Photopolymerising composition for printing on textile materials

FIELD: textile, paper.

SUBSTANCE: composition includes a (meth)acrylic oligomer, a photopolymerising (meth)acrylic monomer with more than one (meth)acrylic group, a photoinitiator, a non-ionogenic surfactant and a dying agent - a product of dye application - cation, direct, acid, active or disperse one at nanostructured particles of montmorillonite or montmorillonite modified with cationic surfactant, or a hydrotalcite. To reduce time of irradiation with UV light required for fixation, and to increase stability of dying, the composition may additionally include a coinitiator and a (meth)acrylic polymer, and also a defoaming agent to prevent foaming, when composition components are mixed. To improve dispersion of dyed nanostructured particles, the composition contains a non-ionogenic surfactant.

EFFECT: increased stability of dyed material to physical-chemical effects, reduced time of irradiation with UV light required for strong fixation of dying, and provision of additional colouristic effects by variation of both dye content on particles and content of dyed particles.

3 tbl, 38 ex

 

The invention relates to the chemistry and technology of photopolymerizable compositions, namely colored compositions intended for dyeing various materials or products, as well as the application of a certain drawing your printing method.

The known process the pigment printing and pigment dyeing using a printing paste consisting of organic or ORGANOMETALLIC pigment, pigment binder based on polyacrylates or copolymers of acrylates and photoinitiator with subsequent fixation of the UV radiation (WO 98/54399 D06 5/20, 03.12.1998).

The disadvantages of the known process, the pigment printing and pigment dyeing are low sensitivity and the consequent necessity of using very large concentrations of photoinitiator comparable with the content of the polymeric binder, the use of binders, providing color only pulp and mixed materials, and low stability of the resulting color to friction.

Famous painted photopolymerizing composition containing a mixture of (meth)acrylate monomers, photoinitiator and phtalocyanine pigment (EN 2192661 G03F 7/075 10.11.2002), or a mixture of oligomers and monomers, and the pigment or dye (RU 2035057 G03F 7/004, 10.05.1995).

The closest is a composition comprising acrylate oligomer (2-20%) and a crosslinking agent fot the curable (meth)acrylate monomer with more than one (meth)acrylic group (10-30%), photoinitiator (0.5-6%), a coloring component, a pigment or dye (0.1-6%), and other additives target (EN 2037171 G03F 7/004, 09.06.1995). As a pigment used pigment blue phtalocyanines.

The disadvantages of this composition is high rigidity and low resistance to alkaline solutions, as well as low resistance to friction that it is not possible to use it for dyeing textile materials.

The technical result of the invention is to provide a dyed textile material with high resistance to physical and chemical influences, especially to friction, reducing the time of exposure required for a solid fixation of the material, and the achievement of additional color effects at the fixed content of the dye in the composition.

The technical result is achieved by the fact that the proposed composition for printing on textile materials, comprising (meth)acrylic oligomer, photopolymerized (meth)acrylic monomer with more than one (meth)acrylic group, photoinitiator, coinitiator, (meth)acrylic polymer, nonionic surfactant, defoamer, as a coloring component contains the product of the application of the dye is cationic, direct, acid, disperse, nanostructured particles montmorillon is or modified cationic surface-active agent montmorillonite, or hydrotalcite, with the following content, wt.%:

(Meth)acrylic oligomer40-80
Photopolymerized
(meth)acrylic monomer8-40
Photoinitiator0.8-8
Coinitiator0-2
Specified coloring1.6-9
component
(Meth)acrylic polymer0-10
Nonionic surfactants1.6-7
Antifoam0-1

The invention consists in the use of the special properties of a coloring component, obtained by applying dyes on nanostructured particles related to their smaller size compared to conventional textile pigments (in the latter case, ~ 3 nm). A significant factor is also the special properties of surface modified prior to or modified in the process of applying dye particles, providing a more uniform distribution of them in the binder and a more solid grip the surface of the particles with a binder. These properties and the corresponding quality of the material cannot be achieved by mechanical mixing of nanostructured particles and textile dyes directly in the process of obtaining compositions, because in this case it is not possible to obtain intense and uniform color. The composition has a high sensitivity, which allows to use photoinitiator at low concentrations and, consequently, to obtain products with good hygienic characteristics.

Obtaining a coloring component, which are essentially the nanoscale pigment, is carried out by treating dispersed in a suitable solvent or solvent mixture of natural, modified natural or synthetic nanostructured particles of the dye solution in the same or a different solvent or mixture of solvents at ordinary or elevated temperatures, the Department received a colored product by filtration, centrifugation or decantation and drying under normal or reduced pressure. The composition is used as a printing UV inks for textile materials, obtained by mixing the components is now: oligomer, cross-linking agent (fotopolimerizado (meth)acrylate monomer with more than one (meth)acrylic group), photoinitiator, nanostructured particles coated with dyes and other special additives (antifoam, coinitiator, surfactants and others) using high-speed stirrers, kraskoterke, dissolver or ultrasonic disperser, or a combination of these devices.

The invention is illustrated by the following examples.

Example 1. In flat-bottomed flask with constant stirring dispersed 3 g modified kationaktivnaya surfactant of the formula (HT)2N+(CH3)2Cl-where NT - alkyl, C18(~65%), C16(~30%) and C14(~5%), the interplanar distance of 2.4 nm (Cloisite 20A, Southern Clay Products, Inc., USA) montmorillonite and 300 mg of dye disperse blue p/e in 5 ml of acetone to the mixture slowly add 5 ml of acetone, stirred for 10 min, filtered and dried to constant weight. Get colored in dark blue product content deposited on nanostructured particles of dye 8.7% (table 1).

Photopolymerizable composition, painted with the help of the obtained product is prepared by ultrasonic dispersion, using as the oligomer algorithmically with Mn=1400-based oligomerization with onzieme toluenediisocyanate groups, synthesized in chemical physics RAS, Russia, fotopolimerizado acrylic monomer - triacrylate of trimethylolpropane (JSC "research Institute arsines", Russia), photoinitiator - 2,6-di-tert-butylanthraquinone (NIOPIK, Russia), and surfactant - polypropylenglycol (M=1025, Schuchard, Germany) with the following content, wt.%:

Algorithmically63.0
Triacrylate
of trimethylolpropane21.0
2,6-Di-tert-butylanthraquinone2.5
Modified
montmorillonite
caused by dye
disperse blue PE6.8
Polypropylenglycol6.7

The resulting composition (written composition) is applied using a mesh pattern on cotton fabric (rassledovanie bleached neapolitana calico art, JSC "Tryokhgornaya factory, Russia), is irradiated with the light bulb CES-400 (distance is e to the lamp 20 cm) and determine the color fastness to physical and chemical influences (table 2).

Examples 2, 3. Analogously to example 1 receive and have painted products containing deposited on modified montmorillonite dyes disperse orange PE (example 2) and disperse red R/e (example 3) (table 1 and 2).

Example 4. In flat-bottomed flask was dispersed under stirring with 1 g of hydrotalcite (synthetic hydroxycarbonate aluminum and magnesium), interplanar distance of 0.8 nm (Pural MG61 NT, Sasol, Germany) in 5 ml of ethanol, to this dispersion is slowly added a solution of 100 mg of dye acid violet With 5 ml of distilled water colored product produce by filtration and dried to constant weight (table 1). Features color stability when printing formulations based on this product are given in table 2.

Example 5. Analogously to example 4 are prepared and have painted product-based dye acid violet, printed on modified montmorillonite (table 1 and 2).

Example 6. Analogously to example 4 are prepared and have painted product-based dye acid yellow lightfastness NCM applied to hydrotalcite (table 1 and 2).

Examples 7, 8. Analogously to example 4 are prepared and have painted products based dye direct brown lightfastness CH deposited on modified montmorillonite (example 7) or hydrocal the whale (example 8) (table 1).

Example 9. Analogously to example 5 are prepared and have painted products on the basis of active dye deposited on modified montmorillonite (table 1 and 2).

Examples 10, 11. Analogously to example 9 is prepared and have painted products on the basis of active dye deposited on a modified kationaktivnaya surfactant of the formula HTN+(CH3)2CH2C6H5Cl-, the interplanar distance of 1.9 nm (Cloisite 10A, Southern Clay Products, Inc., USA) (example 10) or (HT)2N+(CH3)2Cl-, the interplanar distance of 3.1 nm (Cloisite 15A, Southern Clay Products, Inc., USA) montmorillonite (example 11) (table 1).

Example 12. In flat-bottomed flask with constant stirring dispersed 2.5 g of modified montmorillonite in 50 ml of distilled water and the resulting suspension is added slowly a solution of 510 mg of the cationic dye red G in 17 ml of distilled water. A coloured product is separated by filtration, washed with distilled water and dried to constant weight. The content of the dye in the calculation of the original modified montmorillonite is 20.4%. Colorimetric characteristics of the film containing the obtained product are shown in table 3.

Examples 13-15. Analogously to example 10 is prepared, and have painted products containing 6.8, 2.0 and 0.2 wt.% the cationic dye red the CSOs J, put on modified montmorillonite (table 3).

Examples 16-18. Analogously to example 10 is prepared, and have painted products containing 20.4, 6.8 and 2.0 wt.% the cationic dye yellow G deposited on modified montmorillonite (table 3).

Example 19. Analogously to example 10 is prepared, and have painted a product containing 6.8 wt.% the cationic dye red I deposited on unmodified (natural) montmorillonite, interplanar distance of 1.2 nm (table 1).

Examples 20. Analogously to example 4 are prepared and have painted a product containing the dye direct blue lightfastness KU, applied to hydrotalcite (table 1).

Examples 21-24. For comparison similar to example 1 in accordance with the prototype prepare and test compositions containing as a coloring component blue (IRGALITE BLUE NGA) with different content of the pigment 0.25, 1, and 2 wt.% or yellow (IRGALITE YELLOW NGA) pigment (Ciba, Switzerland).

A comparison of the data table 2 it follows that the composition with the usual pigments prototype significantly inferior proposed as color fastness to rubbing (1-2 points), and time of exposure necessary for its strong fixation on the material (2-6 times), and hence the energy cost in the dyeing process.

Examples 25, 26. Analogously to examples 1 and 22 prepare and experience the t of the composition, containing oligomer (algorithmically) and crosslinking agent (triacrylate of trimethylolpropane) at concentrations of 40 and 40 wt.% or 80 and 8 wt.% respectively. Composition based on nanostructured particles coated with dye disperse blue p/e and when these compounds are much higher than similar compositions with conventional pigments.

Examples 27, 28. Analogously to examples 1 and 22 prepare and test compositions containing 2,6-di-tert-butylanthraquinone at a concentration of 0.8 and 8.0 wt.%. Composition based on nanostructured particles coated with dye disperse blue p/e and when these compounds are much higher than similar compositions with conventional pigments.

Examples 29, 30. Analogously to examples 1 and 22 prepare and test compositions containing as an initiator phenyl-bis-(2,4,6-trimethylbenzoyl)phosphine oxide (Irgacure 819, Ciba, Switzerland) at a concentration of 2.5 wt.%. Composition based on nanostructured particles coated with dye disperse blue p/e and when these compounds are much higher than similar compositions with conventional pigments.

Examples 31, 32. Analogously to examples 1 and 22 prepare and test compositions containing as a cross-linking agent (fotopolimerizado (meth)acrylic monomer) butanediol dimethacrylate (JSC "research Institute arsines") at a concentration of 21 wt.%. Composition based on nanostrukturirovannyh particles coated with dye disperse blue p/e and when these compounds are much higher than similar compositions with conventional pigments.

Examples 33, 34. Analogously to examples 1 and 22 prepare and test compositions containing as an oligomer industrial product Acral-5003 - unsaturated oligoester with urethane groups (Mn=5500, β=230060 MPa·s (OOO NPP at macromer), at a concentration of 21 wt.%. Composition based on nanostructured particles coated with dye disperse blue p/e and when these compounds are much higher than similar compositions with conventional pigments.

Examples 35, 36. Analogously to example 1 prepare and test compositions additionally containing polymethylmethacrylate (Mn=80000, datril-2M, Ivanovo chemical plant) at a concentration of 5 wt.%). Materials colored with the use of this composition are characterized by a high fastness to friction even at small times of irradiation, 20-50% lower than the same values in the absence of polymer.

Examples 37, 38. Analogously to example 1 prepare and test compositions containing as a surfactant polyoxyethylenesorbitan (1.6%, M=1200, Tween 20, Ferak, Germany) (example 37) or polyethylene glycol (7%, M=600, Ferak, Germany) (example 38). Composition based on nanostructured particles coated with dye disperse blue p/e and when these compounds are much higher than similar compositions with conventional pigments.

Table 1
Conditions for obtaining, outputs, and colorimetric characteristics of painted nanostructured particles
№ p/pType nanostrukturirovannyh particles and their number in the synthesis of (g)The dye and its quantity in the synthesis (mg)SolventQuantity of deposited dye, wt.%Colorimetric characterization of thin films
L*a*b*
12345678
1Cloisite 20A (3)Disperse blue p/e (300)Acetone8.735.481.90-55.47
2Cloisite 20A (3)Disperse orange (300)/td> Acetone8.076.0919.0968.85
3Cloisite 20A (3)Disperse red R/e (300)Acetone8.3At 33.8561.4320.45
4PuralMG61 HT (1)Acid purple, (100)Ethanol, distill. water4.836.1830.12-68.01
5Cloisite 20A (1)Acid purple, (100)Ethanol3.937.1347.12-69.84
6PuralMG61HT (1)Acid yellow lightfastness NCM (68)Ethanol1.479.130.6266.01
7/td> Cloisite 20A (1)Direct brown lightfastness CH (50)Ethanol4.432.0448.5839.47
8PuralMG61 HT (1)Direct brown lightfastness CH (50)Ethanol, distill. water1.8At 23.9744.0627.29
9Cloisite 20A (1)Reactive Blue 38 (200)Ethanol, distill. water14.2Is the 61.80-At 50.34-24.66
10Cloisite 10A (1)Reactive Blue 38 (200)Ethanol, distill. water20.045.96-57.78-17.01
11Cloisite 15A (1)Reactive Blue 38 (200)Ethanol, distill. water9.9 55.09-54.95-At 23.88
19Cloisite Na+(1)Cationic red J (68)Distill. water6.8---
20Pural MG61 HT (1)Direct blue lightfastness KU (50)Ethanol1.4512.7325.83-45.48

Table 2
Of color stability to physical and chemical influences in printing inks and the time of exposure to UV-light before losing stickiness sample
№p/pThe type of coloring component and its number (%) in the printing inkPhysico-chemical influencesThe exposure time, min
FrictionDieting. water"Sweat" Wash
1The synthesized product on the basis of disperse blue p/e (8)55/55/55/52
2The synthesized product based on disperse orange p/e (8)45/55/55/52
55/55/55/54
3The synthesized product based on disperse red R/e (8)45/55/55/58
4The synthesized product based on acid violet With(4) SAS4-55/55/55/52
6Synthesized is not already installed, on the basis of acid yellow NCM (4) 4-55/55/55/52
10The synthesized product on the basis of Reactive Blue 38 (8)4-55/55/55/54
21Pigment IRGALITE BLUE NGA (0,25) SAS3-45/55/55/54
22Pigment IRGALITE BLUE NGA (1)3-45/55/55/56
23Pigment IRGALITE BLUE NGA (2) SAS2-35/55/55/512
24Pigment IRGALITE YELLOW SBA (1) SAS25/55/55/5 6
3-45/55/55/512

Table 3
The influence of the content of the dye and the ratio of dye/nanostructured particles of the coloring obtained using the obtained products
№ p/pDyeThe content of the dye, %The amount of the coloring component in the film, wt.%Colorimetric characterization of thin films
L*a*b*
12-15Cationic red G0.2474.8921.03-1.66
2.0441.0363.0014.47
6.8423.9347.9123.59
20.41.336.0656.6735.64
20.4421.9148.3327.16
16-18Cationic yellow 632.0486.49-14.2668.50
6.8484.97-12.12At 92.32
20.4480.83-4.26At 97.61

Photopolymerizable composition for printing on textile materials, comprising (meth)acrylic oligomer, photopolymerized (meth)acrylic monomer with more than one (meth)acrylic group, photoinitiator, coinitiator, (meth)acrylic polymer, nonionic surfactant, defoamer and Abrasiv the store component product application of the dye is cationic, direct, acid, active or dispersed on nanostructured particles of montmorillonite or the modified cationic surface-active agent montmorillonite, or hydrotalcite at the following content, wt.%:

(meth)acrylic oligomer40-80
photopolymerized
(meth)acrylic monomer8-40
photoinitiator0,8-8
coinitiator0-2
specified coloring component1,6-9
(meth)acrylic polymer0-10
nonionic surface-active
substancethe 1.6-7
antifoam0-1



 

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