JPS602435B2 - Transfer printing method - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for transfer printing cellulose fibers and structures containing cellulose fibers.

Heat-transferable dyes such as sublimation, vaporization, and heat-melting dyes used in the sublimation transfer printing method generally do not dye cellulose fibers, and it is not possible to dye cellulose fibers or structures containing them using this method. It was considered difficult to serve.

The present invention has been made in view of the above circumstances, and after treating a cellulose fiber structure or a cellulose fiber-containing structure with a treatment liquid containing a compound capable of forming an ester bond with the hydroxyl group of cellulose, thermal transferability is improved. This is a transfer printing method that is characterized by overlaying a transfer sheet with a pattern formed using ink containing a dye, applying heat and pressure to perform transfer printing at the same time as the chemical printing of cellulose fibers.

The cellulose fibers according to the present invention are woven fabrics, knitted fabrics, etc. made of cotton, hemp, etc., and the cellulose fiber-containing structures are, for example, blends containing cellulose, such as polyester-cellulose blends, dense woven fabrics, etc. be.

Further, the compound capable of forming an ester bond with the hydroxyl group of cellulose according to the present invention is, for example, the formula (wherein R means an alkyl group or allyl group having 1 to 3 carbon atoms or a benzene nucleus, ), which can be represented by any of the following: phthalic anhydride, maleic anhydride, trimellitic anhydride, isatoic anhydride, pyromellitic anhydride, methylhexahydrophthalic anhydride, hexahydrophthalic anhydride, tetrahydro Phthalic anhydride, nadic anhydride, chlorendic anhydride, succinic anhydride, dichlorosuccinic anhydride, penzophenonetetracarboxylic anhydride, benzoic anhydride, isovaleric anhydride, isobutyric anhydride, itaconic anhydride, glutaric anhydride , glutaconic anhydride, cinnamic anhydride, diglycolic anhydride, citraconic anhydride, diphenic anhydride, thiobenzoic anhydride, toluic anhydride, naphthalic anhydride, nitrophthalic anhydride, lactic anhydride, purvisic anhydride, propionic anhydride Examples include acids, mellitic anhydride, butyric anhydride, and the like.

Other compounds capable of forming an ester bond with the hydroxyl group of cellulose include, for example, the formula: acetyl chloride, acetyl mandeline chloride, P-anisoyl chloride, isophthalyl chloride, caproyl chloride, 3-carbomethoxypropionyl chloride, -carbomethoxyberargonyl chloride, chloroacetyl chloride,
Examples include succinyl chloride, 8-naphthyl chloride, P-nitrobenzoyl chloride, palmitoyl chloride, ○-phthalyl chloride, butyryl chloride, fumaryl chloride, furoyl chloride, propionyl chloride, hebutyl chloride, penzoyl chloride, malonyl chloride, and the like.

Furthermore, other compounds capable of forming an ester bond with the hydroxyl group of cellulose include, for example, the formula (wherein R4 is an alkyl group having 1 to 6 carbon atoms and an allyl group, and A and B are each from hydrogen to an alkyl group having 1 to 6 carbon atoms. , alkoxy group, halogen, nitro group, amino group, hydroxyl group, carboxyl group, amide group,
Y means either a hydroxyl group or an amino group), preferably an aromatic substituted carboxylic acid derivative.

Furthermore, the heat transferable dye according to the present invention refers to dyes that are sublimable, vaporizable, or heat-melt transferable and are commonly used in transfer printing methods commonly known as sublimation transfer printing methods and dry transfer printing methods. It is a dye that can be transferred by overlapping a transfer paper with an ink pattern containing the dye on an object to be transferred and heating it.

In the present invention, cellulose fibers or structures containing the same are treated with a treatment solution containing the above-mentioned compound capable of forming an ester bond with cellulose, for example by bonding, dried appropriately, and then treated with a heat transferable dye. By stacking patterned transfer paper and applying heat and pressure, chemical modification of the cellulose fiber portion and transfer printing are simultaneously completed.

The present invention has the above-mentioned configuration, and allows easy sublimation transfer printing of cellulose fibers or structures containing cellulose fibers, which has been considered difficult in the past, and is beautiful and has excellent fastness, density, and texture. Prints can be obtained.

The present invention will be explained below with reference to Examples.

Example 1 '11 Mercerized polyester/cotton (6
5/35) A broad cloth was immersed in a solution of the following formulation using isatoic anhydride, squeezed to 70%, and then intermediately dried at 100° C. for 1 minute to obtain a pretreated cloth.

<Treatment liquid> Isatoic anhydride 25 parts Dimethyl sulfoxide 60 Water
9 parts Potassium acetate 4.
Next, a transfer paper was prepared by gravure printing on a single-sided starch-coated paper using an ink having the composition shown below.

Ink > Sumikalon Red E-FBL bulk powder (manufactured by Sumitomo Chemical Co., Ltd.)
1 base ethyl cellulose N-
7 9″ Surfactant 1
〃 Aesop.

Pill alcohol 40〃ethanol
40〃'3' {Overlap ■ transfer paper on 1L treated cloth at 200℃, 300 minutes/night, 4
When the transfer was carried out by heating and applying pressure under special conditions, and then soaping was carried out for 10 minutes at 50:00, it was found that the polyester and cotton parts had the same color density, texture, and fastness. A printed fabric was obtained. Example 2 {1' Mercerized polyester/cotton (65
/35) Soak a broadcloth in a solution of the following formulation using trimellitic anhydride, squeeze it at 70%, and then
It was intermediately dried at ℃ for 1 minute to obtain a pretreated cloth.

<Treatment liquid> Trimellitic anhydride 2. Dimethyl sulfoxide 59. Water
10 Triethylene glycol 1
0 Potassium acetate 1'''2'' A transfer paper was obtained as in Example 1 below.

Layer the transfer paper marked '3' on the treated cloth marked '3''1},
Transfer was carried out as in Example 1, and then soaping was carried out at 50°C for 1 minute, resulting in a printed fabric with excellent density, texture, and fastness of the same hue in the polyester and cotton parts. . Example 3 01 Mercerized polyester/cotton (65/
35) A broad cloth was immersed in a solution of the following Z formulation using phthalic anhydride, squeezed at a squeezing rate of 70%, and then dried for 1 minute at 100 qo to obtain a pretreated cloth.

Treatment liquid> Phthalic anhydride 5 parts Z water
85 Acetic acid
10ッ■ Next, gravure printing was carried out on one side starch coated paper of 60 ml/gold using ink having the composition shown below to prepare a transfer paper.

2 <Ink> Sumikalon Blue E-FBL source powder (manufactured by Sumitomo Chemical Co., Ltd.)
Female Ethicellulose N-7
9〃 Surfactant 1〃 2 Inbropyl alcohol 40〃Ethanol
40″'3}m treated fabric [2
When the transfer papers of 2000 and 2000 were overlapped, transfer printing was carried out as in Example 1, and soaping was carried out at 50°C for 1Q minutes, the density, texture, and fastness of the polyester part and the 3 cotton parts were the same. An excellent printed fabric was obtained.

Example 4 Using an ink having the composition shown below, printing was carried out on gravure paper with a plate depth of 30 layers on 60 gravure paper to produce dry transfer printed paper.

<Ink> Ethocel N-7 (ethyl cellulose manufactured by Hercules) 6 parts by weight C.I. 1. Disperse Fluor 19 bulk powder (heat transferable disperse dye)
6 Siloid #244 (Fuji Davison Chemical Co., Ltd. silica fine particles) 1
"Impropyl alcohol 50" Ethanol 37 Next, cotton 1
00% bleed cloth with phthalimide/water/acetic acid = 10/
Processed with a treatment solution consisting of 70/30 evenings, squeezing rate 75%
By squeezing it with the dry transfer printing paper and performing transfer printing on a transfer cylinder at 200°C for 40 seconds, a printed fabric was obtained which was extremely beautiful and had excellent color fastness compared to the untreated fabric. was completed.

Example 5 A blended fabric consisting of 33% cotton and 65% polyester was pretreated with a treatment solution consisting of anthranilic acid/ethanol/water = 5/50/50 and squeezed at a squeezing rate of 75%.
When the fabric was layered with the dry transfer printing paper described in 2007 and heated and pressed for 45 seconds at 19yo on a transfer cylinder, a printed fabric that was extremely beautiful and had excellent color fastness compared to untreated fabric could be obtained. Ta.

Example 6 A blended fabric consisting of 35% wire and 65% polyester was soaked in a 2% aqueous sodium hydroxide solution, then air-dried to a moisture content of 20%, and then sebacyl chloride not toluene = 5/9
Example 4
When the paper was layered with the dry transfer printing paper described in 2004 and heated under pressure at 195°C for 49 minutes, a printed product was obtained which was noticeably more beautiful and had superior fastness compared to the untreated one. .

Example 7 Using an ink having the composition shown below, printing was carried out on a 60mm gravure paper using a gravure plate having a plate depth of 30 tangles to produce a type 3 transfer printed paper.

<Ink> Eisenkatilon Pure Bull Ichijoji (manufactured by Hodogaya Chemical Co., Ltd.) 1 dollar part Ethyl cellulose N-7 9〃Surfactant
1〃Inpropyl alcohol
40〃eta/ru
40 Next, a 100% line bleed cloth was immersed in a treatment solution consisting of phthalamic acid/water = 30/100, squeezed at a squeezing rate of 75%, overlapped with the above dry transfer printing paper, and heated at 205°C under pressure. , 6, a print was obtained which was noticeably more beautiful and had superior fastness compared to the untreated print.

Claims (1)

[Claims] 1. After treating a cellulose fiber structure or a cellulose fiber-containing structure with a treatment liquid containing a compound capable of forming an ester bond with the hydroxyl group of cellulose, a pattern is printed with an ink containing a heat transferable dye. A transfer printing method that is characterized by overlapping the formed transfer sheet and applying heat and pressure to chemically modify cellulose fibers and simultaneously perform transfer printing. 2 Compounds that can form ester bonds with the hydroxyl group of cellulose include formulas, Z▲ mathematical formulas, chemical formulas, tables, etc.
2 means a benzene nucleus). 3 Compounds that can form ester bonds with the hydroxyl group of cellulose include formulas, ▲mathematical formulas, chemical formulas, tables, etc.▼ (In the formula, R_3 means an alkyl group or allyl group having 1 to 6 carbon atoms, a benzene nucleus, or a naphthalene nucleus. , X means halogen). 4 Compounds that can form an ester bond with the hydroxyl group of cellulose include formulas ▲ mathematical formulas, chemical formulas, tables, etc. ~2 alkyl group, alkoxy group, halogen, nitro group, amino group, hydroxyl group, carboxyl group, or amide group, and Y means hydroxyl group or amino group) is used. The method according to item 1 above.