[-CO-(C6H4)-COO-(CH2)2-O-]n — Polyester

Polyester is a synthetic polymer formed by the condensation reaction between a diacid and a diol. It is known for its strength, wrinkle resistance, and versatility, making it widely used in textiles, packaging, and engineering materials.

Interactive 3D Molecular Structure — [-CO-(C6H4)-COO-(CH2)2-O-]n

Properties

Chemical Formula[-CO-(C6H4)-COO-(CH2)2-O-]n
Molecular MassVariable depending on polymer chain length
Physical StateSolid (fibrous or film form)
Melting Point260°C (for PET)
Boiling PointDecomposes before boiling
Density1.37 – 1.45 g/cm³
OdorOdorless
ColorColorless to white (transparent when pure)
TasteTasteless
PolarityModerately polar
Type of BondEster and covalent bonds
SolubilityInsoluble in water; soluble in chlorinated hydrocarbons and phenols
CrystallinitySemi-crystalline
Tensile StrengthHigh (60–70 MPa)

Introduction to Polyester

Polyester is one of the most widely used synthetic polymers in the world, primarily recognized for its role in the textile industry. The name ‘polyester’ comes from the chemical group ester (-COO-) that forms the repeating linkage in its polymer chain. It is typically produced by the condensation polymerization of a dicarboxylic acid and a diol (alcohol with two hydroxyl groups).

The most common and commercially important type of polyester is Polyethylene Terephthalate (PET), represented by the repeating structure \([-CO-(C_6H_4)-COO-(CH_2)_2-O-]_n\). PET is used in fabrics, plastic bottles, films, and engineering resins. Polyesters are valued for their durability, resistance to shrinkage and wrinkles, and quick-drying properties, making them an essential material in both industrial and consumer applications.

Structure and Composition of Polyester

The basic structural unit of a polyester contains repeating ester (-COO-) linkages that result from a condensation reaction between a carboxylic acid and an alcohol. The most common monomers used to form polyester are terephthalic acid (C6H4(COOH)2) and ethylene glycol (HOCH2CH2OH):

\( n\,HOCH_2CH_2OH + n\,HOOC-C_6H_4-COOH \rightarrow [-OCH_2CH_2OOC-C_6H_4-CO-]_n + 2n\,H_2O \)

The resulting polymer chain has alternating flexible ethylene glycol units and rigid aromatic terephthalate units. This alternating structure provides a balance between flexibility and strength, giving polyester its characteristic durability and elasticity.

Depending on the type of diacid and diol used, several types of polyesters can be synthesized. For instance:

  • PET (Polyethylene Terephthalate): Formed from ethylene glycol and terephthalic acid.
  • PBT (Polybutylene Terephthalate): Formed from 1,4-butanediol and terephthalic acid.
  • PCDT (Poly-1,4-cyclohexane dimethylene terephthalate): Used for high-end textiles.

Polymerization and Synthesis Process

Polyesters are typically synthesized through condensation polymerization, a process in which monomers react to form long chains while releasing small molecules such as water or methanol. For example, in PET synthesis, terephthalic acid reacts with ethylene glycol:

\( n\,HOCH_2CH_2OH + n\,HOOC-C_6H_4-COOH \xrightarrow[]{heat,\,catalyst} [-OCH_2CH_2OOC-C_6H_4-CO-]_n + 2n\,H_2O \)

Alternatively, PET can also be prepared using dimethyl terephthalate (DMT) as a starting material in a two-step process involving transesterification followed by polycondensation:

  1. Transesterification: \( DMT + Ethylene\,Glycol \rightarrow Bis(2-hydroxyethyl) terephthalate + Methanol \)
  2. Polycondensation: \( Bis(2-hydroxyethyl) terephthalate \xrightarrow[]{heat} PET + H_2O \)

The process is typically catalyzed by antimony trioxide (Sb2O3) or titanium-based catalysts. The polymer melt is then spun into fibers or molded into sheets, bottles, or films depending on the desired application.

Physical and Chemical Properties of Polyester

Polyesters exhibit a unique combination of mechanical, thermal, and chemical properties that make them useful across various industries:

  • High Strength and Durability: Resistant to stretching and shrinking, maintaining shape even after long use.
  • Wrinkle and Shrink Resistance: Retains smooth appearance and is easy to care for in textiles.
  • Thermal Stability: Melts at about 260°C (PET) and resists deformation under heat.
  • Chemical Resistance: Insoluble in most solvents and resistant to weak acids and bases.
  • Hydrophobicity: Does not absorb moisture easily, which helps fabrics dry quickly.
  • Electrical Insulation: Excellent dielectric properties, making it useful in electronic components.

However, polyesters can degrade under prolonged exposure to UV radiation or high heat, leading to discoloration and brittleness. Stabilizers and antioxidants are often added to improve weather resistance.

Applications of Polyester

Polyester is one of the most versatile and widely used synthetic materials. Its applications range from everyday clothing to high-performance industrial uses:

  • Textile Industry: Used in fabrics, clothing, and upholstery due to its softness, durability, and wrinkle resistance. Often blended with natural fibers like cotton to improve texture and comfort.
  • Packaging Industry: PET is used in bottles, films, and containers for beverages, food, and pharmaceuticals due to its transparency and strength.
  • Industrial Applications: Used in conveyor belts, ropes, tire reinforcements, and industrial fabrics for its high tensile strength.
  • Electrical and Electronics: Used as an insulating material in films and wires.
  • 3D Printing and Composites: PET and PBT are used as matrix materials in glass-fiber reinforced composites and additive manufacturing.

Its balance of properties, low cost, and recyclability have made polyester the material of choice in modern manufacturing and consumer goods.

Environmental Aspects and Recycling

Polyester, particularly PET, is recyclable and has become a focus of global sustainability efforts. It can be mechanically recycled into fibers or chemically recycled back into monomers for reuse in new products. However, non-biodegradable polyester waste contributes significantly to microplastic pollution.

Efforts to improve environmental impact include the development of bio-based polyesters such as polyethylene furanoate (PEF) made from renewable resources. These alternatives aim to maintain polyester’s performance while reducing dependence on petroleum-based raw materials.

Consumers are encouraged to participate in recycling programs to reduce polyester waste and promote circular economy practices.


Key Reactions of Polyester

Condensation Polymerization of Polyester

Polyester is produced by the condensation polymerization of a diacid and a diol:

\( n\,HOCH_2CH_2OH + n\,HOOC-C_6H_4-COOH \rightarrow [-OCH_2CH_2OOC-C_6H_4-CO-]_n + 2n\,H_2O \)

This reaction forms ester linkages (-COO-) between monomer units while releasing water molecules as by-products.

Transesterification Route for PET Synthesis

Alternatively, PET can be prepared via transesterification using dimethyl terephthalate (DMT):

\( (CH_3OOC)_2C_6H_4 + 2HOCH_2CH_2OH \rightarrow HOCH_2CH_2OOC-C_6H_4-COOCH_2CH_2OH + 2CH_3OH \)

The intermediate is then polycondensed to form the polyester:

\( n\,HOCH_2CH_2OOC-C_6H_4-COOH \xrightarrow[]{heat} [-OCH_2CH_2OOC-C_6H_4-CO-]_n + nH_2O \)

This route allows for better control of polymer purity and molecular weight.


FAQs about Polyester

Polyester is made from the condensation reaction of a dicarboxylic acid (such as terephthalic acid) and a diol (such as ethylene glycol).

Polyester is strong, wrinkle-resistant, quick-drying, and easy to wash, making it ideal for clothing and home furnishings.

Traditional polyester is not biodegradable, but research is ongoing to develop biodegradable and bio-based alternatives.

PET (Polyethylene Terephthalate) is the most common type of polyester used in textiles, bottles, and films.

Yes, polyester can be recycled mechanically or chemically into new fibers or products, helping reduce environmental impact.

MCQ Practice

Q1. Which monomers are used to make polyethylene terephthalate (PET)?

Q2. What type of polymerization occurs in polyester formation?

Q3. Which functional group is present in polyester?

Q4. What is the melting point of PET, a common polyester?

Q5. Which of the following is a property of polyester?