(C7H6O•CH2O)n — Bakelite
Bakelite is a synthetic thermosetting polymer made from phenol and formaldehyde. It is known for its hardness, electrical insulation, heat resistance, and is widely used in switches, sockets, and household items.
Interactive 3D Molecular Structure — (C7H6O•CH2O)n
Properties
| Chemical Formula | (C7H6O•CH2O)n |
|---|---|
| Molecular Mass | Varies depending on polymer length |
| Physical State | Solid |
| Melting Point | Does not melt (thermoset polymer) |
| Boiling Point | Decomposes before boiling |
| Density | 1.3 – 1.4 g/cm³ |
| Odor | Odorless after curing |
| Color | Brown, black, or amber |
| Taste | Tasteless |
| Polarity | Slightly polar due to hydroxyl groups |
| Type of Bond | Covalent (cross-linked network) |
| Solubility | Insoluble in water and most solvents |
| Thermal Stability | Excellent; withstands up to 200°C |
| Electrical Conductivity | Very low (excellent insulator) |
Introduction to Bakelite
Bakelite is the first fully synthetic plastic ever made. It is a thermosetting polymer obtained by the condensation reaction between phenol (C6H5OH) and formaldehyde (HCHO). Discovered by Leo Hendrik Baekeland in 1907, Bakelite revolutionized materials science by providing a hard, durable, heat-resistant plastic that could replace metals and other natural materials in electrical and mechanical applications.
Bakelite is known for its high mechanical strength, excellent heat resistance, and electrical insulating properties. Unlike thermoplastics, it cannot be remolded upon heating — once set, its structure becomes permanently hard and rigid. It was one of the first polymers to be used in mass-produced consumer products such as radios, telephones, switches, jewelry, and kitchenware.
Structure and Polymerization Process
Bakelite is formed through a condensation polymerization reaction between phenol and formaldehyde. The reaction proceeds in two main stages — the formation of resol or novolac intermediates, followed by cross-linking to form the final thermoset network polymer.
1. In the first step, phenol reacts with formaldehyde to form ortho and para substituted hydroxymethyl phenols:
\( C_6H_5OH + HCHO \rightarrow C_6H_4(OH)CH_2OH \)
2. These intermediates then undergo condensation to form methylene (–CH2–) bridges between aromatic rings, releasing water:
\( n\,C_6H_4(OH)CH_2OH \rightarrow [-C_6H_3(OH)-CH_2-]_n + n\,H_2O \)
As polymerization progresses, the material becomes increasingly rigid and infusible. The resulting three-dimensional network of cross-linked aromatic rings gives Bakelite its characteristic hardness and thermal stability.
The structure of Bakelite can be represented as repeating phenolic units linked by methylene bridges:
\([-C_6H_3(OH)-CH_2-]_n\)
Types and Forms of Bakelite
Bakelite can be manufactured in different forms depending on the reaction conditions and additives used. The two main forms are:
- Novolac: Produced under acidic conditions with an excess of phenol. It is a linear polymer and requires a curing agent such as hexamethylenetetramine to become fully cross-linked.
- Resol: Produced under basic conditions with an excess of formaldehyde. It is partially polymerized and can self-cure upon heating, forming a hard, infusible structure.
Fillers such as wood flour, asbestos, mica, or glass fibers are often added to Bakelite to improve its mechanical strength, impact resistance, and dimensional stability. Pigments can also be incorporated to produce different colors and finishes for aesthetic applications.
Physical and Chemical Properties of Bakelite
Bakelite’s properties make it highly suitable for electrical, mechanical, and household applications. Some key characteristics include:
- Heat Resistance: Bakelite can withstand high temperatures without deformation or softening, making it ideal for electrical and thermal applications.
- Hardness: It is extremely hard and brittle, resistant to scratches and deformation.
- Electrical Insulation: It is an excellent insulator, unaffected by moisture or electric fields.
- Chemical Resistance: Resistant to acids, alkalis, and organic solvents.
- Waterproof and Weatherproof: Bakelite does not absorb water and remains stable under varying humidity conditions.
- Non-thermoplastic: Once cured, it cannot be reshaped or softened by heat.
These properties arise from the dense, cross-linked three-dimensional structure formed by covalent bonds between polymer chains.
Applications of Bakelite
Since its invention, Bakelite has been widely used across industries due to its remarkable strength, heat resistance, and insulation properties. Key applications include:
- Electrical and Electronic Components: Used in switches, sockets, circuit boards, and insulators.
- Automotive Industry: Employed in distributor caps, brake pads, and steering wheel parts.
- Consumer Goods: Used in kitchenware, jewelry, radio casings, and telephones during the early 20th century.
- Industrial Applications: Used as an adhesive and binding material in laminates, flooring, and coatings.
- Engineering Materials: Reinforced Bakelite composites are used for mechanical parts requiring durability and stability.
Although replaced in many areas by newer plastics such as epoxy and polyester resins, Bakelite remains a historical milestone in the development of modern polymer chemistry.
Environmental and Safety Aspects
Bakelite is considered chemically stable and non-toxic in its finished form. However, its production involves formaldehyde, which is a known irritant and potential carcinogen if inhaled or ingested during manufacturing. Therefore, industrial production must follow strict safety and ventilation protocols.
From an environmental standpoint, Bakelite is non-biodegradable and difficult to recycle due to its thermoset nature. Unlike thermoplastics, it cannot be melted and remolded, which limits its recyclability. However, its durability means it has a long lifespan, reducing the need for frequent replacement. Some modern recycling efforts focus on converting Bakelite waste into fillers or reusing it in composite materials.
Key Reactions of Bakelite
Formation of Hydroxymethyl Phenol (First Step)
In the first step of the reaction, phenol reacts with formaldehyde under controlled conditions to form hydroxymethyl phenols:
\( C_6H_5OH + HCHO \rightarrow C_6H_4(OH)CH_2OH \)
This reaction forms the building blocks that later condense to form methylene-linked polymers.
Polycondensation and Cross-Linking Reaction
Upon further heating, these hydroxymethyl phenols undergo condensation, forming methylene bridges and releasing water:
\( n\,C_6H_4(OH)CH_2OH \xrightarrow[]{heat} [-C_6H_3(OH)-CH_2-]_n + n\,H_2O \)
This cross-linking process leads to a rigid, three-dimensional network that makes Bakelite a thermosetting polymer.