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9 J. Text. Color. Polym. Sci., Vol. 16, No.2, pp .129 - 138 (2019)

Printing technology on : Review M El-Kashouti, Shimaa Elhadad*, Kawther Abdel-Zaher , Printing and Auxiliaries Department, Textile Industries Research Division, National Research Centre, Cairo 12622, Egypt

PPLICATION of the paste containing the to the required areas on the fabrics is A designated as direct printing, consequently dyeing and steaming followed by washing to remove any residues. In pigment printing, the pigments and cured adhere to fabric surface with the cured binder film. No further treatment is required. Direct printing is considered the most important printing. Fibers have been defined by the textile institute as units of matter which are characterized by fineness flexibility and high ratio of length to thickness. Fibers are the basic unit from which all textile materials are made. Textile goods are manufactured from fibrous material which may be either of natural or man-made origin.

Keywords: Printing; ; Colorfastness

Textiles Fibers of textile fibers. It has been used for thousands There are two types of textile fibers usually of years [5]. The properties are determined classified as follows: by its chemical composition and structure [4].The approximate composition of raw is given Natural Fibers in Table 1 [6]. Natural fibers are divided in three groups: vegetable fibers (cotton, , , , Chemical structure: and other), animal or proteinic (, ), and is a linear natural polymer non-organic or fibers () [1-4]. constructed from the condensation of β-glucose molecules linked together through e s1 and Cotton Fibers: 4 positions [7, 8]. The chemical structure of Cotton is the oldest and the most important cellulose can be represented as shown in Figure 2.

Natural Fibers

Animal Mineral Vegetable

Hair Filament Stem Leaf

Wool Silk Cotton Flax Juts Hamp Sisal

Fig. 1. Natural fibers- partial classification.

* Corresponding author. E-mail: [email protected] DOI: 10.21608/jtcps.2019.15989.1027 ©2019 National Information and Documentation Centre (NIDOC) 130 M EL-KASHOUTI, SHIMAA ELHADAD et al.,

TABLE 1. Components of cotton fiber.

Cellulose 85.5

Oil and Wax 0.5

Protein, Pectoses and Coloring matter 5

Mineral matter 1.0

Moisture 8.0

Fig. 2. Chemical structure of cellulose.

The chemical reactivity of cellulose fibers is actually dissolve in water. But in reality, most of related to the hydroxyl groups (OH) of the glucose the hydroxyl groups in cellulose are bonded to one unit. These groups react with moisture, dyes, another into such a network of hydrogen bonds, and some finishes. Chlorine bleaches break the their accessibility to water varies according to size molecular chain of the cellulose by attacking the and distribution of the crystalline and amorphous oxygen atom between the two ring units or within regions [12]. the ring, rupturing the chain or ring. The cellulose molecule is a long, linear chain of glucose units. Chemical properties The chain length affects fiber strength [9]. The action of acids on cotton Treatment with dilute acids at high temperature Fiber properties: will hydrolyze the cellulose to glucose. At lower Physical Properties temperatures and in presence of acid formation Color of hydrocellulose occurs. Immersion for a short Cotton is available in a range of colors. time concentrated nitric acid causes result in Naturally creamy white is highly desirable shrinkage and an increase in tensile strength as because it can be dyed or printed [10, 11]. well as affinity for dyestuffs. Longer treatments with nitric acid results in acidification of cellulose Tensile strength to oxy-cellulose, this reaction is favored at higher Cotton fiber is relatively strong due to the temperatures [13]. intrinsic structure of layers of crisscrossed, minute, spiraled that compose the fiber cell [10]. The action of alkalis on cotton Mild alkalis have no effect on cellulose at Heat conductivity low or at higher temperatures in absence of air. Heat conductivity of cotton fiber is low With oxygen present, oxycellulose is produced and the looser the cotton fiber mass, the lower gradually leading to tendering. A solution of 20 the conductivity. This property is used for percent is used to mercerize manufacturing cotton wadding. Cotton fibers in cotton, making it stronger, smoother, and hard dry condition present low electrical condition and acquiring a greater affinity for dyes [14]. thus could be used as an insulator. This electrical conduction increases with humidity [4]. Effect of organic solvents Cotton fiber is insoluble in most organic Durability solvents; it dissolves in few complex solutions, Although cellulose has many functional such as cuprammoniom. Dry cleaning solvents do groups, it is surprising that the fiber does not not have any deleterious effect [15]. J. Text. Color. Polym. Sci. 16, No. 2 (2019) PRINTING TECHNOLOGY ON TEXTILE FIBERS: REVIEW 131

Effect of light by moisture. Regular filaments have a breaking Cotton fibers oxidize, become yellow and tenacity of 4-7 g/d, high-tenacity filaments are lose strength by exposure to sunlight for a longer rated at 6.3-9.5g/d [10]. period. Cotton fabrics should therefore be shaded from direct sun light [16]. Heat conductivity fabrics possess good heat Affinity for dyes conductivity, it would be warmer than if made Cotton has high affinity for dyes. It is dyed with of cotton. This is attributed to its deceased vat azoic and reactive dyes. Good color fastness is absorbency [17]. possible, but under specific condition [17]. Chemical properties Thermal properties The action of acids Cotton burns readily with a small of burning Polyester fibers are resistant to acids . Exposure to a temperature of 150 ⁰C in concentrated solutions of sulfuric acid at high dry condition results in gradual decomposition of temperatures cause degradation of the fabrics [22]. take fiber. Higher temperature 250⁰ C will cause rapid deterioration. Normal exposure to heat The action of alkalis encountered in routine care and processing will not Polyester fabrics are resistant to weak damage cotton. Finishes, such as starch or durable alkalis while less resistant to strong alkalis. This press, increase the tendency to scorch [10]. resistance is reduced with increased temperature [23]. Synthetic fibers Synthetic fibers are defined by the International Effect of organic solvents Organization for Standardization (ISO) as fibers Polyester fibers show high resistance to manufactured from polymers built up from most of the common organic solvents like chemical elements or compounds [18, 19]. acetone, dioxin, ether, methyl alcohol and tetrachloride. The ranges of chemicals that will dissolve polyester fiber at normal or moderate Polyester temperatures are limited, and the only chemicals polyester, dominates the world of synthetic -which as a class- will do this are phenols. Most fibers industry. They are inexpensive, easily phenols will swell or dissolve polyester fiber produced from sources, and depending on the temperature and concentration have a desirable range of physical properties. used. Hot m-cresol destroys the fiber and mixtures They are strong, lightweight, easily dryable and of phenol in trichloroethane dissolve the fiber wrinkle-resistant, and have very good wash-wear [23]. properties [18]. Effect of light Chemical Structure Polyester fabrics are resistant to sun light Polyester is a polymer produced by reaction degradation, consequently they are suitable for between smaller molecules, in which the linkage outdoor application. Prolonged exposure to sun of these molecules occurs through the formation light causes deterioration of fibers [24]. of ester groups (-COO-) by condensation reaction [20]. Polyester (e.g. Terylene) is obtained by Affinity for dyes polymerizing the dimethyl ester of unsubstituted Polyester fiber is difficult to since there terephthalic acid with ethylene glycol [21]. are no chemical groups in the polyester molecule that will unite with dyestuffs and the molecules Fiber Properties are packed so, there is no space to wedge in Physical properties dye molecules. Also, the interchain forces are Color so strong that high temperatures are required to The length and diameter of polyester could loose them so dye molecules can enter. In darker be controlled for different end uses. The fiber is shades, expensive dye assistants or carriers are partially transparent white or off-white in color. needed and these must be removed from the fiber Tensile strength after dyeing to preserve light fastness. Only by The strength, or tenacity, of polyester varies use of disperse, azoic and pigment dyes at high with the type of fiber, however, as a general temperature. Some polyester is modified to take category; polyester would be considered a basic dyes [25, 26]. relatively strong fiber. Its strength is not affected J. Text. Color. Polym. Sci. 16, No. 2 (2019) 132 M EL-KASHOUTI, SHIMAA ELHADAD et al.,

Thermal properties abrasion resistance is superior ,being four to five Polyester fibers are thermally stable. The times that of wool. tenacity of all fibers was found to decrease and their elongation was increased at : temperature of 150 ⁰C [5]. Textile printing could be defined as the art of producing colored designs onto fabric surfaces [27]. Polyester There has been a trend to produce finer Printing styles synthetic filament fibers, and consequently various Direct printing have been developed with new fiber Discharge printing techniques to reduce thickness and In discharge printing, the fabric is first dyed alter the cross section shape. Microfiber fabrics to a shade and then printed with a paste have enhanced drapeability, luster, softness, containing chemicals able of destroying the bulkiness, and smoothness, and also high tactile color could be achieved during the next steaming aesthetics and high water absorption and chemical process. This allows printing of white designs on adsorption properties. a ground color could be achieved [19]. If the paste contains dyes resistant to the discharging agent Fiber used, these dyes, named as illuminating colors, are one of the most important will color the printed areas [19]. synthetic fabrics they are usually known as . Any must contain atoms of carbon, Resist printing hydrogen, Oxygen and nitrogen. The difference Resist printing block color absorption during nylons are named depending on the number of fabric dyeing or during color application (11), the carbon atoms percent in the molecule of starting fabric is treated first with a composition that materials .Thus hexamethylene diamine (contain resists both dye penetration and fixation. During six carbon atom per molecule) and adipic acid dyeing process, the areas free of resisting agent contain six carbon atom per molecule) give nylon could be colored [19]. 66. Amino carpoic acid (contain six carbon atom per molecule) give nylon 6 [23]. Printing Methods: Block printing Polyamide Structure: Block printing is considered the oldest The most wide-spread polyamides in use and technique for textile decoration. It is a slow and production are nylon 6 and nylon 66. The essential expensive technique. A block is craved with a structural similarities and differences between pattern; subsequently the block is dipped in the nylon 6 and 66 are illustrated in Scheme [24]. dye paste and stamped on fabrics [11].

Stencil printing In stencil printing a pattern is cut from a special waxed paper or thin metal sheet for every. Dye solution or paste, is applied by hand with a brush or by spraying with an air gun [11]. Roller printing The fabric is drawn around a metal or cylinder during printing. The engraved printing roller is etched with the design for each color in the print. A different printing roller applies each color. They revolve in a small color trough, pick up the dye Fig. 3. Comparison between nylon 6 (above) and paste, and deposit it on the rollers. A doctor blade nylon 66 (blow). scrapes off excess color so that only the engraved Polyamide properties: portions are filled with dye when it contact with Polyamide has specific gravity lower than the fabric [11]. most other fabrics so it can be made into very Screen printing light, sheer fabrics of good strength. Excellent Screen printing is sample and versatile, yet strength of nylon led to its use not only in for tire simple, process. A is coated with a compound cords but also for a variety of industrial items. Its J. Text. Color. Polym. Sci. 16, No. 2 (2019) PRINTING TECHNOLOGY ON TEXTILE FIBERS: REVIEW 133 that seals all openings in the screen opening and Wet heat transfer printing prevents the dye paste from moving through the The wet heat transfer printing systems screen, except in the areas to be printed according utilize heat in a wet atmosphere to facilitate the to the required design. One screen is used for sublimation of the dye pattern. There are two every color. Squeegee is used to force the paste major systems Fastran and Dewprint. The Fastran though the opening of the screen [11]. process is well suited for cotton and wool blends, as well as all nylon fabrics. The goods are padded Flat screen printing with an aqueous bath containing Fastran powder The screen is partitioned on the fabrics to print which contains sulfamic acid, gum derivatives and the color is applied, and the screen is moved that hold a moisture film over the material during to a new position. The process is repeated with all transfer and surfactant derivates that facilitate the fabric is printed [11]. high level dye absorption. After the fabric is Rotary screen printing prewetted by the padding process with a solution In rotary screen printing, colored paste is of the powder, the transfer print paper is placed forced through the open areas of a cylindrical over it and a silicone rubber sheet covers it. printing screen that rotates as the fabric moves The print sandwich is then placed in a steam or beneath it. The paste collects under the stationary dielectric heated press where the heat converts the squeegee, which forces it out through the holes in water to steam. The print vaporizes and migrates the rotating screen [19]. from the paper to the fabric. The Dew-print process is well suited for cotton goods and may Transfer printing: be effectively used for wool, wool blends, nylon Heat transfer printing is a one of most major and acrylic fabrics. The material is padded with a fabric printing methods. Heat transfer printing proprietary emulsion, which aids the dye transfer technique involves transfer of color from one from paper to fabric. It is then passed along with surface to another, usually from paper to textile the printed transfer paper over a cylinder heated [27, 28]. In , transfer printing at a lower temperature than is used for dry heat implies the sublimation of dyes from printed transfer printing. The fabric is washed to remove design on paper at elevated temperature, the dye the emulsion assistant and is dried [30]. vapors are subsequently absorbed by the synthetic fabrics [19]. In the last years, transfer printing Vapor-Phase (dry transfer printing) has evoked considerable academic and industrial Heat transfer printing comprises two steps, the advent and increased production of synthetic the former step involves printing of color design polymer fabrics is a main reason for that. The on paper support using the conventional paper main transfer printing processes can be classified printing techniques and specially formulated in to four basic systems, with varying success in inks containing sublimely disperse dyes. The application as follows: latter entails transfer of the design front the paper to the fabric on transfer printing machines at Melt transfer system temperatures as high as 180-200°C. The printed In this system, paper is used as the carrier of paper is brought into close tact with the synthetic design, then subsequently transferring the pattern fabric under pressure and at high temperatures, from the paper on to the textile material. The color two things happened, dyes sublime and the fabric (usually pigment) and its binder melted by the fibers approach softening point. At this situation, application of heat while the paper is in contact the vapors are absorbed by the fabric and it is with the fabric. Thus, the design is transferred to completely transferred to it. the fabric and solidifies on cooling. The process is now widely used in T-shirts, and printing of labels printing and badges. Batik is generally a hand process in which hot wax is applied to a fabric in the form of a design. Film release system When the wax has set or hardened, the fabric is In this system a plastic layer is brought in to piece-dyed. Dye penetration is prevented in the contact with the fabric using heat and pressure wax covered portions. Colors are built up by piece- so that the adhesive forces are developed and the dyeing light colors first, waxing new portions, and film is transferred to the fabric and the paper can re-dyeing until the design is complete. The wax is be peeled away leaving the design stuck onto the later removed by solvent or by boiling [11]. fabric [29].

J. Text. Color. Polym. Sci. 16, No. 2 (2019) 134 M EL-KASHOUTI, SHIMAA ELHADAD et al.,

Fig. 4. Dye transfer during vapor phase printing.

Foil printing value to products and cut costs leading to the In foil printing a special adhesive is applied to trends for finer substrate filaments , greater use the fabric by a flatbed or rotary screen. The fabric of blends and treatments, more exacting is dyed and partially cured. The foil combines a fastness specifications as well as more demanding thin polyester film with a heat-sensitive release application techniques. Literature, in the last 20 coating, a very thin layer of aluminum, and clear years have witnessed considerable growth in or tinted lacquer. The metallic foil is heated on a the amount of information published pertaining heat-transfer press and foil bonds only where the to the synthesis, properties and application adhesive pattern exists on the fabric. of hetarylazo dyes. Prior to the start of the last decade ,much of the little material available on Digital printing disperse dyes from five-membered, six memberd In digital (ink-jet) printing, micro drops of and condensed heterocyclic azo compounds were colored liquid ink are applied through tiny nozzles fragmentary, now modern comprehensive studies onto the surface of precise points. Computers have been published ,furnishing data for many control the specific color ink jet, amount of ink, of these types .Such information has fleshed out and location of the micro drops. Digital printers extended knowledge of heterocyclic disperse dyes operate with four basic colors (yellow, magenta, and helped to explain the commercial success of cyan, and black) which pose unique challenges in particular as well as introducing new heterocyclic mixing color for textiles. of either a slightly modified or radically different There are several types of digital printers, nature. Statements on the future of disperse dye including continuous ink jet (CIJ) and drop on research made at the end 1990’s turned equally demand (DOD). true today. Textile dye chemists are still looking for brighter, more cost-effective colorants which Disperse Dyes can add value to substrate as well as meet the The previous phase of innovation in the ever-increasing demands placed on them by field of disperse dyes derived from heterocyclic consumers, dyers and legislators. Also, the compounds.which has revolved around finding promising non-textile applications of disperse replacements for red and blue anthraquinon of dyes, drawn much interest in a wide range of textile colorants, is over. However, research disciplines and businesses. Undoubtly, research continues unabated in response to the increased to drive hetarylozo dyes and heterocyclic disperse demands placed on disperse dyes as a result of dyes, whether approached from an industrial the textile coloration industry seeking to add J. Text. Color. Polym. Sci. 16, No. 2 (2019) PRINTING TECHNOLOGY ON TEXTILE FIBERS: REVIEW 135 or academic perspectives, will be the subject of 4-[(2-Amino-4-methylthiazol-5-yl)diazenyl] investigation for years to come. However, there benzenesul –fonamide. has been a considerable growth in the volume of data reported outside of the patent literature. Excellent reviews concerning heterocyclic azo dyes exist but were published some time ago by Towns in 1999. The author reviewed the materials appeared in the last decade and discussed the developments concerning azoles disperse dyes in the field of preparation, properties and application, 4-[(2-Amino-4-methylthiazol-5-yl) diazenyl)- examples are given below: N-(pyridin-2-yl]benzene sulfonamide. This is 2-cyano-3-(5-amino-3-methyl-pyrazole- 4-yl)azo-4,6-disubstitutedthieno[2,3]pyr-idines. These dyes showed good fastness, properties on polyester fabrics [30].

4-[(2-Amino-4-methylthiazol-5-yl)diazenyl]- N-(pyrimidin -2-yl) benzenesulfonamid)

Synthesis of 4-amino-1Hbenzo [4, 5]imidazo [1,2-a]pyrimidin-2-one (I). These dyes give an excellent yield [31].

4-{[4-Methyl-2-(4-(piperidin-1-yl) benzylideneamino]thiazol-5-yl)diazenyl}benzene sulfonamide

This is newly synthesized azo dyes using photo induced birefringence experiment [9-12]. 4-{[4-Methyl-2-(4-(piperidin-1-yl) benzylideneamino) thiazol-5-yl] diazenyl}-N- (pyridin-2-yl)benzene sulfon -amide

These is synthesis of some novel monoazo disperse dyes. These dyes have been found to give 4-{[2-(4-(Dimethylamino) bright yellow to maroon color shade with very benzylideneamino)-4-methylthiazol-5-yl] good depth and levelness on fabric [9-12]. diazenyl}benzenesulfonamide .

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4 -{[2-(4-(Dimethylamino) 4. G.EL-Nouby, H.A.Azzam, “Spinning technology”, benzylideneamino)-4-methyl thiazol-5-yl)d 1st Edition, Industrial Education College Textile iazenyl]-N-(pyridin-2-yl}benzene sulfonamide.. Technology Dept., P.2 (2003).

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(Received 19 / 8 /2019 ; accepted 26 / 8 /2019 )

J. Text. Color. Polym. Sci. 16, No. 2 (2019) 138 M EL-KASHOUTI, SHIMAA ELHADAD et al.,

تكنولوجيا الطباعة على ألياف النسيج مديحة القاشوطي ، شيماء الحداد * ، كوثر عبد الظاهر قسم الصباغة والطباعة والمواد الوسيطة ، شعبة بحوث الصناعات النسيجية ، المركز القومي للبحوث ، القاهرة 12622 ، مصر

تم تطبيق عجينة الطباعة التي تحتوي على األصباغ على األقمشة كطباعة مباشرة ، وبالتالي التثبيت بالبخار تليها الغسيل إلزالة أي بقايا. في الطباعة بالمخضبات ، تلتصق المخضبات ومادة الربط المعالج بسطح القماش في صورة فيلم معالج وال مزيد من العالج مطلوب. تعتبر الطباعة المباشرة هامة جدا اقتصاديا. تم تعريف األلياف من قبل معهد الغزل والنسيج كوحدات تتميز بمرونة الدقة وارتفاع نسبة الطول إلى القطر. األلياف هي الوحدة األساسية التي تصنع منها جميع مواد .النسيج. يتم تصنيع السلع النسيجية من مواد ليفية قد تكون إما من أصل طبيعي أو من صنع اإلنسان

J. Text. Color. Polym. Sci. 16, No. 2 (2019)