Cellulose triacetate, triacetate, CTA or TAC is a chemical compound produced from
cellulose
Cellulose is an organic compound with the chemical formula, formula , a polysaccharide consisting of a linear chain of several hundred to many thousands of glycosidic bond, β(1→4) linked glucose, D-glucose units. Cellulose is an important s ...
and a source of
acetate
An acetate is a salt formed by the combination of acetic acid with a base (e.g. alkaline, earthy, metallic, nonmetallic, or radical base). "Acetate" also describes the conjugate base or ion (specifically, the negatively charged ion called ...
esters, typically
acetic anhydride
Acetic anhydride, or ethanoic anhydride, is the chemical compound with the chemical formula, formula . Commonly abbreviated , it is one the simplest organic acid anhydride, anhydrides of a carboxylic acid and is widely used in the production of c ...
. Triacetate is commonly used for the creation of
fibres and
film base
A film base is a transparent substrate which acts as a support medium for the photosensitive emulsion that lies atop it. Despite the numerous layers and coatings associated with the emulsion layer, the base generally accounts for the vast majorit ...
. It is chemically similar to
cellulose acetate
In biochemistry, cellulose acetate refers to any acetate ester of cellulose, usually cellulose diacetate. It was first prepared in 1865. A bioplastic, cellulose acetate is used as a film base in photography, as a component in some coatings, and ...
. Its distinguishing characteristic is that in triacetate, at least "92 percent of the
hydroxyl
In chemistry, a hydroxy or hydroxyl group is a functional group with the chemical formula and composed of one oxygen atom covalently bonded to one hydrogen atom. In organic chemistry, alcohols and carboxylic acids contain one or more hydroxy ...
groups are
acetylated." During the manufacture of triacetate, the cellulose is completely acetylated; whereas in normal cellulose acetate or
cellulose diacetate, it is only partially acetylated. Triacetate is significantly more
heat resistant than cellulose acetate.
History
Triacetate, whose chemical formula is
6H7O2(OOCCH3)3">6H7O2(OOCCH3)3sub>n, was first produced commercially in the U.S. in 1954 by
Celanese Corporation.
Eastman Kodak
The Eastman Kodak Company, referred to simply as Kodak (), is an American public company that produces various products related to its historic basis in film photography. The company is headquartered in Rochester, New York, and is incorporated i ...
was a manufacturer of CTA until March 15, 2007. For almost 3 years,
Mitsubishi Rayon Co. Ltd. was the only manufacturer. In 2010,
Eastman Chemical announced a 70% increase in cellulose triacetate output at its Kingsport, Tennessee manufacturing site to meet the increasing demand for the chemical's use as an intermediate in the production of polarized films for
liquid crystal display
A liquid-crystal display (LCD) is a flat-panel display or other Electro-optic modulator, electronically modulated optical device that uses the light-modulating properties of liquid crystals combined with polarizers to display information. Liq ...
s.
Production
Triacetate is derived from cellulose by ''acetylating'' cellulose with
acetic acid
Acetic acid , systematically named ethanoic acid , is an acidic, colourless liquid and organic compound with the chemical formula (also written as , , or ). Vinegar is at least 4% acetic acid by volume, making acetic acid the main compone ...
and/or
acetic anhydride
Acetic anhydride, or ethanoic anhydride, is the chemical compound with the chemical formula, formula . Commonly abbreviated , it is one the simplest organic acid anhydride, anhydrides of a carboxylic acid and is widely used in the production of c ...
.
Acetylation
:
In chemistry, acetylation is an organic esterification reaction with acetic acid. It introduces an acetyl group into a chemical compound. Such compounds are termed ''acetate esters'' or simply ''acetates''. Deacetylation is the opposite react ...
converts hydroxyl groups in cellulose to
acetyl group
In organic chemistry, an acetyl group is a functional group denoted by the chemical formula and the structure . It is sometimes represented by the symbol Ac (not to be confused with the element actinium). In IUPAC nomenclature, an acetyl grou ...
s, which renders the cellulose polymer much more soluble in organic solvents. The cellulose acetate is
dissolved in a mixture of
dichloromethane and
methanol
Methanol (also called methyl alcohol and wood spirit, amongst other names) is an organic chemical compound and the simplest aliphatic Alcohol (chemistry), alcohol, with the chemical formula (a methyl group linked to a hydroxyl group, often ab ...
for
spinning. As the filaments emerge from a
spinneret
A spinneret is a silk-spinning organ of a spider or the larva of an insect. Some adult insects also have spinnerets, such as those borne on the forelegs of Embioptera. Spinnerets are usually on the underside of a spider's opisthosoma, and ar ...
, the
solvent
A solvent (from the Latin language, Latin ''wikt:solvo#Latin, solvō'', "loosen, untie, solve") is a substance that dissolves a solute, resulting in a Solution (chemistry), solution. A solvent is usually a liquid but can also be a solid, a gas ...
is
evaporate
Evaporation is a type of vaporization that occurs on the surface of a liquid as it changes into the gas phase. A high concentration of the evaporating substance in the surrounding gas significantly slows down evaporation, such as when hum ...
d in warm air, in a process known as dry spinning, leaving a fibre of almost pure triacetate.
A
finishing process called ''S-Finishing'' or surface
saponification
Saponification is a process of cleaving esters into carboxylate salts and Alcohol (chemistry), alcohols by the action of aqueous alkali. Typically aqueous sodium hydroxide solutions are used. It is an important type of alkaline hydrolysis. When the ...
is sometimes applied to acetate and triacetate
fabric
Textile is an umbrella term that includes various fiber-based materials, including fibers, yarns, filaments, threads, and different types of fabric. At first, the word "textiles" only referred to woven fabrics. However, weaving is no ...
s using a
sodium hydroxide
Sodium hydroxide, also known as lye and caustic soda, is an inorganic compound with the formula . It is a white solid ionic compound consisting of sodium cations and hydroxide anions .
Sodium hydroxide is a highly corrosive base (chemistry), ...
solution. This removes part or all of the acetyl groups from the surface of the fibres leaving them with a cellulose coating. This reduces the tendency for the fibres to acquire a
static charge.
Applications
As a fibre
Triacetate fibres have a
crenate cross section.
Characteristics
*Shrink resistant
*
Wrinkle resistant
*Easily washable
*Often washable at high temperatures
*Maintains creases and pleats well
Usage scenarios
Triacetate is particularly effective in clothing where crease or pleat retention is important, such as skirts and dresses.
In the 1980s triacetate was also used with
polyester
Polyester is a category of polymers that contain one or two ester linkages in every repeat unit of their main chain. As a specific material, it most commonly refers to a type called polyethylene terephthalate (PET). Polyesters include some natura ...
to create shiny
tracksuits. The fabric was smooth and shiny on the outside and soft and fleecy on the inside.
General care tips
*
Ironable up to 200 °C
*Pleated garments are best hand laundered. Most other garments containing 100% triacetate can be
machine washed and dried
*Articles containing triacetate fibres require little special care due mainly to the fibre's stability at high temperatures
As a film
Characteristics
*Resistant to
grease,
oil,
aromatic hydrocarbons, and most common
solvent
A solvent (from the Latin language, Latin ''wikt:solvo#Latin, solvō'', "loosen, untie, solve") is a substance that dissolves a solute, resulting in a Solution (chemistry), solution. A solvent is usually a liquid but can also be a solid, a gas ...
s
*Films have hard
glossy surfaces
*Excellent
optical clarity
*High
dielectric constant
The relative permittivity (in older texts, dielectric constant) is the permittivity of a material expressed as a ratio with the electric permittivity of a vacuum. A dielectric is an insulating material, and the dielectric constant of an insul ...
*Easily
laminate
Simulated flight (using image stack created by μCT scanning) through the length of a knitting needle that consists of laminated wooden layers: the layers can be differentiated by the change of direction of the wood's vessels
Shattered windshi ...
d, coated, folded, and
die-cut
*
Cellulose acetate film prone to degradation known as
vinegar syndrome
Usage scenarios
*
Polarizer
A polarizer or polariser is an optical filter that lets light waves of a specific polarization (waves), polarization pass through while attenuation, blocking light waves of other polarizations. It can filter a beam of light of undefined or mixed ...
films for
LCD projector
An LCD projector is a type of video projector for displaying video, images or computer data on a screen or other flat surface. It is a modern equivalent of the slide projector or overhead projector. To display images, LCD (liquid crystal display, ...
s
*Specialized
overhead projector
An overhead projector (often abbreviated to OHP), like a Movie projector, film or slide projector, uses light to Projector, project an enlarged image on a Projection screen, screen, allowing the view of a small document or picture to be shared ...
transparencies
*Specialized
photographic film
Photographic film is a strip or sheet of transparent film base coated on one side with a gelatin photographic emulsion, emulsion containing microscopically small light-sensitive silver halide crystals. The sizes and other characteristics of the ...
*
Motion picture film
Film stock is an analog device, analog medium that is used for recording film, motion pictures or animation. It is recorded on by a movie camera, film developing, developed,
film editing, edited, and projected onto a screen using a movie proj ...
*Production of animation
cels
*
Packaging
Packaging is the science, art and technology of enclosing or protecting products for distribution, storage, sale, and use. Packaging also refers to the process of designing, evaluating, and producing packages. Packaging can be described as a coo ...
*Face screens
As a semipermeable membrane
Usage scenarios
*
Water purification
Water purification is the process of removing undesirable chemicals, biological contaminants, suspended solids, and gases from water. The goal is to produce water that is fit for specific purposes. Most water is purified and disinfected for hu ...
through
reverse osmosis
Reverse osmosis (RO) is a water purification process that uses a partially permeable membrane, semi-permeable membrane to separate water molecules from other substances. RO applies pressure to overcome osmotic pressure that favors even distribu ...
. The membrane may consist of a blend of cellulose acetate, diacetate and triacetate.
See also
*
Cellulose acetate
In biochemistry, cellulose acetate refers to any acetate ester of cellulose, usually cellulose diacetate. It was first prepared in 1865. A bioplastic, cellulose acetate is used as a film base in photography, as a component in some coatings, and ...
*
Vinegar syndrome
*
Rayon
Rayon, also called viscose and commercialised in some countries as sabra silk or cactus silk, is a semi-synthetic fiber made from natural sources of regenerated cellulose fiber, cellulose, such as wood and related agricultural products. It has t ...
References
External links
Description of triacetate fibreGlossary of terms relation to the manufacture of cellulose / acetate fibres{{Webarchive, url=https://web.archive.org/web/20050306050126/http://www.celaneseacetate.com/textile_glossary_filament_acetate.pdf , date=2005-03-06
Fundamentals of membranes for water treatment
Synthetic fibers
Cellulose
Acetate esters