Cellulose Triacetate
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Cellulose triacetate, (triacetate, CTA or TAC) is a chemical compound produced from
cellulose Cellulose is an organic compound with the formula , a polysaccharide consisting of a linear chain of several hundred to many thousands of β(1→4) linked D-glucose units. Cellulose is an important structural component of the primary cell w ...
and a source of acetate esters, typically acetic anhydride. Triacetate is commonly used for the creation of
fibres Fiber or fibre (from la, fibra, links=no) is a natural or artificial substance that is significantly longer than it is wide. Fibers are often used in the manufacture of other materials. The strongest engineering materials often incorporate ...
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 hydro ...
groups are
acetylated : In organic 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 opposit ...
." During the manufacture of triacetate, the cellulose is completely acetylated; whereas in normal cellulose acetate or
cellulose diacetate Cellulose diacetate, sometimes called diacetate, is a synthetic polymer made by treating cellulose with acetic acid. It consists of two acetyl functional groups on each unit of D-anhydroglucopyranose of the cellulose molecule. It was first deve ...
, it is only partially acetylated. Triacetate is significantly more heat resistant than cellulose acetate.


History

Triacetate, whose chemical equation is 6H7O2(OOCCH3)3sub>n, was first produced commercially in the U.S. in 1954 by Celanese Corporation. Eastman Kodak 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 Eastman Chemical Company is an American company primarily involved in the chemical industry. Once a subsidiary of Kodak, today it is an independent global specialty materials company that produces a broad range of advanced materials, chemicals and ...
announced a 70% increase in cellulose triacetate output at its Kingsport (TN) manufacturing site to achieve the increasing demand for the chemical's use as an intermediate in the production of polarized films for liquid crystal displays.


Production

Triacetate is derived from cellulose by ''acetylating'' cellulose with acetic acid and/or acetic anhydride. Acetylation converts hydroxyl groups in cellulose to acetyl groups, which renders the cellulose polymer much more soluble in organic solvents. The cellulose acetate is dissolved in a mixture of dichloromethane and methanol 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 a ...
, the
solvent A solvent (s) (from the Latin '' solvō'', "loosen, untie, solve") is a substance that dissolves a solute, resulting in a solution. A solvent is usually a liquid but can also be a solid, a gas, or a supercritical fluid. Water is a solvent for ...
is evaporated 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 converting esters into soaps and alcohols by the action of aqueous alkali (for example, aqueous sodium hydroxide solutions). Soaps are salts of fatty acids, which in turn are carboxylic acids with long carbon chains. ...
is sometimes applied to acetate and triacetate
fabric Textile is an umbrella term that includes various fiber-based materials, including fibers, yarns, filaments, threads, different fabric types, etc. At first, the word "textiles" only referred to woven fabrics. However, weaving is not th ...
s using a sodium hydroxide 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 Static electricity is an imbalance of electric charges within or on the surface of a material or between materials. The charge remains until it is able to move away by means of an electric current or electrical discharge. Static electricity is na ...
.


Applications


As a fibre

Triacetate fibres have a
crenate A leaf ( : leaves) is any of the principal appendages of a vascular plant stem, usually borne laterally aboveground and specialized for photosynthesis. Leaves are collectively called foliage, as in "autumn foliage", while the leaves, st ...
cross section Cross section may refer to: * Cross section (geometry) ** Cross-sectional views in architecture & engineering 3D *Cross section (geology) * Cross section (electronics) * Radar cross section, measure of detectability * Cross section (physics) **Abs ...
.


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 to create shiny
tracksuit A tracksuit is an article of clothing consisting of two parts: trousers and a jacket usually with front zipper. It was originally intended for use in sports, mainly for athletes to wear over competition clothing (such as running shirt and shorts ...
s. 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 An oil is any nonpolar chemical substance that is composed primarily of hydrocarbons and is hydrophobic (does not mix with water) & lipophilic (mixes with other oils). Oils are usually flammable and surface active. Most oils are unsaturated ...
,
aromatic hydrocarbons Aromatic compounds, also known as "mono- and polycyclic aromatic hydrocarbons", are organic compounds containing one or more aromatic rings. The parent member of aromatic compounds is benzene. The word "aromatic" originates from the past groupin ...
, and most common
solvent A solvent (s) (from the Latin '' solvō'', "loosen, untie, solve") is a substance that dissolves a solute, resulting in a solution. A solvent is usually a liquid but can also be a solid, a gas, or a supercritical fluid. Water is a solvent for ...
s *Films have hard
glossy Gloss is an optical property which indicates how well a surface reflects light in a specular (mirror-like) direction. It is one of the important parameters that are used to describe the visual appearance of an object. The factors that affect glo ...
surfaces *Excellent optical clarity *High dielectric constant *Easily laminated, coated, folded, and die-cut *
Cellulose acetate film Cellulose acetate film, or safety film, is used in photography as a base material for photographic emulsions. It was introduced in the early 20th century by film manufacturers and intended as a safe film base replacement for unstable and highly ...
prone to degradation known as
vinegar syndrome Cellulose acetate film, or safety film, is used in photography as a base material for photographic emulsions. It was introduced in the early 20th century by film manufacturers and intended as a safe film base replacement for unstable and highly ...


Usage scenarios

* Polarizer 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 film or slide projector, uses light to project an enlarged image on a screen, allowing the view of a small document or picture to be shared with a large audience. In the overhead projec ...
transparencies *Specialized photographic film * Motion picture film *Production of animation
cel A cel, short for celluloid, is a transparent sheet on which objects are drawn or painted for traditional, hand-drawn animation. Actual celluloid (consisting of cellulose nitrate and camphor) was used during the first half of the 20th century, bu ...
s * Packaging *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. 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 Cellulose acetate film, or safety film, is used in photography as a base material for photographic emulsions. It was introduced in the early 20th century by film manufacturers and intended as a safe film base replacement for unstable and highly ...
* Rayon


References

{{Reflist


External links


Description of triacetate fibre







Glossary of terms relation to the manufacture of cellulose / acetate fibres

Fundamentals of membranes for water treatment
Synthetic fibers Cellulose Acetate esters