200400832 (1) 玖、發明說明 【發明所屬之技術領域】 本發明係有關頭髮化粧料，更詳細者係有關含有1種 以上選自Ν α -單長鏈醯基精胺酸之毛髮損傷用頭髮化粧料 。本發明頭髮化粧料係針對受損毛髮，具良好柔順感與整 髮效果者。 【先前技術】 通常附與毛髮之柔順感，整理於頭髮用化粧料時，一 般使用陽離子性成份同時與高級醇，脂肪酸酯等觸感轉輕 之油性基材者被使用之。 惟’進行染髮、烫髮等之受損毛髮藉由毛髮表皮之脫 落’構成蛋白質之漏出等相較於正常毛髮其水份量較爲減 少’乾裂，不易整理之性質產生。於受損毛髮附與柔順感 ’整髮性時，若以一般正常毛髮顯現效果之量的上記油性 基材其效果將出現不足之問題點。於該受損毛髮附與柔順 感’整髮性時，以（1 )使用大量上記油性基材，（2 )以 含水羊毛脂等觸感較重之油性基材取代上記油性基材使用 之’ （3 )使用大量陽離子性成分進行之。惟，此等任一 均產生粘腻感，毛髮加重感，使用感極差之問題點產生。 另外，做爲具毛髮柔順感，整髮性之良好整髮效果者 ，如：特開平1 1_22 83 4 8號公報中被揭示有含有1種以上選 自Na -單長鏈醯基精胺酸及/或以Να -單長鏈醯基精胺酸進 行表面處理之粉體化粧料組成物者，針對頭髮之整理性，柔 -4 - (2) (2)200400832 順感被評定之。惟，此等均針對正常毛髮之評定’並未針對 受損毛髮進行評定之。 【發明內容】 本發明目的係爲提供一種對於藉由染髮，烫髮之受損 毛具乾燥後持續維持柔順感與整理性之整髮效果良好之 化粧料者。 本發明者爲達成該目的進行精密硏討後結果發現，使 用1種以上選自Ν α -單長鏈醯基精胺酸後可達成該目的，基 於此發現，進而完成本發明。 亦即’本發明之特徵係有關含有1種以上選自Ν « -單長 鏈醯基精胺酸之受損毛髮用頭髮化粧料者。又，有關使用該 化粧料後處理受損毛髮之方法及Ν «-單醯基精胺酸所成之附 與受損毛髮整髮劑者。 [發明實施之形態] 以下，詳細說明本發明。 本發明所使用之N a -單醯基精胺酸以具有碳數2〜22之直 鏈或分枝鏈之飽和或不飽和脂肪酸醯基者宜，如：Ν α -單乙 醯精胺酸’ ΝΩ -單丙醯精胺酸，Ν° -單-2 -乙基己醯精胺酸， Να -單異硬脂醯精胺酸，Να -單油醯精胺，Nu -單辛醯精胺酸 ’ Να —單癸醯精胺酸，Να -單月桂醯精胺酸，Να -單肉豆蔻 醯精胺酸，-單棕櫚醯精胺酸，Ν° -單硬脂醯精胺酸，Να -單辛基月桂醯精胺酸，Ν α -單山窬醯精胺酸，N a -單椰子油 -5- (3) (3)200400832 脂肪酸醯基精胺酸，Ν α -單棕櫚核油脂肪酸醯基精胺酸， Ν α -單牛脂肪肪酸醯基精胺酸等例，又以Ν α -單癸醯精胺酸 ’ Να -單月桂醯精胺酸，Να -單肉豆蔻醯精胺酸，Να -單棕櫚 醯精胺酸，Ν α -單硬酯醯精胺酸，Ν α -單椰子油脂肪酸醯基 精胺酸爲較佳’特別以Ν α -單月桂醯精胺酸，N a -單內豆蔻 醯精胺酸’ Ν n -單棕櫚醯精胺酸，N ° -單硬脂醯精胺酸對於 受損毛髮最具理想之柔順感，整髮性能力者。另外，任意精 胺酸之D體，L體，DL體均可使用之。 做爲本發明所使用之N a -單醯基精胺酸者亦可使用以下 一般式所示者。200400832 (1) 发明 Description of the invention [Technical field to which the invention belongs] The present invention relates to hair cosmetics, and more specifically, to hair for hair damage containing one or more kinds selected from N α -single-chain fluorenyl spermine Cosmetics. The hair cosmetic material of the present invention is aimed at damaged hair and has a good softness feeling and hair styling effect. [Prior art] It is usually accompanied by the softness of hair. When finishing in hair cosmetics, cationic ingredients are usually used together with oily substrates that lighten the touch such as higher alcohols and fatty acid esters. However, "the damaged hair that undergoes hair dyeing, perming, etc. is formed by the release of the hair, and the leakage of proteins constitutes a reduction in the amount of water compared with normal hair", which results in the property of dry cracking and difficulty in finishing. In the case of damaged hair attachment and suppleness, the effect of the oily base material in the amount of the normal normal hair development effect will be insufficient. When the damaged hair is attached with a soft feeling 'hair setting', (1) use a large amount of oily base material, and (2) replace the oily base material with heavy touch oily substrate such as lanolin, etc. (3) Use a large amount of cationic components. However, any of these problems caused a sticky feeling, aggravated hair, and a problem of extremely poor use. In addition, as a person with a soft hair feeling and good hair styling effect, for example, JP-A No. 1 1-22 22 4 8 discloses that it contains more than one type selected from Na-single-chain long-chain arginine And / or a powder cosmetic composition that is surface-treated with Nα-single-chain fluorenyl spermic acid, for the finishing property of the hair, the softness is evaluated as -4-(2) (2) 200400832. However, these are evaluated for normal hair 'and not for damaged hair. [Summary of the Invention] The object of the present invention is to provide a cosmetic material that has good hair-setting effect for the hair that has been damaged by perm dyeing and perming, and which maintains the suppleness and finishing after drying. The present inventors have conducted detailed investigations in order to achieve the object, and found that the object can be achieved by using one or more kinds of N α -monolong-chain fluorenylarginic acid, and based on this finding, they have completed the present invention. That is, the feature of the present invention relates to a hair cosmetic material for damaged hair which contains one or more kinds selected from N «-single-chain sulfonyl spermine. Also, a method for treating damaged hair after using the cosmetic and a method for attaching damaged hair conditioner by N «-monomethylspermine acid. [Mode for Carrying Out the Invention] Hereinafter, the present invention will be described in detail. The N a -monofluorenyl arginine used in the present invention is preferably a saturated or unsaturated fatty acid fluorenyl group having a straight or branched chain of 2 to 22 carbon atoms, such as: Ν α -monoethyl arginine 'ΝΩ-monopropionine spermic acid, Ν °-mono-2-ethylhexamidine spermic acid, Να-monoisostearic acid spermic acid, Να-monoolefm spermine, Nu-monocaprylamide Amino acid 'Να —monodecanospermine, Να -monolaurin arginine, Να -monomyristin arginine, -monopalmidine arginine, Ν ° -monostearic arginine, Να-monooctyl lauryl arginine, Ν α-monobehenyl arginine, Na -mono coconut oil-5- (3) (3) 200400832 fatty acid phosphoarginine, Να-monopalmate Examples of nuclear oil fatty acid ammonium arginine, Ν α -mono-tallow fatty acid, ammonium arginine, and other examples, and Ν α -monodecyl arginine 'Να -monolaurin arginine, Να -mono meat Cardamom arginine, Να-monopalmitine arginine, Να-monostearyl arginine, Να-monococonut oil fatty acid phosphoarginine is preferred ', especially Να-monolauric acid Arginine, Na -monomyristate Arginine 'Ν n -Mono-brown Palmarium arginine, N ° -stearic acid arginine is ideal for damaged hair and has the best softness and styling ability. In addition, any of the D form, L form, and DL form of arginine can be used. As the N a -monofluorinated arginine used in the present invention, one represented by the following general formula can also be used.
(其中’ R代表碳原子數卜21之直鏈或分枝鏈之烷基或脂烯 基者。） 又’做爲本發明所使用之N ° -單醯基精胺酸者亦可使 用具有下記物性之Ν α -單月桂醯精胺酸結晶者。 % 1 表___________ (a )粉末 X 線衍射頂點（2 Θ ) : 1 2.5。、2 1 . 5。、2 1 . 9。 (b ) 紅外線吸收光譜之波數（^ m ·1 ) : 1 6 8 4、1 6 5 5、 ___1 626、1 545、1 472、1 462、1 447、1 408_ -6 - (4) (4)200400832 另外，做爲本發明所使用之N £[-單醯基醯胺酸者亦可 使用具有下記物性之Ν α -單肉豆蔻醯精胺酸結晶者。 第2表_____ (a )粉末 X 線衍射頂點（2 Θ ) : 1 1 . 6。、1 4 · 5。、2 1 . 7。 、31.0。 、 33.8° (b ) 紅外線吸收光譜之波數（cm·1 ) : 1 684、1 65 5、 1626' 1543、 1472' 1460、 1447' 1408 又’做爲本發明所使用之Ν α -單醯基精胺酸者亦可使用 具有下記物性之Ν ° -單棕櫚醯精胺酸結晶者。 第3表___ (a )粉末 X 線衍射頂點（2 Θ ) : 1 0 · 7。、1 3 . 3。、2 1 . 6。 (b )紅外線吸收光譜之波數（c m —】）：1 6 8 4、1 6 5 5、 1626 - 1543 、 1472、 1460、 1448、 1408 本發明中粉末X線係於2 3 °C下，利用C u Κ α線，以菲 力普公司製PW3 05 0於2 θ = 5〜50°C之範圍下進行測定之。 又，所測定之粉體使用以乳鉢充份粉碎者。 本發明中紅外線吸收光譜係於室溫下，以溴化鉀法， 於 Perkin Elmer公司製 Spectrum 〇ne FT-IR進行測定者。 所測定之粉體係使用少量樣品於乳鉢中與溴化鉀充份混合 -7- (5) (5)200400832 粉碎者。 本發明所使用之Ν α -單醯基精胺酸係將特開昭48-23729 號公報所載之精胺酸與長鏈脂肪酸鹵化物於鹼條件下（ pH 1 2 )下與親水性溶媒相互反應之，或使特開昭49_ 1 5 1 3號 公報所載之精胺酸與脂肪酸鹽於1〇〇〜25CTC之溫度下藉由加 熱脫水後可取得。又，如特開平1 1 -2285 27號公報所示，使 精胺酸與長鏈脂肪酸鹵化物使用甲醇，乙醇，丙醇，丁醇， 異丙醇’第三-丁醇等低級醇及/或乙二醇，丙二醇，1，3_ 丁二醇，異戊二烯二醇，甘油等多價醇與水之混合溶媒後於 鹼存在下（ρ Η 1 0〜1 3 )進行反應後，做成酸或鹼性水溶液， 充份溶解後，調整pH呈5〜7之後取得Ν α -單醯基精胺酸之結 晶。 本發明所使用之Ν α -單醯基精胺酸配合於化粧料之配合 量係依其目的製品而適當選定者，並未特別限定，一般針對 總化粧料量爲0.01〜50重量％者宜，較佳者爲〇.〇5~ 10重量％， 更佳者爲0.05 ~5重量％。 此等Να -單醯基精胺酸可選自其中單獨1種使用之，亦 可合倂2種以上使用之。 又，本發明所使用Ν α -單醯基精胺酸可配合於做爲附與 受損毛髮之整型劑之整髮劑等，藉由該整髮劑可處理受損毛 髮。 本發明中受損毛髮係指（1 )針對染髮，燙髮，漂白等 毛髮進行化學處理之毛髮，或（2)吹風機等過度加熱，梳 理後產生摩擦，燒烫等物理刺激後毛髮表皮掉落或受損者， (6) 200400832 (3)降低水份量及/或頭髮構成蛋白質者，（4)毛 ，或毛髮亮度’整髮性，柔順感降低者，中至少任一 合者。 本發明化粧料可做爲洗髮精，潤濕精，潤濕洗 整髮洗髮精’整髮水’整髮劑，護髮劑，髮霜，噴髮 髮液’髮蠟’髮水，定型劑，燙髮液，染髮劑，酸性 ’頭髮売衫劑等各種頭髮用化粧料之使用。 又’在不阻擾本發明效果範圍內，於該化粧料 加各種常用之添加劑。如：陰離子界面活性劑，陽 面活性劑’兩性界面活性劑，非離子性界面活性劑等 活性劑’陰離子性高分子’陰離子性高分子，非離子 子’兩性高分子，水溶性高分子等各種高分子，蠟類 油’動物系油脂，天然系油脂衍生物，鑛物系油脂， 高級脂肪酸酯’ N-醯基谷胺酸酯等合成系油脂，醇類 醇’萃取物，胺基酸，核酸，維生素，水解蛋白質及 物’甘油基油酸酯’酵素’消炎劑’殺菌劑，防腐劑 化劑’紫外線吸收劑’螫合劑，制汗劑，氧化染料 整劑’灰白化劑，濕潤劑等化粧品原料基準，化粧品 合成份規格，醫藥品外部原料規格，日本藥局方，食 物公定書記載之原料等例。 【實施方式】 [實施例] 以下，藉由實施例更詳細說明本發明，惟，本: 髮乾裂 條件符 髮精， 膠，整 染髮劑 中可添 離子界 之界面 性闻分 ，植物 低級及 ，多價 其衍生 ，抗氧 ，pH調 類別配 品添加 明未 (7) (7) 200400832 受限於此等實施例。 <製造例1 > N a -月桂醯-L-精胺酸之合成 於1106g之L-精胺酸中加入6919g之異丙醇及2964g之水 ，維持pH爲10.5~11.5，反應溫度l〇~13°C下使攪拌1 522g之月 桂酸氯化物（日本油脂股份製）與27wt%-NaOH水溶液’同 時再以2個小時滴入。熟化1小時後，使反應液昇溫至5 〇 °C ’ 添加濃鹽酸調整pH爲3.8，使反應生成物完全溶解。之後’ 加入27wt%-NaOH水溶液，調整pH爲6.0後，析出結晶’攪拌 其漿料之同時，緩緩冷卻至HTC。冷卻至l〇°C後進行過濾之 後，以10kg水，4.4kg異丙醇進行洗淨，將取得結晶進行減 壓乾燥後，取得208 1 g之Να-單月桂醯-L-精胺酸之鱗片狀結 晶（收率92.3% )。所取得Να -單月桂醯-L-精胺酸之分解溫 度約爲164°C。 同法製造N、棕櫚醯-L-精胺酸，同法製造Να-單棕櫚醯-L-精胺酸後，用於以下之實施例。 <試驗例1 > 表7所示組成（重量％，總量1 〇〇% )之整髮劑依定常法 進行調製。利用實施例1，比較例1之整髮劑，以正常毛髮及 受損毛髮*之髮束**進行前處理後，1束髮束塗佈〇.5g之整髮 劑後，沖洗30秒，以梳子整梳後乾燥1晚。隔天，針對梳過 1 0次之頭髮整理度，藉由專門試驗者8名進行官能評定。評 定係藉由以下所示評定基準算出平均値。其評定結果如表8 -10- (8) (8)200400832 所示。 *受損毛髮之調整：於（1)燙髮1液（巯基乙酸銨（50% ) 14%，氨水（28% ) 2%，單乙醇胺2% ’精製水72% )中浸漬 正常毛髮1 5分鐘後，以自來水充份洗淨’於（2 )燙髮2液（ 溴酸鈉6%，精製水94% )中浸漬1 5分鐘後，以自來水充份洗 淨後，再於（3 )漂白液（過氧化氫水（6 % ) 5 0 %，氨水（ 2 % ) 5 0 % )中浸漬3 0分鐘後，以自來水充份洗淨，（4 )於 1 5 %聚環氧乙烷月桂醚硫酸鈉水溶液進行洗淨後，沖洗後自 然乾燥之。 **使用髮束：由20歲左右女性取得，長度20cm，重量6g之 頭髮調製成寬4cm之平整髮束。 ***前處理：以15%聚環氧乙烷月桂醚硫酸鈉水溶液進行洗 淨後，沖洗之。 弟4衣 成分名 實施例1 實施例2 比較例1 硬脂醯三胺氯化物（63% ) 2% 2% 2% 月桂醯精胺酸（LAH) 0.2% 棕櫚醯精胺酸（PAH ) 0.2% . cetearylalcohol* 4% 4% 4% 異硬脂酸異鯨蠟酯 2% 2% 2% 乳酸（9 % ) 0.1% 0.1% 0.1% 精製水 91.7% 91.7% 91.9% cetearylalcohol:鯨蠟醇與硬脂醯醇之混合物 (9) 200400832 第5表 評分____ 比較例1，整髮劑 3.2 1.7 實施例1 ’整髮劑 3.8 4.0 評分： 整髪件佳 普涌 整#性不良 5分 4分 3分 2分 1分 此結果針對正常毛髮於實施例1及比較例1均出現具有 整髮效果及整理效果，而，對於受損毛髮於比較例1則未 出現整髮效果及整理效果，證明本發明可取得整髮之效果 者。 <試驗例2 > 1名染髮具受損毛髮之女助理的頭髮經一次洗髮後， 以半頭法塗佈實施例1及比較例1之整髮劑，依常法進行洗 淨，乾燥後，藉由美容師進行評定。評定結果如表9。 (10) (10)200400832 第6表 美容師之評定 (實 施例1整髮劑） 乾燥後之觸感 滑順 5 • 4 · 3 • 2 · 1 柔軟度 5 • 4 · 3 * 2 · 1 乾燥後之外觀 髮尾整髮性良好 ，外觀柔順 亮度 5 • 4 · 3 * 2 * 1 柔順感 5*4*3 * 2 * 1 評分： 相較於比較例1之調整情況 良好__不良 5分 4分 3分 2分 1分 此結果證明，本發明整髮劑處理之受損毛髮，相較於 比較例2其整理性較佳，較可提昇亮度，柔順感。 <試驗例3 > 1名染髮後具受損毛髮之女助理的頭髮，進行1次洗 髮後，以半頭法塗佈實施例1及比較例1之整髮劑，依常法 進行洗淨，乾燥後，藉由美容師進行評定。評定結果示於 表1 0。 (11) 200400832 第7表 美容師之評定 (實 施例2之整髮劑） 乾燥後之觸感 滑順感 5 • 4 · 3 • 2 · 1 柔軟度 5 • 4 · 3 • 2 · 1 乾燥後之外觀 髮尾之整理性佳 ，外觀柔順 売度 5 • 4 · 3 • 2 · 1 柔順感 5 . 4 · 3 • 2 * 1(Where 'R represents a straight or branched alkyl or alimentyl group having a carbon number of 21]. Also, as the N ° -monofluorinated arginine used in the present invention, those having The physical properties of N α -monolaurin arginine crystals are described below. % 1 Table ___________ (a) X-ray diffraction apex of the powder (2 Θ): 1 2.5. , 2 1. 5. , 2 1.9. (b) Wave number of infrared absorption spectrum (^ m · 1): 1 6 8 4, 1 6 5 5, ___1 626, 1 545, 1 472, 1 462, 1 447, 1 408_ -6-(4) ( 4) 200400832 In addition, as the N £ [-monomethylphosphonium acid used in the present invention, those having the following physical properties of N α -monomyristoline spermine acid crystals can also be used. Table 2 _____ (a) X-ray diffraction apex of the powder (2 Θ): 1 1.6. , 1 4 · 5. , 2 1. 7. , 31.0. , 33.8 ° (b) The wave number of the infrared absorption spectrum (cm · 1): 1 684, 1 65 5, 1626 '1543, 1472' 1460, 1447 '1408, and' N α-monofluorene used in the present invention Those with arginine can also use N ° -monopalmidine arginine crystals with the following properties. Table 3 ___ (a) Powder X-ray diffraction apex (2 Θ): 1 0 · 7. , 1 3. 3. , 2 1. 6. (b) Wave number of the infrared absorption spectrum (cm —)): 1 6 8 4, 1, 6 5 5, 1626-1543, 1472, 1460, 1448, 1408 In the present invention, the powder X-ray system is at 2 3 ° C, The measurement was performed using a Cu κ α line at a range of 2 θ = 5 to 50 ° C. using PW3 05 0 manufactured by Phillips Corporation. The powder to be measured was pulverized sufficiently in a mortar. In the present invention, the infrared absorption spectrum is measured at room temperature by a potassium bromide method using Spectrum One FT-IR manufactured by Perkin Elmer. The measured powder system uses a small amount of sample in a mortar and is thoroughly mixed with potassium bromide -7- (5) (5) 200400832 Crusher. The N α -monofluorinated arginine used in the present invention is a sperine and a long-chain fatty acid halide contained in JP 48-23729, and a hydrophilic solvent under alkaline conditions (pH 1 2). They can react with each other or can be obtained after dehydration by heating at 100 ~ 25CTC in the spermine acid and fatty acid salt contained in Japanese Patent Application Laid-Open No. 49_15-13. In addition, as shown in Japanese Patent Application Laid-Open No. 1 1-2285, lower alcohols such as methanol, ethanol, propanol, butanol, isopropanol, and tertiary-butanol are used for the spermine acid and the long-chain fatty acid halide and / Or ethylene glycol, propylene glycol, 1,3-butanediol, isoprenediol, glycerin and other polyhydric alcohols and a mixed solvent of water and water in the presence of a base (ρ Η 1 0 ~ 1 3) after the reaction, do It becomes an acid or an alkaline aqueous solution and is fully dissolved. After adjusting the pH to 5 to 7, a crystal of N α -monofluorenyl spermic acid is obtained. The compounding amount of N α -monofluorenyl spermic acid used in the present invention is appropriately selected according to the intended product, and is not particularly limited. Generally, the total amount of the cosmetic is 0.01 to 50% by weight. It is preferably 0.05 to 10% by weight, and more preferably 0.05 to 5% by weight. These Nα-monofluorinated arginine acids may be selected from one species and used in combination of two or more species. In addition, the N α -monofluorinated arginine used in the present invention can be used as a hair conditioner or the like as a hair conditioner attached to damaged hair, and the damaged hair can be treated by the hair conditioner. Damaged hair in the present invention refers to (1) chemically treated hair for hair dyeing, perming, bleaching, or (2) overheating such as a hair dryer, friction after combing, physical irritation such as burning, etc. Those who are damaged, (6) 200400832 (3) Those who reduce the amount of water and / or hair constituting protein, (4) Those whose hair, or the brightness of the hair is' hair straightening, and the feeling of softness, is at least any one of them. The cosmetic material of the present invention can be used as a shampoo, moisturizing essence, moisturizing and shampooing shampoo, 'hair conditioner', hair conditioner, hair cream, hair spray, 'hair wax', hair conditioner, perm Liquid, hair dyes, acidic 'hair shirts' and other hair cosmetics. Also, as long as the effect of the present invention is not disturbed, various common additives are added to the cosmetic. Such as: anionic surfactants, masculine surfactants, amphoteric surfactants, non-ionic surfactants and other active agents, such as anionic polymers, anionic polymers, non-ionic molecules, amphoteric polymers, water-soluble polymers, etc. Various polymers, wax oils' animal oils and fats, natural oils and fats derivatives, mineral oils and fats, synthetic fatty acids such as higher fatty acid esters' N-fluorenyl glutamate, alcoholic alcohol 'extracts, amino acids , Nucleic acids, vitamins, hydrolyzed proteins and substances' glyceryl oleate 'enzyme' anti-inflammatory agent 'bactericide, preservative agent' ultraviolet absorber 'coupler, perspiration agent, oxidation dye finishing agent' grey whitening agent, moist Standards for cosmetic raw materials, such as cosmetics, specifications for cosmetic ingredients, specifications for external ingredients for pharmaceuticals, Japanese Pharmacy, and ingredients listed in the Food Convention. [Embodiments] [Examples] Hereinafter, the present invention will be described in more detail by way of examples. However, the following: hair dryness and cracking conditions correspond to hair essence, gel, and hair dye. Interfacial properties can be added to the ionic boundary. The addition of polyvalent derivatives, antioxidants, and pH-adjusted types of additives Ming Wei (7) (7) 200400832 is limited to these examples. < Production Example 1 > Synthesis of Na-lauric acid-L-spermine acid To 1106 g of L-spermine acid, 6919 g of isopropanol and 2964 g of water were added, and the pH was maintained at 10.5 to 11.5. The reaction temperature was 1 At a temperature of 0 to 13 ° C, 1 522 g of lauric acid chloride (manufactured by Japan Oils and Fats Co., Ltd.) and a 27 wt% -NaOH aqueous solution were simultaneously added dropwise for 2 hours. After aging for 1 hour, the reaction solution was heated to 50 ° C ', and concentrated hydrochloric acid was added to adjust the pH to 3.8 to completely dissolve the reaction product. After that, a 27 wt% -NaOH aqueous solution was added, and after adjusting the pH to 6.0, crystals were precipitated. 'While stirring the slurry, it was slowly cooled to HTC. After cooling to 10 ° C and filtering, washing was performed with 10 kg of water and 4.4 kg of isopropanol. The obtained crystals were dried under reduced pressure to obtain 2081 g of Nα-monolaurin-L-spermine acid. Scale-like crystals (yield 92.3%). The decomposition temperature of the obtained Nα-monolaurin-L-arginine was about 164 ° C. After N, palmito-L-arginine was produced by the same method, and Nα-monopalmitamidine-L-spermine was produced by the same method, it was used in the following examples. < Experimental Example 1 > The hair dressing composition of the composition shown in Table 7 (% by weight, total amount of 100%) was prepared by the usual method. Using the hair dressing of Example 1 and Comparative Example 1, pre-treatment with normal hair and damaged hair * hair bundle **, one hair bundle was coated with 0.5 g of hair dressing, and then rinsed for 30 seconds. Comb with comb and dry for 1 night. On the next day, the sensory evaluation was performed by 8 specialized testers for the hair finishing degree after combing 10 times. The evaluation is based on the average 値 calculated from the evaluation criteria shown below. The evaluation results are shown in Table 8-10- (8) (8) 200400832. * Adjustment of damaged hair: Soak normal hair in 1 liquid (1) perm (ammonium thioglycolate (50%) 14%, ammonia (28%) 2%, monoethanolamine 2% 'refined water 72%)) for 15 minutes Then, rinse thoroughly with tap water and soak it in 2 liquids of (2) perm (sodium bromate 6%, purified water 94%) for 15 minutes, and then rinse thoroughly with tap water, and then (3) bleach solution. (Hydrogen peroxide water (6%) 50%, ammonia water (2%) 50%) After immersing for 30 minutes, wash thoroughly with tap water, (4) in 15% polyethylene oxide lauryl ether After the sodium sulfate aqueous solution was washed, it was naturally dried after washing. ** Using hair tress: It is obtained by a female about 20 years old, and the hair with a length of 20cm and a weight of 6g is adjusted to a flat hair tress with a width of 4cm. *** Pre-treatment: After washing with 15% polyethylene oxide lauryl ether sodium sulfate aqueous solution, rinse it. Name of Ingredients Example 1 Example 2 Comparative Example 1 Stearyl triamine chloride (63%) 2% 2% 2% Laurel arginine (LAH) 0.2% Palm arginine (PAH) 0.2 % .cetearylalcohol * 4% 4% 4% isocetyl isostearate 2% 2% 2% lactic acid (9%) 0.1% 0.1% 0.1% purified water 91.7% 91.7% 91.9% cetearylalcohol: cetyl alcohol and hard Mixtures of stearyl alcohol (9) 200400832 Table 5 scores ____ Comparative Example 1, Hair Conditioner 3.2 1.7 Example 1 'Hair Conditioner 3.8 4.0 Rating: Gypsum Gypsum Conditioning #Sex 5 points 4 points 3 points 2 points and 1 point This result shows that hair growth and finishing effects are exhibited in both Example 1 and Comparative Example 1 for normal hair, while hair damage and finishing effects are not exhibited in Comparative Example 1 for damaged hair, proving the invention Those who can achieve the effect of hair. < Test Example 2 > After washing the hair of a female assistant with damaged hair dyed once, the hair dressing agent of Example 1 and Comparative Example 1 was applied by a half-head method, and washed in accordance with the usual method. After drying, it is evaluated by a beautician. The evaluation results are shown in Table 9. (10) (10) 200400832 Table 6 Evaluation of a beautician (Example 1 Hair styling agent) Smooth touch after drying 5 • 4 · 3 • 2 · 1 Softness 5 • 4 · 3 * 2 · 1 Dry The appearance of the rear hair is good, and the appearance is smooth and smooth. Brightness 5 • 4 · 3 * 2 * 1 Softness 5 * 4 * 3 * 2 * 1 Score: Compared with Comparative Example 1, the adjustment is good __ Bad 5 points 4 points 3 points 2 points 1 point This result proves that, compared with Comparative Example 2, the damaged hair treated by the hair dressing agent of the present invention has better finishing properties, and can improve brightness and softness. < Test Example 3 > The hair of a female assistant with damaged hair after hair dyeing was washed once, and then the hair dressing agent of Example 1 and Comparative Example 1 was applied by a half-head method, and the method was performed in the usual manner. After washing and drying, it is evaluated by a beautician. The evaluation results are shown in Table 10. (11) 200400832 Table 7 Evaluation by a beautician (hair dressing of Example 2) After drying, it feels smooth and smooth 5 • 4 · 3 • 2 · 1 Softness 5 • 4 · 3 • 2 · 1 After drying The appearance of the hair ends is well organized, and the appearance is soft and smooth. 5 • 4 · 3 • 2 · 1 Softness 5. 4 · 3 • 2 * 1
評分： 相較於比較例1之整髮劑 良好_普通_不良 5分 4分 3分 2分 1分 此結果證明配合Ν α -單棕櫚醯精胺酸之整髮劑處理 的受損毛髮相較於對照例其整理性佳，可提昇亮度，柔順感 [發明效果] 本發明毛髮化粧料於受損毛髮之整理性極爲理想，可 取得具有提昇亮度，柔順感之高度整髮效果的受損毛髮用頭 髮化粧料者。 -14-Scoring: Compared with the hair dressing of Comparative Example 1, it is good_normal_bad 5 points 4 points 3 points 2 points 1 point This result proves that the damaged hair phase treated with the hair conditioner treated with N α -monopalmidine spermine Compared with the comparative example, it has better finishing performance, which can improve brightness and softness. [Inventive effect] The hair cosmetic material of the present invention has excellent finishing properties for damaged hair, and can achieve a high degree of hair conditioning effect with enhanced brightness and softness. Hair with hair cosmetics. -14-