人造黑色素染发材料

杨磊; 张小康; 张键华; 胡俊飞; 张婷; 顾志鹏; 李乙文

doi:10.11777/j.issn1000-3304.2023.23184

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人造黑色素染发材料

研究论文 | 更新时间：2024-01-19

- 人造黑色素染发材料
- Synthetic Melanin Hair Dye
- 高分子学报 2024年55卷第2期页码：192-201
- 作者机构：
  
  四川大学高分子科学与工程学院高分子材料工程国家重点实验室成都 610065
- 作者简介：
  
  E-mail: ywli@scu.edu.cn
- 基金信息：
  
  国家自然科学基金(基金号 52225311)
- DOI：10.11777/j.issn1000-3304.2023.23184
  中图分类号：
- 纸质出版日期：2024-02-20，
  
  网络出版日期：2023-10-24，
  
  收稿日期：2023-07-13，
  
  录用日期：2023-08-19
- 稿件说明：
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杨磊, 张小康, 张键华, 胡俊飞, 张婷, 顾志鹏, 李乙文. 人造黑色素染发材料. 高分子学报, 2024, 55(2), 192-201

Yang, L.; Zhang, X. K.; Zhang, J. H.; Hu, J. F.; Zhang, T.; Gu, Z. P.; Li, Y. W. Synthetic melanin hair dye. Acta Polymerica Sinica, 2024, 55(2), 192-201
杨磊, 张小康, 张键华, 胡俊飞, 张婷, 顾志鹏, 李乙文. 人造黑色素染发材料. 高分子学报, 2024, 55(2), 192-201 DOI： 10.11777/j.issn1000-3304.2023.23184.

Yang, L.; Zhang, X. K.; Zhang, J. H.; Hu, J. F.; Zhang, T.; Gu, Z. P.; Li, Y. W. Synthetic melanin hair dye. Acta Polymerica Sinica, 2024, 55(2), 192-201 DOI： 10.11777/j.issn1000-3304.2023.23184.

摘要

传统仿生人造黑色素聚多巴胺(PDA)染发过程中涉及的过强碱性会使毛发粗糙影响发质，大量的金属离子则存在安全性问题. 本工作利用黑色素单体5

6-二羟基吲哚(DHI)能够在温和条件下仅通过空气氧化发生快速聚合的特点，报道了一种通过温和条件在头发表面和内部原位聚合的人造黑色素染发材料. 染发色度值

=21，与自然黑发基本一致，洗涤30次后

=25，耐洗涤性良好，染色后头发拉伸强度189 MPa，断裂伸长率51%，相比染色前发质有所改善. 研究结果表明，此类染发剂染发条件温和(空气氧化)，色度自然，固色持久，有助于改善发质，生物安全性良好，为开发新一代染发剂提供了创新的设计策略和可靠的工具平台.

Abstract

Hair dyeing has become an indispensable demand and fashion choice in people's daily lives. The issues of allergy

carcinogenicity

and gene mutation caused by the commonly used chemical hair dye

which mostly comprises p-phenylenediamine and other substances

are becoming noticeable. As a result

there is an urgent need for innovative materials to replace aniline in commercial hair dye. A biomimetic fabrication of polydopamine (PDA) inspired by natural melanin has been reported to have excellent hair dyeing effects. A strong alkaline oxidative environment or metal ion catalysis are usually indispensable for dopamine polymerization. However

excessive alkalinity will make the hair rough and affect its quality

and metal ions may be poisonous. As a result

developing a new type of mild

efficient

safe

and non-toxic synthetic melanin hair dye is an urgent concern. The more reactive melanin monomer 5

‍6-dihydroxyindole (DHI) may just conduct rapid polymerization by air oxidation

in contrast to DA

which requires demanding oxidation conditions to initiate polymerization. Herein

this work reported a hair dye material that polymerized DHI

in situ

on the surface and inside of hair under mild conditions. The

value of dyed hair is 30

and

=20 after washing 30 times. The results of the synthetic melanin hair dye to adhere uniformly to the hair surface have been demonstrated by electron microscopy

and some monomers and oligomers will also reach the cortical layer of the hair to polymerize. The poly-DHI (PDHI) structure can engage in a Michael addition reaction with the disulfide bond in the hair to form a covalent coupling due to its high reducibility and highly reactive double bond. The findings of skin sensitization tests demonstrate that using DHI polymerization to dye hair won't affect human skin or health

even at the greatest concentration permitted. Finally

it can be obtained an efficient

durable

and safe melanin hair dye

which provides an innovative design strategy and a dependable tool platform for the development of a new generation of hair dyes.

关键词

人造黑色素聚二羟基吲哚染发剂仿生材料

Keywords

Synthetic melaninPolydioxindoleHair dyeBio-inspired material

references

Battistella C.; McCallum N. C.; Gnanasekaran K.; Zhou X. H.; Caponetti V.; Montalti M.; Gianneschi N. C. Mimicking natural human hair pigmentation with synthetic melanin. ACS Cent. Sci., 2020, 6(7), 1179-1188. doi:10.1021/acscentsci.0c00068http://dx.doi.org/10.1021/acscentsci.0c00068

Morel O. J. X.; Christie R. M. Current trends in the chemistry of permanent hair dyeing. Chem. Rev., 2011, 111(4), 2537-2561. doi:10.1021/cr1000145http://dx.doi.org/10.1021/cr1000145

Eberle C. E.; Sandler D. P.; Taylor K. W.; White A. J. Hair dye and chemical straightener use and breast cancer risk in a large US population of black and white women. Int. J. Cancer, 2020, 147(2), 383-391. doi:10.1002/ijc.32738http://dx.doi.org/10.1002/ijc.32738

Ferguson F. J.; Pongpairoj K.; Basketter D. A.; White I. R.; McFadden J. P. Addressing the conundrums of p-phenylenediamine hair dye allergy by applying Friedmann's principles of contact sensitization. Contact Dermat., 2019, 80(4), 234-237. doi:10.1111/cod.13171http://dx.doi.org/10.1111/cod.13171

Cui H. Y.; Xie W. J.; Hua Z. J.; Cao L. H.; Xiong Z. Y.; Tang Y.; Yuan Z. Q. Recent advancements in natural plant colorants used for hair dye applications: a review. Molecules, 2022, 27(22), 8062. doi:10.3390/molecules27228062http://dx.doi.org/10.3390/molecules27228062

Au K. M.; Lu Z. H.; Matcher S. J.; Armes S. P. Polypyrrole nanoparticles: a potential optical coherence tomography contrast agent for cancer imaging. Adv. Mater., 2011, 23(48), 5792-5795. doi:10.1002/adma.201103190http://dx.doi.org/10.1002/adma.201103190

Guo X. J.; Cao B.; Wang C. Y.; Lu S. Y.; Hu X. L. In vivo photothermal inhibition of methicillin-resistant Staphylococcus aureus infection by in situ templated formulation of pathogen-targeting phototheranostics. Nanoscale, 2020, 12(14), 7651-7659. doi:10.1039/d0nr00181chttp://dx.doi.org/10.1039/d0nr00181c

Jeon J. R.; Le T. T.; Chang Y. S. Dihydroxynaphthalene-based mimicry of fungal melanogenesis for multifunctional coatings. Microb. Biotechnol., 2016, 9(3), 305-315. doi:10.1111/1751-7915.12347http://dx.doi.org/10.1111/1751-7915.12347

刘云鸿, 彭新艳, 徐文涛, 王汉春. 基于聚琥珀酰亚胺衍生物仿生超亲水表面的制备及性能. 高分子学报, 2022, 53(3), 279-288. doi:10.11777/j.issn1000-3304.2021.21273http://dx.doi.org/10.11777/j.issn1000-3304.2021.21273

Zou Y.; Chen X. F.; Yang P.; Liang G. J.; Yang Y.; Gu Z. P.; Li Y. W. Regulating the absorption spectrum of polydopamine. Sci. Adv., 2020, 6(36), eabb4696. doi:10.1126/sciadv.abb4696http://dx.doi.org/10.1126/sciadv.abb4696

Yang P.; Gu Z. P.; Zhu F.; Li Y. W. Structural and functional tailoring of melanin-like polydopamine radical scavengers. CCS Chem., 2020, 2(2), 128-138. doi:10.31635/ccschem.020.201900077http://dx.doi.org/10.31635/ccschem.020.201900077

Yang P.; Zhu F.; Zhang Z. B.; Cheng Y. Y.; Wang Z.; Li Y. W. Stimuli-responsive polydopamine-based smart materials. Chem. Soc. Rev., 2021, 50(14), 8319-8343. doi:10.1039/d1cs00374ghttp://dx.doi.org/10.1039/d1cs00374g

Yang Y. Y.; Yang L.; Yang F. Y.; Bai W. J.; Zhang X. Q.; Li H. T.; Duan G. G.; Xu Y. T.; Li Y. W. A bioinspired antibacterial and photothermal membrane for stable and durable clean water remediation. Mater. Horiz., 2023, 10(1), 268-276. doi:10.1039/d2mh01151dhttp://dx.doi.org/10.1039/d2mh01151d

Im K. M.; Kim T. W.; Jeon J. R. Metal-chelation-assisted deposition of polydopamine on human hair: a ready-to-use eumelanin-based hair dyeing methodology. ACS Biomater. Sci. Eng., 2017, 3(4), 628-636. doi:10.1021/acsbiomaterials.7b00031http://dx.doi.org/10.1021/acsbiomaterials.7b00031

Gao Z. F.; Wang X. Y.; Gao J. B.; Xia F. Rapid preparation of polydopamine coating as a multifunctional hair dye. RSC Adv., 2019, 9(35), 20492-20496. doi:10.1039/c9ra03177dhttp://dx.doi.org/10.1039/c9ra03177d

Battistella C.; McCallum N. C.; Vanthournout B.; Forman C. J.; Ni Q. Z.; La Clair J. J.; Burkart M. D.; Shawkey M. D.; Gianneschi N. C. Bioinspired chemoenzymatic route to artificial melanin for hair pigmentation. Chem. Mater., 2020, 32(21), 9201-9210. doi:10.1021/acs.chemmater.0c02790http://dx.doi.org/10.1021/acs.chemmater.0c02790

Zheng C.; Huang J.; Li T.; Wang Y.; Jiang J.; Zhang X. H.; Huang L.; Xia B. H.; Dong W. F. Permanent low-toxicity hair dye based on pregrafting melanin with cystine. ACS Biomater. Sci. Eng., 2022, 8(7), 2858-2863. doi:10.1021/acsbiomaterials.2c00415http://dx.doi.org/10.1021/acsbiomaterials.2c00415

Sun Y.; Wang C. Y.; Sun M.; Fan Z. Bioinspired polymeric pigments to mimic natural hair coloring. RSC Adv., 2021, 11(3), 1694-1699. doi:10.1039/d0ra09539ghttp://dx.doi.org/10.1039/d0ra09539g

Xia L.; Yuan L.; Zhou K.; Zeng J.; Zhang K. L.; Zheng G. C.; Fu Q. A.; Xia Z. N.; Fu Q. F. Mixed-solvent-mediated strategy for enhancing light absorption of polydopamine and adhesion persistence of dopamine solutions. ACS Appl. Mater. Interfaces, 2023, 15(18), 22493-22505. doi:10.1021/acsami.3c00769http://dx.doi.org/10.1021/acsami.3c00769

Yang P.; Wang T. Y.; Zhang J. H.; Zhang H. J.; Bai W. J.; Duan G. G.; Zhang W.; Wu J. R.; Gu Z. P.; Li Y. W. Manipulating the antioxidative capacity of melanin-like nanoparticles by involving condensation polymerization. Sci. China Chem., 2023, 66(5), 1520-1528. doi:10.1007/s11426-023-1542-8http://dx.doi.org/10.1007/s11426-023-1542-8

Zhang H. J.; Huang C. H.; Zhang J. H.; Wang C.; Wang T. Y.; Shi S.; Gu Z. P.; Li Y. W. Synthetic fungal melanin nanoparticles with excellent antioxidative property. Giant, 2022, 12, 100120. doi:10.1016/j.giant.2022.100120http://dx.doi.org/10.1016/j.giant.2022.100120

Yang Z.; Zhang J. H.; Liu H. J.; Hu J. F.; Wang X. H.; Bai W. J.; Zhang W.; Yang Y.; Gu Z. P.; Li Y. W. A bioinspired strategy toward UV absorption enhancement of melanin-like polymers for Sun protection. CCS Chem., 2023, Doi: 10.31635/ccschem.022.202202565.http://dx.doi.org/10.31635/ccschem.022.202202565.

Huang C. H.; Wang X. H.; Yang P.; Shi S.; Duan G. G.; Liu X. H.; Li Y. W. Size regulation of polydopamine nanoparticles by boronic acid and Lewis base. Macromol. Rapid Commun., 2023, 44(1), 2100916. doi:10.1002/marc.202100916http://dx.doi.org/10.1002/marc.202100916

Yang L.; Guo X. T.; Jin Z. K.; Guo W. C.; Duan G. G.; Liu X. H.; Li Y. W. Emergence of melanin-inspired supercapacitors. Nano Today, 2021, 37, 101075. doi:10.1016/j.nantod.2020.101075http://dx.doi.org/10.1016/j.nantod.2020.101075

Jin Z. K.; Yang L.; Shi S.; Wang T. Y.; Duan G. G.; Liu X. H.; Li Y. W. Flexible polydopamine bioelectronics. Adv. Funct. Mater., 2021, 31(30), 2103391. doi:10.1002/adfm.202103391http://dx.doi.org/10.1002/adfm.202103391

Ma Z. Y.; Li D. Y.; Jia X.; Wang R. L.; Zhu M. F. Recent advances in bio-inspired versatile polydopamine platforms for "smart" cancer photothermal therapy. Chinese J. Polym. Sci., 2023, 41(5), 699-712. doi:10.1007/s10118-023-2926-2http://dx.doi.org/10.1007/s10118-023-2926-2

赵晗, 尚晴, 杨萌, 金帅, 王洋洋, 赵宁, 尹晓品, 丁彩玲, 徐坚. 邻苯二酚-四乙烯五胺改性超高分子量聚乙烯纤维. 高分子学报, 2020, 51(3), 287-294. doi:10.11777/j.issn1000-3304.2019.19172http://dx.doi.org/10.11777/j.issn1000-3304.2019.19172

Geng H. M.; Zhuang L. P.; Li M. Q.; Liu H. R.; Caruso F.; Hao J. C.; Cui J. W. Interfacial assembly of metal–phenolic networks for hair dyeing. ACS Appl. Mater. Interfaces, 2020, acsami.0c06928. doi:10.1021/acsami.0c06928http://dx.doi.org/10.1021/acsami.0c06928

Wang Z.; Xie Y. J.; Li Y. W.; Huang Y. R.; Parent L. R.; Ditri T.; Zang N. Z.; Rinehart J. D.; Gianneschi N. C. Tunable, metal-loaded polydopamine nanoparticles analyzed by magnetometry. Chem. Mater., 2017, 29(19), 8195-8201. doi:10.1021/acs.chemmater.7b02262http://dx.doi.org/10.1021/acs.chemmater.7b02262

Huang L.; Liu M. Y.; Huang H. Y.; Wen Y. Q.; Zhang X. Y.; Wei Y. Recent advances and progress on melanin-like materials and their biomedical applications. Biomacromolecules, 2018, 19(6), 1858-1868. doi:10.1021/acs.biomac.8b00437http://dx.doi.org/10.1021/acs.biomac.8b00437

Lee H. A.; Park E.; Lee H. Polydopamine and its derivative surface chemistry in material science: a focused review for studies at KAIST. Adv. Mater., 2020, 32(35), 1907505. doi:10.1002/adma.201907505http://dx.doi.org/10.1002/adma.201907505

Bai W. J.; Yang P.; Zhang H. J.; Wang T. Y.; Yang Y. Y.; Zhang X. Q.; Duan G. G.; Xu Y. T.; Li Y. W. Polycondensation-involved melanin-like polymers for enhanced solar energy utilization. Macromolecules, 2023, 56(12), 4566-4574. doi:10.1021/acs.macromol.3c00852http://dx.doi.org/10.1021/acs.macromol.3c00852

Antidormi A.; Melis C.; Canadell E.; Colombo L. Understanding the polymerization process of eumelanin by computer simulations. J. Phys. Chem. C, 2018, 122(49), 28368-28374. doi:10.1021/acs.jpcc.8b09484http://dx.doi.org/10.1021/acs.jpcc.8b09484

Lasisi T.; Smallcombe J. W.; Kenney W. L.; Shriver M. D.; Zydney B.; Jablonski N. G.; Havenith G. Human scalp hair as a thermoregulatory adaptation. Proc. Natl. Acad. Sci. U. S. A., 2023, 120(24), 2301760120. doi:10.1073/pnas.2301760120http://dx.doi.org/10.1073/pnas.2301760120

Yang P.; Bai W. J.; Zou Y.; Zhang X. Q.; Yang Y. Y.; Duan G. G.; Wu J. R.; Xu Y. T.; Li Y. W. A melanin-inspired robust aerogel for multifunctional water remediation. Mater. Horiz., 2023, 10(3), 1020-1029. doi:10.1039/d2mh01474bhttp://dx.doi.org/10.1039/d2mh01474b

Bai W. J.; Yang P.; Liu H. J.; Zou Y.; Wang X. H.; Yang Y.; Gu Z. P.; Li Y. W. Boosting the optical absorption of melanin-like polymers. Macromolecules, 2022, 55(9), 3493-3501. doi:10.1021/acs.macromol.2c00506http://dx.doi.org/10.1021/acs.macromol.2c00506

Bai W. J.; Xiang P. J.; Liu H. J.; Guo H. Y.; Tang Z. R.; Yang P.; Zou Y.; Yang Y.; Gu Z. P.; Li Y. W. Molecular hyperpolarization-directed photothermally enhanced melanin-inspired polymers. Macromolecules, 2022, 55(15), 6426-6434. doi:10.1021/acs.macromol.2c01440http://dx.doi.org/10.1021/acs.macromol.2c01440

Zou Y.; Yang P.; Yang L.; Li N.; Duan G. G.; Liu X. H.; Li Y. W. Boosting solar steam generation by photothermal enhanced polydopamine/wood composites. Polymer, 2021, 217, 123464. doi:10.1016/j.polymer.2021.123464http://dx.doi.org/10.1016/j.polymer.2021.123464

Zou Y.; Zhao J. Y.; Zhu J. Y.; Guo X. Y.; Chen P.; Duan G. G.; Liu X. H.; Li Y. W. A mussel-inspired polydopamine-filled cellulose aerogel for solar-enabled water remediation. ACS Appl. Mater. Interfaces, 2021, 13(6), 7617-7624. doi:10.1021/acsami.0c22584http://dx.doi.org/10.1021/acsami.0c22584

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