Painting & Coating Industry (PCI) logo Powder coating summit logo
search
cart
facebook twitter linkedin youtube
  • Sign In
  • Create Account
  • Sign Out
  • My Account
Painting & Coating Industry (PCI) logo Powder coating summit logo
  • NEWS
    • Latest News
    • Market Trends & Reports
    • Finishing News
    • Price Alerts
    • Subscribe to Newsletters
    • Global Top 10/ PCI 25
    • Weekly Featured Article
    • COATLE Word Game
  • PRODUCTS
    • Product News
    • Must See Products and Services
  • MATERIALS
    • Additives
    • Resins/Polymers
    • Pigments
    • Equipment
    • Distributors
  • TECHNOLOGIES
    • Adhesives
    • Architectural Coatings
    • Finishing Articles
    • Finishing Technologies
    • Finishing Equipment
    • Industrial Coatings
    • Nanotechnology
    • Powder Coatings
    • Solventborne
    • Special Purpose Coatings
    • Sustainability
    • UV Coatings
    • Waterborne
  • RESOURCES
    • Columns
      • Did you know?
      • Distribution Dive
      • Formulating With Mike
      • Innovation Insights
      • Powder Coating Perspectives
      • TiO2 Insider
    • Blogs
      • Editor's Viewpoint
      • Industry Insights
    • Coatings Supplier Handbook
    • Podcasts and Videos
      • COAT-IT! Podcast
      • Videos/PCI TV
    • PCI Store
    • Classifieds
    • eBooks
    • Sponsor Insights
    • White Papers
    • COATLE Word Game
  • EVENTS
    • Coatings Trends & Technologies Summit
    • Paint and Coatings Academy
    • Webinars
    • Calendar of Events
    • Lifetime Achievement Award
  • DIRECTORIES
    • Buyer's Guide
    • Equipment Directory
    • Materials Directory
  • EMAGAZINE
    • Current Issue
    • eMagazine Archive
    • China Issue Archive
    • Editorial Advisory Board
  • CONTACT
    • Contact Us
    • Advertise
    • Subscribe to eMagazine
    • Subscribe to Newsletters
  • SIGN UP!
Paint and Coating Resins & Polymers

Styrene Sulfonate

an Excellent Stabilizer for Acrylic Emulsion Polymerization

By Shinji Ozoe
pci0719-Tosoh-489477806-900.jpg
July 15, 2019

Sodium p-styrenesulfonate (SPINOMAR® NaSS) is a water-soluble monomer manufactured via a bromine intermediate (Scheme 1). The most attractive properties of NaSS are good surface activity (Figure 1), thermal stability (Figure 2) and radical polymerizability (Table 1). The principal use of NaSS is producing acrylic fiber by emulsion polymerization. PolyNaSS® is the NaSS monomer polymerized, and has excellent thermal stability, transparency and dispersing power, so it has been used as a finishing agent for clothes, dispersants, anti-statics, separation membranes, scale inhibitors and oil field chemicals etc.1

Production route of NaSS
SCHEME 1 » Production route of NaSS.
Surface tension of sulfonated monomer aq. (Wilhelmy Method, Pt-Plate)
FIGURE 1 » Surface tension of sulfonated monomer aq. (Wilhelmy Method, Pt-Plate).
TG-DTA analysis of NaSS (10 ºC/mim)
FIGURE 2 » TG-DTA analysis of NaSS (10 ºC/mim).

NaSS would be an ideal monomer for emulsion polymerization of acrylate due to its excellent polymerizability and surface activity.2,3 Covalently introduced sulfonate moieties would remarkably enhance the colloidal stability (Figure 3).

Schematic drawings of emulsion particle
FIGURE 3 » Schematic drawings of emulsion particle.
Q-e value of various monomers
TABLE 1 » Q-e value of various monomers.

 

Experimental

Emulsion Polymerization

The formula for acrylic/styrene emulsion is described in Scheme 2. All reactions were conducted under N2 atmosphere.

Emulsion polymerization formula
SCHEME 2 » Emulsion polymerization formula.

 

Characterization

Mechanical Stability

If no coagulation was observed after vigorous agitation of emulsion by a homogenizer at 5,000 rpm for 10 min, it was judged to be “good”.

 

Foaming

30 mL of diluted emulsion (3wt% solid) was put into a 100 mL measuring cylinder and shaken 10 times. The foam volume was then measured.

 

Water Absorbing Capacity of Film

About 5-mm-thick fluid film was dried at 20 ºC for 20 hrs and dried further at 70 ℃ for 2 hrs to prepare the sample. It was cut in a 20×20 mm piece, then dried in a sulfuric acid desiccator for 20 hrs. This test piece was immersed in 20 ℃ distilled water for 48 hrs. Water absorbing capacity was determined from the weight increase.

 

Results and Discussion

Coagulation was observed in all standard samples by the mechanical stability test within 10 min. But the stability was remarkably enhanced by decreasing non-ionic surfactant when NaSS was used as a stabilizer (Figure 4). This could be due to increasing NaSS incorporation by decreasing the surfactant. Sodium vinylsulfonate (VS) and Sodium 2-Acrylamido-2-methylpropane sulfonate (APMS) didn’t show such improvement in the same way.

Mechanical stability of emulsion – coagulation time by agitation at 5,000 rpm
FIGURE 4 » Mechanical stability of emulsion – coagulation time by agitation at 5,000 rpm.

The standard emulsion using NaSS showed slightly lower foaming (Figure 5). This indicated that the concentration of free surfactant might be lower due to smaller particle size.

Foaming of emulsion after shaking
FIGURE 5 » Foaming of emulsion after shaking.

Water absorption could be decreased by reducing non-ionic surfactant when NaSS was used as a stabilizer (Figure 6). Furthermore, the water absorption could be suppressed by stepwise dosing of NaSS.2

Water absorbing of dried film after immersed in water for 48 hrs at room temperature
FIGURE 6 » Water absorbing of dried film after immersed in water for 48 hrs at room temperature.

 

Conclusions

In this experiment, NaSS showed the best performance in terms of mechanical stability, foaming and water absorption. This was attributed to the good polymerizability and surface activity of NaSS. But there is still room for improvement, especially water resistance. We are currently examining the improvement by using new monomers such as styrene sulfonate amine salt or divinylbenzene sulfonate (Table 2). 

Solubility of NaSS and its derivatives at 25 ºC
TABLE 2 » Solubility of NaSS and its derivatives at 25 ºC.

 

References

1   Maitra, J. Am. J. Polym. Sci., 2014, 4 (2) 25-31.

2   Okubo, M. J. Adhe. Soc. Jap., 1982, 18 (12), 530-535.

3   Bilgin, S. Polymer 2017, 117, 64-75.

KEYWORDS: Monomers

Share This Story

Looking for a reprint of this article?
From high-res PDFs to custom plaques, order your copy today!

Shinji Ozoe, Research Engineer, Tosoh Finechem Corp., Japan

Recommended Content

JOIN TODAY
to unlock your recommendations.

Already have an account? Sign In

  • pci1022-Kinaltek-Lead-1170.jpg

    A Novel Pigment Production Technology

    Following an extensive R&D program that demonstrated...
    Paint and Coating Pigments
    By: Jawad Haidar and Nitin Soni
  • pci global top 10

    2025 Global Top 10: Top Paint and Coatings Companies

    The following is PCI’s annual ranking of the top 10...
    Global Top 10 and PCI 25
    By: Courtney Bassett
  • 2025 pci 25

    2025 PCI 25: Top Paint and Coatings Companies

    PCI's annual ranking of the top 25 North American paint...
    Global Top 10 and PCI 25
    By: Courtney Bassett
You must login or register in order to post a comment.

Report Abusive Comment

Manage My Account
  • eMagazine
  • Newsletters
  • Online Registration
  • Subscription Customer Service

More Videos

Sponsored Content

Sponsored Content is a special paid section where industry companies provide high quality, objective, non-commercial content around topics of interest to the PCI audience. All Sponsored Content is supplied by the advertising company and any opinions expressed in this article are those of the author and not necessarily reflect the views of PCI or its parent company, BNP Media. Interested in participating in our Sponsored Content section? Contact your local rep!

close
  • colorful building exterior
    Sponsored byDow

    Insights into Exterior Architectural Coating Degradation: Bridging Accelerated and Natural Weathering

  • digital pigments
    Sponsored bySiltech

    The Fourth Dimension of Silicon: Siltech Q Resins

Popular Stories

Company News

What the AkzoNobel–Axalta Merger Means for the Future of Coatings

AkzoNobel and Axalta Headquarters

AkzoNobel and Axalta Announce $25 Billion Merger

Wacker logo

WACKER Plans More Than 1,500 Job Cuts



PCI Buyers Guide

Submit a Request for Proposal (RFP) to suppliers of your choice with details on what you need with a click of a button

Start your RFP

Browse our Buyers Guide for manufacturers and distributors of all types of coatings products and much more!

Find Suppliers

Events

September 4, 2025

N-Butylpyrrolidone (NBP) as a Green Solvent to Replace N-Methylpyrrolidone (NMP) in Industrial Coating Applications

ON DEMAND: EPA published a regulation proposal around N-methylpyrrolidone (NMP) in June 2024 to ban or limit NMP in many applications, such as paints and coatings and their removers. N-butylpyrrolidone (NBP) is a powerful and versatile solvent for a variety of industries looking for alternatives to substance of very high concern (SVHC)-listed solvents.

March 24, 2026

The Manufacturing & Automation eXchange (MAX)

MAX presents a rare opportunity to observe the full scope of manufacturing in one environment. From systems integration and materials handling to automation, quality, safety, and packaging, each discipline is represented through live, operational displays. By experiencing these technologies side by side, as they are on actual production floors, attendees gain a grounded understanding of how manufacturing functions align, overlap, and evolve in practice.

View All Submit An Event

Poll

Longest-running laboratory experiment

What is the longest-running laboratory experiment?
View Results Poll Archive

Products

Automotive Paints and Coatings, 2nd Edition

Automotive Paints and Coatings, 2nd Edition

Now in its second edition and still the only book of its kind, this is an authoritative treatment of all stages of the coating process.

See More Products
pci voices from the top ebook

PCI webinar

Related Articles

  • Feature Image

    Evaluating Styrene Acrylic Emulsion Films

    See More
  • pci0618-Total-147676032-900.jpg

    A New Styrene Maleic Anhydride Copolymer Additive

    See More
  • pci0119-Ethox-471221217-900.jpg

    Pigment Dispersants for Improving Color Development in Waterborne Acrylic and Styrene/Acrylic Paints

    See More

Related Products

See More Products
  • princ-&-apps-of-emulsion-po

    Principles and Applications of Emulsion Polymerization

  • Kevin-Biller-PC-BOOK.jpg

    Powder Coatings - Foundation for the Novice Formulator (ebook)

  • biopolymer.jpg

    Biopolymer-Based Films and Coatings Trends and Challenges

See More Products

Related Directories

  • Mallard Creek Polymers

    MCP provides a diverse line of acrylic, styrene-acrylic, and styrene-butadiene water-based emulsion polymers for the paints and coatings industry.
  • Mallard Creek Polymers

    MCP provides a diverse line of acrylic, styrene-acrylic, and styrene-butadiene water-based emulsion polymers for the paints and coatings industry.
×

Keep the info flowing with our eNewsletters!

Get the latest industry updates tailored your way.

JOIN TODAY!
  • RESOURCES
    • Advertise
    • Contact Us
    • Directories
    • Store
    • Want More
    • Manufacturing Division
  • SIGN UP TODAY
    • Create Account
    • eMagazine
    • Newsletters
    • Customer Service
    • Manage Preferences
  • SERVICES
    • Marketing Services
    • Reprints
    • Market Research
    • List Rental
    • Survey & Sample
  • STAY CONNECTED
    • LinkedIn
    • Facebook
    • Youtube
    • X (Twitter)
  • PRIVACY
    • PRIVACY POLICY
    • TERMS & CONDITIONS
    • DO NOT SELL MY PERSONAL INFORMATION
    • PRIVACY REQUEST
    • ACCESSIBILITY

Copyright ©2025. All Rights Reserved BNP Media.

Design, CMS, Hosting & Web Development :: ePublishing