synthesis and copolymerization of new acrylate derivatives of lignin b. podkościelna a, b. gawdzik...

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SYNTHESIS AND SYNTHESIS AND COPOLYMERIZATION OF NEW COPOLYMERIZATION OF NEW ACRYLATE DERIVATIVES OF ACRYLATE DERIVATIVES OF LIGNIN LIGNIN B. Podkościelna B. Podkościelna a , B. Gawdzik , B. Gawdzik a , M. , M. Sobiesiak Sobiesiak a , , O. Sevastyanova O. Sevastyanova b , , a Department of Polymer Chemistry, Faculty of Chemistry, Maria Curie- Skłodowska University, pl. M. Curie-Skłodowskiej 5, 20-031 Lublin, Poland b KTH, Royal Institute of Technology, Department of Fibre and Polymer Technology, Division of Wood Chemistry and Pulp Technology, SE-10044 Stockholm, Sweden

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Page 1: SYNTHESIS AND COPOLYMERIZATION OF NEW ACRYLATE DERIVATIVES OF LIGNIN B. Podkościelna a, B. Gawdzik a, M. Sobiesiak a, O. Sevastyanova b, a Department of

SYNTHESIS AND SYNTHESIS AND COPOLYMERIZATION OF NEW COPOLYMERIZATION OF NEW ACRYLATE DERIVATIVES OF ACRYLATE DERIVATIVES OF

LIGNINLIGNINB. PodkościelnaB. Podkościelnaaa, B. Gawdzik, B. Gawdzikaa, M. , M.

SobiesiakSobiesiakaa, , O. SevastyanovaO. Sevastyanovabb, ,

aDepartment of Polymer Chemistry, Faculty of Chemistry, Maria Curie-Skłodowska University, pl. M. Curie-Skłodowskiej 5, 20-031

Lublin, PolandbKTH, Royal Institute of Technology, Department of Fibre and

Polymer Technology, Division of Wood Chemistry and Pulp Technology, SE-10044 Stockholm, Sweden

Page 2: SYNTHESIS AND COPOLYMERIZATION OF NEW ACRYLATE DERIVATIVES OF LIGNIN B. Podkościelna a, B. Gawdzik a, M. Sobiesiak a, O. Sevastyanova b, a Department of

Lignin is one of the main components of the lignocellulosic material. Lignin structurally possesses properties which make it a promising starting material for chemical modifications, leading to the preparation of valuable polymeric materials with special properties. The reaction with acrylic or methacrylic acid is one of the possible types of such modifications resulting in the introduction of vinyl groups, capable for polymerization into lignin structure.

INTRODUCTION

Page 3: SYNTHESIS AND COPOLYMERIZATION OF NEW ACRYLATE DERIVATIVES OF LIGNIN B. Podkościelna a, B. Gawdzik a, M. Sobiesiak a, O. Sevastyanova b, a Department of

MODIFICATION

Lignin, kraft, alkali, Sigma-Aldrich

Page 4: SYNTHESIS AND COPOLYMERIZATION OF NEW ACRYLATE DERIVATIVES OF LIGNIN B. Podkościelna a, B. Gawdzik a, M. Sobiesiak a, O. Sevastyanova b, a Department of

CH2 CH2

CH2

+ +

L-OH or SH

St DVBOH

LEA

LA or

COPOLYMERIZATION

Lignin was added to the monomers before polymerization in three forms: a) unmodified (L-OH) (0, 1, 3 and 6 g), b) modified with acrylic acid (LA, 3g), c) modified with epichlorohydrin and then with acrylic acid (LEA, 3g).

Copolymerization of styrene with divinylbenzene and lignin or lignin derivatives was performed in the aqueous medium in suspension-emulsion procedure. The reaction mixture was stirred at 350 rpm for 18 h at 80oC.

Page 5: SYNTHESIS AND COPOLYMERIZATION OF NEW ACRYLATE DERIVATIVES OF LIGNIN B. Podkościelna a, B. Gawdzik a, M. Sobiesiak a, O. Sevastyanova b, a Department of

RESULTS

In Figure 2 , ATR spectra for unmodified lignin (L-OH) and its derivative obtained in reaction with acrylic acid (LA) are shown. Disappearance of signals of methoxyl groups (4 peaks in the range of 1000-1300 cm-1) in lignin spectrum and appearance new peaks at 1175 cm-1 and 1720 cm-1 which correspond to the ester and carbonyl species vibrations, confirm the correct course of modification.

Fig. 2 ATR spectra

Fig. 3 The exemplary samples of St-DVB copolymers without lignin, and obtained with different amounts of unmodified lignin (1g, 3g and 6g)

Fig. 1 St-DVB-L-OH copolymers in form of

microspheres

Page 6: SYNTHESIS AND COPOLYMERIZATION OF NEW ACRYLATE DERIVATIVES OF LIGNIN B. Podkościelna a, B. Gawdzik a, M. Sobiesiak a, O. Sevastyanova b, a Department of

•Vinyl derivatives of lignin were successfully prepared by reaction with acrylic acid (LA) and in two-step reaction with epichlorohydrin and acrylic acid (LEA) that was confirmed by ATR spectra. •The prepared lignin containing components were copolymerized with styrene and divinylbenzene to obtained polymeric materials in form of microspheres.•Surface area and total pore volume for copolymers containing lignin were smaller in comparison to parent St-DVB copolymer.

THANK YOU FOR YOUR ATTENTION

CONCLUSIONS