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Chinese Journal of Materials Research  2021, Vol. 35 Issue (9): 651-656    DOI: 10.11901/1005.3093.2020.420
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Preparation and Properties of Aqueous Phenolic Resin Modified by Organosilicone Oil
YAN Jun1,2, YANG Jin1,2(), WANG Tao1,2, XU Guilong1,2, LI Zhaohui3
1.School of Light Industry and Engineer, State Key Lab of Pulp and Paper Engineering, South China University of Technology, Guangzhou 510640, China
2.National Engineering Research Center of Papermaking and Pollution Control, South China University of Technology, Guangzhou 510640, China
3.Guangdong Laboratory of South Ocean Science and Engineering (Zhuhai), Zhuhai 519082, China
Cite this article: 

YAN Jun, YANG Jin, WANG Tao, XU Guilong, LI Zhaohui. Preparation and Properties of Aqueous Phenolic Resin Modified by Organosilicone Oil. Chinese Journal of Materials Research, 2021, 35(9): 651-656.

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Abstract  

Silicone oil was grafted and modified with allyl polyoxyethylene ether (PEO) and allyl glycidyl ether (AGE) via hydrosilylation reactions to enhance the dispersibility in water of the silicone oil, while proper amount of reactive epoxy groups were introduced in order to prepare aqueous phenolic resin. The structures, as well as the stability and heat resistance of the blends of modified silicone oil and aqueous phenolic resin were characterized by FT-IR, 1H-NMR, differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA) respectively. In addition, silicone-modified phenolic resin was applied to oil filter paper, of which the micro-morphology, mechanical properties, oil resistance and high temperature resistance were examined. The results show that after being co-grafted with PEO and AGE (3:1 in molar ratio) the silicone has good dispersibility in water, and then, the bland complex of aqueous phenolic resin with 5% (mass fraction) of the co-grafted silicone can forms a three-dimensional network structure with good stability. After being reinforced through impregnation of the above bland complex, the oil filter paper presents greatly enhanced mechanical properties. What is more, the reinforced oil filter paper shows high retention rate of mechanical properties even after soaking in high temperature oil, namely, retention rate of 55%, 63%, and 87% for stiffness, burst strength and tensile strength respectively.

Key words:  organic polymer materials      oil filter paper      hydrosilylation      graft modification      phenolic      silicone oil      blending     
Received:  10 October 2020     
ZTFLH:  TB332  
Fund: the Program of Marine Economy Development Special Fund (Six Marine Industries) under Department of Natural Resources of Guangdong Province(GDNRC 2021-33)
About author:  YANG Jin, Tel: 13580467907, E-mial: yangjin@scut.edu.cn

URL: 

https://www.cjmr.org/EN/10.11901/1005.3093.2020.420     OR     https://www.cjmr.org/EN/Y2021/V35/I9/651

Fig.1  Hydrosilylation of silicone oil
Fig.2  1H-NMR spectra of g-PHMS

PEO / AGE

(mol ratio)

1∶12∶12.5∶13∶14∶1
12 hWater solubilitySedimentLayeredLayeredMiscibleMiscible
Centrifugal stabilitySedimentSedimentEmulsionMiscibleMiscible
72 hWater solubilitySedimentLayeredLayeredMiscibleMiscible
Centrifugal stabilitySedimentSedimentEmulsionMiscibleMiscible
Table 1  Stability of g-PHMS
g-PHMS/PF (mass ratio)5%10%15%
0 hTransparentTransparentTurbid liquid
12 hTransparentTransparentMore precipitation
48 hTransparentLess precipitationMore precipitation
Table 2  Stability of PF/g-PHMS
Fig.3  FT-IR spectra of PF、g-PHMS and g-PHMS
Fig.4  DSC spectra of PF、g-PHMS and PF/g-PHMS
Fig.5  TGA diagram of phenolic and reinforced resins
Fig.6  SEM images of oil filter paper (a) origin filter paper, (b) pure phenolic impregnated paper, (c) silicone modified phenolic impregnated paper

Bending stiffness

/mN

Bursting strength

/kPa

Tensile strength

/kN·m-2

Elongation at break/%
Original filter paper70.00103.001.001.51
PF-enhanced filter paper189.10322.005.743.36
PF/g-PHMS-enhanced filter paper250.33389.007.354.17
Table 3  Mechanical properties of oil filter paper
Bending stiffnessBursting strengthTensile strength
PF-enhanced filter paper52%58%80%
PF/g-PHMS-enhanced filter paper55%63%87%
Table 4  Oil resistance of oil filter paper
1 Aziz T, Fan H, Khan F U, et al. Modified silicone oil types, mechanical properties and applications [J]. Polym. Bull., 2019, 76: 2129
2 Ge T J, Hu X Q, Tang K H, et al. The preparation and properties of Terephthalyl-alcohol-modified phenolic foam with high heat aging resistance [J]. Polymers, 2019, 11(8): 1267
3 Choi J, Hui C M, Schmitt M, et al. Effect of polymer-graft modification on the order formation in particle assembly structures [J]. Langmuir, 2013, 29: 6452
4 Galhenage T P, Hoffman D, Silbert S D, et al. Fouling-release performance of silicone oil-modified siloxane-polyurethane coatings [J]. ACS Appl. Mater. Interfaces, 2016, 8: 29025
5 Yong Q W, Nian F W, Liao B, et al. Synthesis and surface analysis of self-matt coating based on waterborne polyurethane resin and study on the matt mechanism [J]. Polym. Bull., 2016, 74: 1061
6 Xu C S, Ouyang L, Liu H Y, et al. Synthesis of blocking polyether silicone oil and silicone blocking waterborne polyurethane and application to cashmere knitted fabric finishing [J]. Text. Res. J., 2015, 85: 2040
7 Chen H R, Shen Y F, Lin H M, et al. Synthesis of modified silicone with long chain acylate [J]. J. Zhejiang Inst. Sci. Technol., 2009, 26: 211
陈洪瑞, 沈一峰, 林鹤鸣等. 长链烷基酯改性硅油的合成研究 [J]. 浙江理工大学学报, 2009, 26: 211
8 Pan C Q, Zheng X W, Li D G, et al. Study on synthesis of polyether modified polysiloxane [J]. China Elastom., 2012, 22(4): 37
潘朝群, 郑先伟, 李德贵等. 聚醚改性硅油的合成研究 [J]. 弹性体, 2012, 22(4): 37
9 Gao M, Wu W H, Wang Y H, et al. Phenolic foam modified with dicyandiamide as toughening agent [J]. J. Therm. Anal. Calorim., 2016, 124: 189
10 Jalil S N A, Wang D K, Yacou C, et al. Vacuum-assisted tailoring of pore structures of phenolic resin derived carbon membranes [J]. J. Membr. Sci., 2017, 525: 240
11 Ren P L, Yang J, Fu Y Y, et al. Preparation of modified silicone oil and its application in oil filter paper reinforced with phenolic resin [J]. J. Jinan Univ. (Nat. Sci. Med. Ed.), 2017, 38: 457
任盼玲, 杨进, 付艳艳等. 改性硅油的制备及其在酚醛增强机油滤纸中的应用 [J]. 暨南大学学报(自然科学与医学版), 2017, 38: 457
12 Hong H Y, Yang J, Deng J H, et al. Preparation of silicone modified styrene-acrylate emulsion and application of enhanced air filter paper [J]. Polym. Mater. Sci. Eng., 2019, 35(6): 130
洪浩源, 杨进, 邓钧豪等. 有机硅改性苯丙乳液的制备及增强空滤纸的应用 [J]. 高分子材料科学与工程, 2019, 35(6): 130
13 Eren M, Akbulut G, Senler S, et al. Synthesis of core–shell-type styrene acrylic latexes with low NMA content and their application in pigment printing pastes [J]. J. Coat. Technol. Res., 2018, 15: 121
14 Wu S Z, Zeng F, Li F X. Synthesis and characterization of electro-optic polysiloxane [J]. Chin. J. Mater. Res., 2001, 15: 257
吴水珠, 曾钫, 李凤仙. 电光型有机硅聚合物的合成与表征 [J]. 材料研究学报, 2001, 15: 257
15 Barde M, Celikbag Y, Via B, et al. Semi-interpenetrating novolac-epoxy thermoset polymer networks derived from plant biomass [J]. J. Renew. Mater., 2018, 6: 724
16 Sangthumchai T, Kamjornsupamitr T, Saengsaen S, et al. Composite polymer electrolyte membranes from semi-interpenetrating networks of poly(vinyl alcohol) and silica nanoparticles containing poly(2-acrylamido-2-methyl-1-propanesulfonic acid) [J]. Polymer, 2020, 207: 122910
17 Fu Y Y, Yang J, Ren P L, et al. Preparation of modified phenolic resin and its application in oil filter paper [J]. Paper Sci. Technol., 2017, 36(3): 45
付艳艳, 杨进, 任盼玲等. 改性硅氧烷增韧酚醛树脂的制备及其在机油滤纸中的应用 [J]. 造纸科学与技术, 2017, 36(3): 45
18 Xiao J J, Qiu Z M, Yang W R, et al. Organosilicone modification of allyl methacrylate with speier's catalyst for waterborne self-matting styrene-acrylic emulsion [J]. Prog. Org. Coat., 2018, 116: 1
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