~ C~3 ~.,. ~-SO~H ~ ~ N ~ ( 8 ) SO3H N~, N CH
F
H3CO ~ N=N ~
SO3~NH ~ N~ N~9 ( 9 ) N N
~ C2Hs CA 02225380 l997-l2-l9 -..13 ~
SO3H HO NH ~N~NH~Ci - --~N=N~SN3~N (10) ~, ~~C~
SO3H o=Cu "C~9 ( 11) .: - ~ N1 NH - N
-' ~NH ~ ~ NH
N~, N ~J
SO 3H N ,~N~ O ~j, NHC3H 6NH ~ ~ NH ~S
~H~ ~HNH6C3HN O N ~Y SO3H
Sa3H ~ S33H C I F
(12) SO3H O--Cu O
N=N~N=N ~
SO3H CH~ SO~N ~ ~ NH2 (13) IH N~N
HO3S~N=N ~53~ ~ Cl CA 02225380 l997-l2-l9 -.14 -O--Cu O F
50'~503H~ ~
~ N~N~YH~ ~16) SO~ NHCOCH 3 C
H03S O--Cu--O F
r- SOlh~503H H~N N (17) 'NH ~ (18) C
- P~N CH3 ~N ~SO3H (19) , . N~ NH ~ N=N~ N
HO
F~N \~ ~ ~ ~SO3H (20) N~ NH ~ ~ C I
-- .15 O
HO3S ~ - N ~ ~ NH
~ N ~h S~===' o~ NH (21) N ~ NH ~
F Cl SO3H
N=N ~
~ N ~ S ~ (22) N ~ NHCH2 SO3H
F Cl ~ N OH NHCOC~3 N ~ 7-CH2 ~ N N ~ (23) Cl CH3 SO3~ SO3 Sa3H
~ OH NHCO ~
N ~ N-CH2 ~ N=N ~ 'i~ (24) F Cl CH3 SO3H SO3 O~NH--~3N~N ~25) ~ NH ~ CH3 F (26) r N ~
CHzNH ~ N
Cl F
Cl SO2C2H40S03H
~N~, o ~HC2~40so3H (27) HO3SOH4C2HN~o~N~
Ho3soH4 C20 2 S N ~
SO3H HO NH~ N
~rN=N~N--/~ (28) so2C2H4oso3H
~ N=N~NH~ 11 (2g) SO3H SO3H NHCONH2 N-C3H6SO2c2H40so3H
f~N=N~NH~N~NHCH2CH2NH~N~lYH~lY=~
NHC~NH2 ~ N~,N ~HCOI~H
S03 H ~ F SU3H
(30) OH
Ho3soH~c2o2s~N=N ~ f ~ P (31) SO3~NH~ ~N
N p ClN ~N=N~ gSO2C2H~OSO3H (32) CI~N~ C-HN SO ;~ SO~H
N~N ~ 0 SO3H HO NH~ N
~, ~r ; ~ ~H~ (33) SO~So3H So2c2H4oso3H
CA 0222~380 1997-12-19 -. 17 -The alkali-resistant disperse dye is a dye having a specific dyeing property in a range of weak alkalescence.
A disperse dye suitable for the present invention can be selected by the following dyeing method. Namely, first, 0.2 g of powder of a disperse dye (which is obtained by finely dispersing 0.05 g of a cake of the disperse dye with 0.15 g of a lignin type disperse agent) is added to 200 ml of a buffer agent adjusted at a pH value of 5 by adding sodium acetate/acetic acid. Second, the dye in the same amount as above is added to 200 ml of a buffer agent adjusted at a pH value of 7.5 by adding potassium dihydrogen phosphate/borax. 10 g of polyester cloth is dipped into each of the solutions above obtained. The temperature of each solution is raised to 130~C at 1~C/min., and each cloth is dyed at 130~C for 60 minutes.
After dyeing, reduction cleaning is conducted by a normal method in order to remove unfixed dyes. A reflectivity of each dyed cloth is then measured and a relative dyeing ~~ property is calculated by the following formula.
Dyeing depth of the cloth dyed at pH 7.5 Relative dyeing property = x 100 Dyeing depth of the cloth dyed at pH 5 If the relative dyeing property of a disperse dye is at least 95%, it can be used for the present invention. It is particularly preferable to use a disperse dye having a relative dyeing property of 9g to 100. Examples of such disperse dyes include the dyes represented by the CA 02225380 l997-l2-l9 following general formulas [B-l] to [B-l0].
R~l OH O
~ R12 H\C ~ ~ ' [B-l]
Il ~13 wherein Rll is H or Br, and each of Rl2 and Rl3 is H, Cl or Br.
Rl~
D - N=N ~ N\R S [B-2]
R]7 wherein D is a residue of a diazo component as described below, Rl4 is H, C1, a Cl_2 alkoxy group or a Cl_2 alkoxy-Cl_2 alkyl group, each of Rl5 and Rl6 is H, a Cl_5 alkyl group, an allyl group, a Cl_4 alkoxy-C2_3 alkyl group, -C2H4CN, a -C2H4CO-Cl_4 alkyl group, a -C2H40CO-Cl_4 alkyl O O
group, -C2H4CO ~ , -CH2 ~ , C2H4 ~ or C2~4~ ~ , Rl7 is H, methyl group, a -NHC-Cl_4 alkyl o group, -NHC ~ , a -NHC-Cl_2 alkyleneoxy-Cl_2 alkyl O O
group or a -NHSO2-Cl_4 alkyl group. D is a residue of a diazo component represented by the following formula.
~ CA 02225380 1997-12-19 .
-- ,19 Rl~
02N ~ [Ds] ~~
Rl9 wherein R18 is H, a nitro group, a sulfomethyl group, a cyano group, Cl, Br or a trifluoromethyl group, and Rl9 is H, Cl or Br. R21 R20J~ S~ [ D6 ~
- wherein R20 is a nitro group, a sulfomethyl group, Cl or Br, and R21 is H, Cl or Br.
C 1'1 ~22 ~ [D7]
CN
wherein R22 is H, a Cl 2 alkyl group, Cl or Br.
R2qR~
R28 ~ [D8]
wherein R23 is a nitro group, a formyl group or a cyano - group, R24 is H, Cl or Br, and C25 is a cyano group or a -C-Cl_2 alkyl group.
R2~
S [D9]
wherein R26 is a nitro group, Cl or Br, and R27 is H, Cl or Br. R29 C ~
~ ~=N ~ [Dlo]
-.20 -wherein R28 is H, a cyano group, a nitro group or Cl, and R29 is H, a methyl group or Cl.
CH3C~
D ~ ~ [B-3]
~ NHR
NHR~
wherein D is the same residue of a diazo component as : above, and each of R30 and R31 is H, a Cl_4 alkyl group .. which may have a substituent, or a phenyl group.
,, 0 NH2C~O
~, ~ C ~ [B-4]
O NH2 ~
wherein R32 is a Cl 4 alkyl group, a Cl_4alkoxy-C2_3 alkyl group or a Cl 2alkoxy-C2 3 alkyleneoxy-C2_3 alkyl group.
~3 [B-5]
wherein R33 is Cl or -O ~ , and R34 is Cl, -O ~ , -O ~ C2H4CN or -OC2H4CN.
R35 [B-6]
O OH
--- CH
wherein R35 is -O ~ , -o ~ -OCH3~ -O ~ C2H4CN~
-OC2H4OH or -OC6Hl2OH.
[B-7]
~2N O OH
-~ wherein e is 0-2.
~ R36 [B-8]
wherein R36 is H or a Cl_2 alkyl group.
~ R37 [B-9]
HO O NH ~
wherein R37 is H, Cl, OE or -C2H4OE.
R~
N [B-10]
O=C' 'C=O
~ '~ N = 1'~ 4~ R 3g wherein R38 is a Cl 3 alkyl group or a Cl_3 alkoxy-C2 3 alkyl group, R39 is a nitro group or Cl, and R40 is H or CA 0222~380 1997-12-19 : -.22-a Cl_2 alkoxy group.
Examples of these dyes include C. I. Disperse Blue 27, 55, 56, 60, 73, 77, 87, 143, 214, 283, 291, 321, and 333,C. I. Disperse Violet 1, 26, 27, 28, 38, 46, 57, and 93.1,C. I. Disperse Red 50, 60, 65, 88, 91, 117, 125, 143, 145, 146, 152, 153, 183, 185, 191, 192, 200, 225, 240, 279, 283, and 343,C. I. Disperse Orange 1, 13, 41, 43, 44, 61, 62, 73, 74, and 76,C. I. Disperse Yellow 44, . - 54, 64, 67, 149, 160, 163, and 192, and the dyes represented by the following formulas ( 34)-(51).
~~2 OCH3 02N~N-N~NHC~Hs (34) CN
02N~ ~¢ ~ \C2H4CN
CN
--, 02N~N=N ~ N=N ~N ~ ; (36) C,H3 o C,N~C o OCH3 ,\~3 (37) HO
Cl2H5 o C,N~C o - -:- 02N~N-~ ~ (38) HO
Cl N~ ~ ~C2H40COCH3 (39 CL S \C2H5 . CA 02225380 1997-12-19 - ~:
CI~N~ ~ <~zH40C0 Cl N
~ ~N N~N/C2H-4ococH3 (41) Cl ~S\C2H40COCH3 . Cl :: ,~N~~ <C2HgOCOOc2Hs (42) Cl SY C2H4OCOOc2Hs ~ ~ N N~N <C2H40COOc2Hs Cl S NHCOCH C2HgOCOOC2H5 ~N~ ~ <C2H4CN
C I S CsH l l (n) NHCûCH3 - 02N~ N=N~3N(C2H40cl~3)2 N' NHCOCH3 CN
02NJ~N=N~N< ~ (46 8r~N=N~N(C2H40CH3)2 ~S NHC3C~3 Br 7~'NH~ (48) NHC2H~aC2H40H
CN
~ (t2Hs CN
g~_ "~ ~, <C2H5 CN
~N=N~' ~ C2H~CN (51) CA 0222~380 1997-12-19 -..26 -The proportion of such a disperse dye is determined suitably depending on the proportion of polyester in the mixed fibers. When using a disperse dye, a disperse dye composition is prepared with a disperse agent and other auxiliary agents in accordance with a usual method.
Examples of cellulose fibers to be dyed by the method of the present invention usually include cotton, viscose rayon, cupra ammonium rayon, and hemp. Examples of -- polyester fibers include polyethylene terephthalate, polybutylene terephthalate, and the like. The dyeing method of the present invention is effective also for easily dyeable polyester fibers. Mixed fibers comprising cellulose fibers and polyester fibers are usually in the form of mixed fabric, mixed knitted fabric, or non-woven fabric. The mixing ratio of polyester fibers to cellulose fibers is 1:99 to 99:1 by weight, preferably 20:80 to 80:20 by weight.
To dye the mixed fibers by the method of the present - invention, a water-soluble alkali is used as an agent for adjusting the pH value together with the above-mentioned reactive dye and disperse dye. Examples of said water-soluble alkali include alkali metal hydroxides such as sodium hydroxide and potassium hydroxide, alkali metal carbonates such as sodium carbonate and potassium carbonate, alkali metal hydrogen carbonates such as sodium hydrogen carbonate and potassium hydrogen carbonate, alkali metal silicates such as sodium silicate CA 0222~380 1997-12-19 .27 and lithium silicate, alkali metal phosphates such as sodium phosphate and potassium phosphate, alkali metal borates such as sodium borate, an alkali metal salt of an organic fatty acid having a carbon number of one or two such as sodium formate and potassium acetate, and a mixture of such alkali metal salts. The amount of the water-soluble alkali to be used is usually 0.01 to 5 g/~
in the dye bath. It is particularly preferable to use -; 0.1 to 1 g/e of an alkali metal silicate, an alkali metal carbonate, or a mixture of such alkali metal salts.
Further, if necessary, usually 1 to 150 g/e, preferably 10 to 80 g/~ of an electrolyte (sodium chloride or sodium sulfate) is added to the dye bath. The mixed fibers are dipped into this dye bath and dyed.
15The p~ of the dye bath is maintained in a range of 9.0 to 12.0, preferably 9.5 to 12.0 before raising the temperature. After dyeing, the p~ is lowered to a range of 8.0 to 11.0 by consumption of an alkali by the reactive dye. The dyeing temperature is 100 to 150~C, preferably 120 to 140~C, and the dyeing time is 30 to 180 minutes, preferably 60 to 120 minutes.
The method of the present invention makes it possible to dye both of cellulose fibers and polyester fibers satisfactorily in a single bath and in one step. That is, the present method is an industrially extremely advantageous method.
Hereinafter, the present invention will be described CA 0222~380 1997-12-19 -.28 -in further detail with reference to Examples. However, the present invention is by no means restricted to such specific Examples, unless it is beyond the gist of the present invention.
A dye bath was prepared by adding 0.2 g of the reactive dye represented by the above formula (l), 0.2 g of Resolin (registered trademark) Red F3BS (C. I.
- Disperse Red 343), 8.0 g of Glauber's salt and 20 mg of silicate of soda as an agent for adjusting the pH to 200 ml of water. Into the dye bath thus obtained, 10 g of mixed fabric comprising polyester and cotton (polyester:cotton = 50:50) was dipped. The temperature was raised to 130~C at 1~C/min., and the fabric was dyed at 130~C for 60 minutes. Thereafter, water-washing, soaping, water-washing and drying were conducted successively to obtain a brilliant red fabric dyed excellently with the same color. The pH of the dye bath -' was 11.5 before dyeing and 8.5 after dyeing. The dyeing property of the dye was extremely good, and the dyed fabric thus obtained showed excellent fastness against light, washing and rubbing.
A dye bath was prepared by adding 0.2 g of Resolin Red F3BS to 200 ml of water and by adjusting the pH at 5 with acetic acid. Into the dye bath thus obtained, 10 g of mixed fabric comprising polyester and cotton CA 0222~380 1997-12-19 -.29 -(polyester:cotton = 50:50) was dipped. The temperature was raised to 130~C at 1~C/min., and the fabric was dyed at 130~C for 60 minutes. Thereafter, reduction cleaning and water-washing were conducted to obtain a fabric wherein polyester was dyed.
A dye bath was then prepared by adding 0.2 g of the reactive dye represented by above formula (1), 12.0 g of Glauber's salt and 3 g of soda ash as an agent for - adjusting a pH value to 20~ ml of water. Into the dye bath thus obtained, the above fabric wherein polyester was dyed was dipped. The temperature was raised to 60~C
at 1~C/min., and the fabric was dyed at 60~C for 60 minutes. Thereafter, water-washing and drying were conducted to obtain a brilliant red fabric dyed excellent with the same color. It took 8 hours to dye the mixed fabric comprising polyester and cotton. The dyed fabric thus obtained showed excellent fastness against light, washing and rubbing.
~- EXAMPLE 2 A dye bath was prepared by adding 0.4 g of the reactive dye represented by the above formula (4), 0.4 g of Dianix (registered trademark) Navy Blue BG-SF (a mixture of C. I. Disperse Violet 93.1 and C. I. Disperse Blue 291 wherein the mixing ratio is 1:1), 8.0 g of Glauber's salt, 0.2 g of a higher alcohol sulfate and 40 mg of soda carbonate to 200 ml of water. Into the dye bath thus obtained, 10 g of mixed fabric comprising CA 0222~380 1997-12-19 -..30 -polyester and cotton (polyester:cotton = 50:50) was added. The temperature was raised to 130~C at 1~C/min., and the fabric was dyed at 130~C for 60 minutes.
Thereafter, water-washing, soaping, water-washing and drying were conducted successively to obtain a navy color fabric dyed excellently with the same color. A p~ of the dye bath was 11.5 before dyeing and 8.5 after dyeing. A
dyeing property of the dye was extremely good, and the fabric thus obtained showed excellent fastness against light, washing and rubbing.
Using the reactive dyes and the disperse dyes described on Table 1, mixed fabrics comprising polyester and cotton (polyester:cotton = 50:50) were dyed by the same method as in Example 1. With regard to fastness against light, washing and rubbing, the fabrics thus dyed had such high qualities as not be inferior to a dyed fabric obtained by a conventional method conducted in two baths and two steps.
CA 0222~380 1997-12-19 ' ~ _ ~ 31 -Table 1 Color of Example Reactive dye % (o.w.f.) Disperse dye % (o.w.f.) dyed fabric 3-1 C. I. Reactive Blue 116 2% C. I. Disperse Blue 60 2% Turquoise blue C. I. Disperse blue 291 2%
3-2 C. I. Reactive blue 120 4% Navy blue C. I. Disperse Violet 93.1 2%
Dye represented by the 3_3 C. I. Disperse Yellow 64 2% Yellow formula (7) 2%
Dye represented by the -- 3_4 C. I. Disperse Orange 73 2% Orange - _. formula (8) 2%
3 5 Dye represented by the C. I. Disperse Yellow 163 2% Yellow formula (16) 2%
3-6 Dye represented by the Dye represented by the Blue formula (25)3% formula (46) 0.5%
Dye represented by the 3-7 Dianix Navy Blue BG-SE 200 2% Navy blue formula (4) 4%
Dye rep-esented by the 3-8 formula (4) % Dianix Black BG-FS 200 4% Black Dye represented by the formula (18) 3%
Dye represented by the formula (30) 3% C. I. Disperse Yellow 54 2%
- Dye represented by the C. I. Disperse Yellow 44 0.2%
formula (29) 1%
Dye represented by the ~ formula (31) 2% Dye represented by the Yellowish Dye represented by the formula (40) 2% red formula (28) 0.1%
Dye represented by the 3-11 formula (29) 2.5% Dye represented by the Red Dye represented by the formula (48) 2%
formula (18) 0.5%
CA 0222~380 1997-12-19 - -.32 -By the same method as in Example 1 except for using a mixed fabric comprising polyester and rayon (polyester:rayon = 50:50), dyeing was conducted. As a result, a brilliant red fabric dyed well with the same color was obtained.
By the same method as in Example 1 except for using a mixed fabric comprising polyester and cotton (polyester:
.
cotton = 80:20), and using 0.13 g of the reactive dye represented by the formula (1) and 0.32 g of Resolin Red F3BS, dyeing was conducted. As a result, a brilliant red fabric dyed excellently with the same color was obtained.
By the same method as in Example 1 except for using a mixed fabric comprising polyester and cotton (polyester:cotton = 20:80), and using 0.3 g of the reactive dye represented by the formula (1) and 0.12 g of -~ Resolin Red F3BS, dyeing was conducted. As a result, a brilliant red fabric dyed excellently with the same color was obtained.
Claims (6)
1. A dyeing method characterized in that mixed fibers comprising cellulose fibers and polyester fibers are dyed in a single bath with a reactive dye at least 60% of which is fixed to cellulose fibers at a pH value of from 9.0 to 12.0 at a bath temperature of from 50 to 85°C, and with an alkali-resistant disperse dye at least 90% of which is fixed to polyester fibers at a pH value of from 8.0 to 11.0 at a bath temperature of from 120 to 140°C.
2. The method according to Claim 1, wherein the reactive dye has, as a reactive group, at least one selected from the group consisting of a pyrimidine group having a halogen atom, a triazine group having a halogen atom, -SO2W wherein W is -CH=CH2 or -C2H4V (V is a group to be eliminated by an alkali) and
3. The method according to Claim 1, wherein he reactive dye has, as a reactive group, at least one selected from the group consisting of a pyrimidine group having a fluorine atom, triazine group having a fluorine atom, and -SO2W wherein W is as defined above.
4. The method according to Claim 1 or 2, wherein dyeing is conducted in the presence of 10 to 80 g/~ of an electrolyte.
5. The method according to Claim 1 or 2, wherein at least one selected from the group consisting of an alkali metal hydroxide, an alkali metal carbonate, an alkali metal hydrogen carbonate, an alkali metal phosphate and an alkali metal silicate is used as an agent for adjusting a pH value, in an amount of from 0.01 to 5 g/~
in the dye bath.
in the dye bath.
6. The method according to Claim 1 or 2, wherein the weight ratio of polyester fibers to cellulose fibers in mixed fibers comprising cellulose fibers and polyester fibers is 20:80 to 80:20.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7-177996 | 1995-06-22 | ||
| JP17799695 | 1995-06-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2225380A1 true CA2225380A1 (en) | 1997-01-09 |
Family
ID=16040727
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002225380A Abandoned CA2225380A1 (en) | 1995-06-22 | 1996-06-20 | Method for dyeing mixed fibers |
Country Status (5)
| Country | Link |
|---|---|
| KR (1) | KR970001727A (en) |
| CN (1) | CN1142554A (en) |
| CA (1) | CA2225380A1 (en) |
| TW (1) | TW330957B (en) |
| WO (1) | WO1997000996A1 (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100466878B1 (en) * | 2001-09-13 | 2005-01-24 | 에스케이케미칼주식회사 | Method of producing Cellulose conjugate fabrics having a different dyeing property |
| US7931700B2 (en) * | 2002-12-27 | 2011-04-26 | Hbi Branded Apparel Enterprises, Llc | Composition for dyeing of cellulosic fabric |
| KR101231051B1 (en) * | 2010-11-29 | 2013-02-07 | 주식회사에스케이니트 | Textile printing method of rayon-polyester union cloth |
| KR101231050B1 (en) * | 2010-11-29 | 2013-02-07 | 주식회사에스케이니트 | Dyeing method of rayon-polyester union cloth |
| CN102702779B (en) * | 2012-06-06 | 2014-06-11 | 丽源(湖北)科技有限公司 | Red reactive dye and preparation as well as use thereof |
| CN102977633B (en) * | 2012-11-30 | 2013-12-25 | 丽源(湖北)科技有限公司 | Purple reactive dye mixture and usage thereof |
| CN104263007B (en) * | 2014-08-20 | 2016-04-06 | 张家港市振新印染有限公司 | A kind of high light fastness reactive dyestuffs |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3010979A1 (en) * | 1980-03-21 | 1981-10-01 | Bayer Ag, 5090 Leverkusen | COLORING PROCEDURE |
| DE3026327A1 (en) * | 1980-07-11 | 1982-02-11 | Bayer Ag, 5090 Leverkusen | CONTINUOUS METHOD FOR DYING OR PRINTING FIBER MIXTURES MADE OF CELLULOSE AND POLYESTER FIBERS |
| JPS60215882A (en) * | 1984-04-03 | 1985-10-29 | 三菱化学株式会社 | Dyeing of p/c fiber |
| JPH0611947B2 (en) * | 1984-07-12 | 1994-02-16 | 住友化学工業株式会社 | Dyeing method for polyester / cellulose blended products |
| JPS61200174A (en) * | 1985-02-28 | 1986-09-04 | Mitsubishi Chem Ind Ltd | Disazo compound |
| JPH0619046B2 (en) * | 1985-12-06 | 1994-03-16 | 三菱化成株式会社 | Disazo compound and dye composition containing the same |
| DE4237883A1 (en) * | 1992-11-10 | 1994-05-11 | Bayer Ag | Reactive dye mixture for polyester / cellulose fiber mixtures |
-
1996
- 1996-06-11 TW TW085107022A patent/TW330957B/en active
- 1996-06-20 CA CA002225380A patent/CA2225380A1/en not_active Abandoned
- 1996-06-20 WO PCT/JP1996/001712 patent/WO1997000996A1/en active Application Filing
- 1996-06-21 CN CN96107123A patent/CN1142554A/en active Pending
- 1996-06-21 KR KR1019960022756A patent/KR970001727A/en not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| CN1142554A (en) | 1997-02-12 |
| TW330957B (en) | 1998-05-01 |
| KR970001727A (en) | 1997-01-24 |
| WO1997000996A1 (en) | 1997-01-09 |
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