US 9,068,081 B2 · Thiophene azo dyes and laundry care compositions containing the same

Abstract

This application relates to thiophene azo dyes for use as hueing agents, laundry care compositions comprising such thiophene azo dyes, processes for making such thiophene azo dyes, and laundry care compositions and methods of using the same. The thiophene azo dyes contain a formally charged moiety and are generally comprised of at least two components: at least one chromophore component and at least one polymeric component. Suitable chromophore components generally fluoresce blue, red, violet, or purple color when exposed to ultraviolet light, or they may absorb light to reflect these same shades. These thiophene azo dyes are advantageous in providing a hueing effect, for example, a whitening effect to fabrics, while not building up over time and causing undesirable blue discoloration to the treated fabrics. The thiophene azo dyes are also generally stable to bleaching agents used in laundry care compositions.

Claims5

Dependent claims

A thiophene azo dye containing a formally charged moiety of Formula (VIII):

A-N═N—X Formula VIII
wherein the A moiety is selected from the group consisting of A Moieties Nos. 1-118:
No.
A
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
37
38
39
40
41
42
43
44
45
46
47
48
49
50
51
52
53
54
55
56
57
58
59
60
61
62
63
64
65
66
67
68
69
70
71
72
73
74
75
76
77
78
79
80
81
82
83
84
85
86
87
88
89
90
91
92
93
94
95
96
97
98
99
100
101
102
103
104
105
106
107
108
109
110
111
112
113
114
115
116
117
118
and wherein X is selected from the group consisting of X Moieties Nos. 1-31:
No.
Z = O-Tosylate or Halogen
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31

153 more elements

A thiophene azo dye containing a formally charged moiety, said dye of the following formula:

wherein the moiety A is selected from the group consisting of A Moieties Nos. 1-118:
No.
A
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
37
38
39
40
41
42
43
44
45
46
47
48
49
50
51
52
53
54
55
56
57
58
59
60
61
62
63
64
65
66
67
68
69
70
71
72
73
74
75
76
77
78
79
80
81
82
83
84
85
86
87
88
89
90
91
92
93
94
95
96
97
98
99
100
101
102
103
104
105
106
107
108
109
110
111
112
113
114
115
116
117
118
a=0 to 2;
when a=1 or 2, R6 is selected from R6 Substituent Identity and Position Nos. 1-40:
R6 Substituent-Identity and Position on Aniline Ring
No.
1
2
3
4
1
—OH
2
—Cl
—OH
3
—OMe
—OH
4
—On—Bu
—OH
5
—Me
6
—Me
—Me
7
—OMe
—Me
8
—OEt
—Me
9
—Cl
10
—Br
11
—NO2
12
—NH2
13
—NHAc
14
—OMe
—NHAc
15
—NHC(O)Et
16
—OMe
—NHC(O)Et
17
—OEt
—NHC(O)Et
18
—NHC(O)n-Pr
19
—Me
—NHC(O)n-Pr
20
—NHC(O)i-Pr
21
—NHC(O)n-Bu
22
—OMe
—NHC(O)n-Bu
23
—NHC(O)c-C6H11
24
—NHC(O)Ph
25
—OMe
—NHC(O)Ph
26
—NHC(O)CH2OMe
27
—NHC(O)CH2OPh
28
—NHC(O)CH2CH2OMe
29
—NHC(O)CH2CH2OEt
30
—NHC(O)(CH2)2CO2CH2CN
31
—NHC(O)NH2
32
—NHSO2Me
33
—NHSO2Et
34
—OMe
—NHSO2Et
35
—NHSO2Ph
36
—OMe
37
—Me
38
—Cl
39
—NO2
40
—OMe
—OMe;
and R4 and R5 grouping is selected from R4 and R5 Groupings Nos. 1-69:
R4 and R5 Groupings
No.
R4
R5
1
Ethyl
2
Ethyl
3
Ethyl
4
Ethyl
5
Ethyl
6
Ethyl
7
Ethyl
8
Ethyl
9
Ethyl
10
Ethyl
11
Ethyl
12
Ethyl
13
Ethyl
14
Ethyl
15
Benzyl
16
Benzyl
17
Benzyl
18
Benzyl
19
Benzyl
20
Benzyl
21
Benzyl
22
Benzyl
23
Benzyl
24
Benzyl
25
Benzyl
26
Benzyl
27
Benzyl
28
Benzyl
29
Hexyl
30
Hexyl
31
Hexyl
32
Hexyl
33
Hexyl
34
Hexyl
35
Hexyl
36
Hexyl
37
Hexyl
38
Hexyl
39
Hexyl
40
Hexyl
41
Hexyl
42
Isopropyl
43
Isopropyl
44
Isopropyl
45
Isopropyl
46
Isopropyl
47
Isopropyl
48
Isopropyl
49
Isopropyl
50
Isopropyl
51
Isopropyl
52
Isopropyl
53
Isopropyl
54
Isopropyl
55
56
57
58
59
60
61
62
63
64
65
Ethyl
66
Benzyl
67
Isopropyl
68
69
and where X is a charge balancing counterion.

352 more elements

Dependencies are inferred from the claim text.

Thiophene azo dyes and laundry care compositions containing the same

Life of this patent

Thiophene azo dyes and laundry care compositions containing the same

Life of this patent

Abstract

Claims5