계면중합을 이용한 살충제의 마이크로캡슐화에 관한 연구: 2. 수용성 약제가 들어있는 폴리아미드 마이크로캡슐의 제조

최길영; 민경석; 장태현

Polymer(Korea), Vol.15, No.5, 548-555, October, 1991

Microencapsulation of Pesticides by Interfacial Polymerization : 2. Polyamide Microcapsules Containing Water-Soluble Drug

최길영, 민경석, 장태현

초록

다관능성 아민과 이염기산 클로라이드를 계면중합하여 살충제인 5-메틸이소옥사졸-3-올(Hymexazol) 수용액이 들어있는 폴리아미드 마이크로 캡슐을 제조하였다. 얻어진 마이크로 캡슐의 크기분포, 기계적 강도 및 응집현상은 피막구성물질과 유기상의 성질, 교반속도 그리고 분산제에 의하여 큰 영향을 받음을 알 수 있었다. 그리고 마이크로 캡슐의 기계적 강도는 다관능성 아민을 이용하여 폴리아미드를 가교시킴으로써 향상시킬 수 있었으며 또한 교반속도 및 분산제(Antaron V-216)의 양을 조정함으로써 마이크로 캡슐의 크기분포 및 응집현상을 조절할 수 있었다. 마이크로 캡슐의 크기가 약 300μm 일 때가 캡슐 입자의 응집방지나 입자 크기 분포면에서 가장 좋은 결과를 얻을 수 있었다. 약제의 방출실험 결과, 마이크로 캡슐 내부의 약제가 이틀 이내에 거의 대부분 방출되는 것으로부터 제조된 캡슐은 다공성이 매우 큰 피막으로 되어 있음을 알 수 있었다. 따라서 방출거동을 조절하기 위하여 마이크로 캡슐을 여러가지 탄소사슬길이의 지방산으로 코팅하였으며 방출거동을 6일 이상으로 증가시킬 수 있었다. 그러나 이 실험의 코팅조건에서 지방산의 탄소사슬길이의 변화는 살충제의 방출거동에 뚜렷한 영향을 미치치 않았다.

Polyamide microcapsules containing aqueous solution of a pesticide, 5-methylisoxazol-3-ol(Hymexazol), were prepared by the interfacial polymerization of multifunctional amines and diacid chlorides. Size distribution, mechanical strength, and agglomeration phenomena of the obtained microcapsules were found to be strongly influenced by the nature of wall-forming materials and organic phase, stirring speed, and dispersing agents. While mechanical strength of microcapsules were improved by crosslinking the polyamide by use of multifunctional amines, size distribution and agglomeration of microcapsules could be controlled by adjusting stirring speed and amount of polymeric dispersing agent, Antaron V-216. The best results with respect to anti-agglomeration and particle size distribution were obtained when the microcapsule size was about 300㎛. Upon release test of the drug, it was found that the polyamide capsule wall was porous and all the drugs were completely released within 2 days. For further control of the release behavior, the microcapsules were coated with various fatty acids having different carbon chain lengths and it could prolong the release behavior longer than 6 days. Under our coating conditions, however, no significant effect on the release behavior of the pesticide was noticed as the carbon chain length of fatty acid changed.

[References]

Choi KY, Min KS, Park IH, Kim KS, Chang T, Polym.(Korea), 14(4), 392 (1990)
Thies C, Encyclopedia of Polymer Science and Engineering, H.F. Mark, N.M. Bikales, C.G. Overberger and G. Menges eds., vol. 9, 724 (1987)
Arshady R, J. Microencapsulation, 6, 13 (1989)
Chang TMS, Artificial Cells, Thomas, Springfield, IL (1972)
Madan PL, Drug Development and Industrial Pharmacy, 4, 289 (1978)
Koestler RC, In Controlled Release Technologies: Methods, Theory and Applications, A.F. Kydonieus ed., Vol. 2, 117 (1980)
Deasy PB, Microencapsulation and Related Drug Process, 119 (1984)
Chang TMS, Chemtech, Feb., 85 (1975)
Cuff GW, McGinity JW, J. Microencapsulation, 1, 343 (1984)
Mahmoud HA, Elsamaligy MS, Int. J. Pharm., 25, 121 (1985)
Chareoboonsit P, Madan PL, Drug Dev. Ind. Pharm., 12, 839 (1986)
Luzzi LA, Zoglio MA, Moulding HV, J. Pharm. Sci., 59, 338 (1970)
McGinity JW, Martin A, Cuff GW, Combs AB, J. Pharm. Sci., 70, 372 (1981)
Koishi M, Fukuhara N, Kondo T, Chem. Pharm. Bull., 17, 804 (1969)
Shigeri Y, Koishi M, Kondo T, Shiba M, Tomika S, Can. J. Chem., 18, 2047 (1970)
Ogawa T, Takamura K, Koishi M, Kondo T, Bull. Chem. Soc. Jpn., 45, 2329 (1972)
Worthing CR, The Pesticide Manual, 8th ed., BCPC (1987)
McCormik CL, Anderson KW, Hutchinson BH, J. Macromol. Sci.-Rev. Macromol. Chem. Phys., C22, 57 (1982)
Langer R, Peppas N, J. Macromol. Sci.-Rev. Macromol. Chem. Phys., C23, 61 (1983)
Choi KY, Min KS, Chang T, "Preparation of Polyacrylamide Hydrogel Containing Water-Soluble Pesticide by Inverse Emulsion Polymerization and Investigation on Release Behavior," in Preparation
Morgan PW, Kwolek SL, J. Polym. Sci., 40, 299 (1959)
Bennett GW, Lund RD, Pest Control, 45(9), 44 (1977)
Ivy EE, J. Econ. Entomol., 65, 473 (1972)
Rust MK, Reierson DA, Pest Control, 48(3), 24 (1980)
Okahata Y, Lim HJ, Nakamura G, Hachiya S, J. Am. Chem. Soc., 105, 4855 (1983)
Rosenthal AM, Chang TMS, J. Membr. Sci., 6, 329 (1980)
Kono K, Kimura S, Imanishi Y, J. Membr. Sci., 50, 85 (1990)

[Referenced By]

[1] Choi KY, Min KS, Park IH, Kim KS, Chang T, Polym.(Korea), 14(4), 392 (1990)

[2] Thies C, Encyclopedia of Polymer Science and Engineering, H.F. Mark, N.M. Bikales, C.G. Overberger and G. Menges eds., vol. 9, 724 (1987)

[3] Arshady R, J. Microencapsulation, 6, 13 (1989)

[4] Chang TMS, Artificial Cells, Thomas, Springfield, IL (1972)

[5] Madan PL, Drug Development and Industrial Pharmacy, 4, 289 (1978)

[6] Koestler RC, In Controlled Release Technologies: Methods, Theory and Applications, A.F. Kydonieus ed., Vol. 2, 117 (1980)

[7] Deasy PB, Microencapsulation and Related Drug Process, 119 (1984)

[8] Chang TMS, Chemtech, Feb., 85 (1975)

[9] Cuff GW, McGinity JW, J. Microencapsulation, 1, 343 (1984)

[10] Mahmoud HA, Elsamaligy MS, Int. J. Pharm., 25, 121 (1985)

[11] Chareoboonsit P, Madan PL, Drug Dev. Ind. Pharm., 12, 839 (1986)

[12] Luzzi LA, Zoglio MA, Moulding HV, J. Pharm. Sci., 59, 338 (1970)

[13] McGinity JW, Martin A, Cuff GW, Combs AB, J. Pharm. Sci., 70, 372 (1981)

[14] Koishi M, Fukuhara N, Kondo T, Chem. Pharm. Bull., 17, 804 (1969)

[15] Shigeri Y, Koishi M, Kondo T, Shiba M, Tomika S, Can. J. Chem., 18, 2047 (1970)

[16] Ogawa T, Takamura K, Koishi M, Kondo T, Bull. Chem. Soc. Jpn., 45, 2329 (1972)

[17] Worthing CR, The Pesticide Manual, 8th ed., BCPC (1987)

[18] McCormik CL, Anderson KW, Hutchinson BH, J. Macromol. Sci.-Rev. Macromol. Chem. Phys., C22, 57 (1982)

[19] Langer R, Peppas N, J. Macromol. Sci.-Rev. Macromol. Chem. Phys., C23, 61 (1983)

[20] Choi KY, Min KS, Chang T, "Preparation of Polyacrylamide Hydrogel Containing Water-Soluble Pesticide by Inverse Emulsion Polymerization and Investigation on Release Behavior," in Preparation

[21] Morgan PW, Kwolek SL, J. Polym. Sci., 40, 299 (1959)

[22] Bennett GW, Lund RD, Pest Control, 45(9), 44 (1977)

[23] Ivy EE, J. Econ. Entomol., 65, 473 (1972)

[24] Rust MK, Reierson DA, Pest Control, 48(3), 24 (1980)

[25] Okahata Y, Lim HJ, Nakamura G, Hachiya S, J. Am. Chem. Soc., 105, 4855 (1983)

[26] Rosenthal AM, Chang TMS, J. Membr. Sci., 6, 329 (1980)

[27] Kono K, Kimura S, Imanishi Y, J. Membr. Sci., 50, 85 (1990)