JPH01321977A - Method for reducing or preventing discoloration of textile materials - Google Patents
Method for reducing or preventing discoloration of textile materialsInfo
- Publication number
- JPH01321977A JPH01321977A JP10477189A JP10477189A JPH01321977A JP H01321977 A JPH01321977 A JP H01321977A JP 10477189 A JP10477189 A JP 10477189A JP 10477189 A JP10477189 A JP 10477189A JP H01321977 A JPH01321977 A JP H01321977A
- Authority
- JP
- Japan
- Prior art keywords
- dye
- polymeric material
- product
- mono
- polymeric
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000463 material Substances 0.000 title claims description 25
- 238000000034 method Methods 0.000 title claims description 14
- 239000004753 textile Substances 0.000 title claims description 7
- 238000002845 discoloration Methods 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 30
- 239000000047 product Substances 0.000 claims description 26
- 239000002516 radical scavenger Substances 0.000 claims description 19
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 14
- 238000005406 washing Methods 0.000 claims description 11
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 9
- 239000007795 chemical reaction product Substances 0.000 claims description 8
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 7
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 6
- 229910021529 ammonia Inorganic materials 0.000 claims description 6
- 239000003054 catalyst Substances 0.000 claims description 6
- 229920001577 copolymer Polymers 0.000 claims description 6
- 229910052751 metal Inorganic materials 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 150000001412 amines Chemical class 0.000 claims description 4
- 239000002657 fibrous material Substances 0.000 claims description 4
- 229920001519 homopolymer Polymers 0.000 claims description 4
- DYUWTXWIYMHBQS-UHFFFAOYSA-N n-prop-2-enylprop-2-en-1-amine Chemical compound C=CCNCC=C DYUWTXWIYMHBQS-UHFFFAOYSA-N 0.000 claims description 4
- 239000002243 precursor Substances 0.000 claims description 4
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical group [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 claims description 4
- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 claims description 3
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 claims description 3
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 claims description 3
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 150000002739 metals Chemical class 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- 229920001281 polyalkylene Polymers 0.000 claims description 3
- 229920000768 polyamine Polymers 0.000 claims description 3
- 230000002195 synergetic effect Effects 0.000 claims description 3
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 claims description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 2
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 2
- 239000004480 active ingredient Substances 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- -1 heterocyclic nitrogen-containing organic bases Chemical class 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 2
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims description 2
- 125000001302 tertiary amino group Chemical group 0.000 claims description 2
- VPYJNCGUESNPMV-UHFFFAOYSA-N triallylamine Chemical group C=CCN(CC=C)CC=C VPYJNCGUESNPMV-UHFFFAOYSA-N 0.000 claims description 2
- 238000007039 two-step reaction Methods 0.000 claims description 2
- 235000005074 zinc chloride Nutrition 0.000 claims description 2
- 239000011592 zinc chloride Substances 0.000 claims description 2
- 239000004744 fabric Substances 0.000 description 6
- 239000000758 substrate Substances 0.000 description 6
- 229920000742 Cotton Polymers 0.000 description 5
- 239000012459 cleaning agent Substances 0.000 description 5
- 239000000376 reactant Substances 0.000 description 4
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 238000010186 staining Methods 0.000 description 2
- MHOFGBJTSNWTDT-UHFFFAOYSA-M 2-[n-ethyl-4-[(6-methoxy-3-methyl-1,3-benzothiazol-3-ium-2-yl)diazenyl]anilino]ethanol;methyl sulfate Chemical compound COS([O-])(=O)=O.C1=CC(N(CCO)CC)=CC=C1N=NC1=[N+](C)C2=CC=C(OC)C=C2S1 MHOFGBJTSNWTDT-UHFFFAOYSA-M 0.000 description 1
- XNCOSPRUTUOJCJ-UHFFFAOYSA-N Biguanide Chemical compound NC(N)=NC(N)=N XNCOSPRUTUOJCJ-UHFFFAOYSA-N 0.000 description 1
- 229940123208 Biguanide Drugs 0.000 description 1
- 229920004934 Dacron® Polymers 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000012458 free base Substances 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000004627 regenerated cellulose Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/02—After-treatment
- D06P5/04—After-treatment with organic compounds
- D06P5/08—After-treatment with organic compounds macromolecular
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0021—Dye-stain or dye-transfer inhibiting compositions
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
- D06P1/5207—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- D06P1/5214—Polymers of unsaturated compounds containing no COOH groups or functional derivatives thereof
- D06P1/5242—Polymers of unsaturated N-containing compounds
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
- D06P1/5264—Macromolecular compounds obtained otherwise than by reactions involving only unsaturated carbon-to-carbon bonds
- D06P1/5278—Polyamides; Polyimides; Polylactames; Polyalkyleneimines
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
- D06P1/5264—Macromolecular compounds obtained otherwise than by reactions involving only unsaturated carbon-to-carbon bonds
- D06P1/5285—Polyurethanes; Polyurea; Polyguanides
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Textile Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Detergent Compositions (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Abstract
(57)【要約】本公報は電子出願前の出願データであるた
め要約のデータは記録されません。(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.
Description
【発明の詳細な説明】
遊離の染料または材料に十分に結合されていない染料を
含む染色材料に生ずるひとつの問題は、この染料が通常
の家庭洗濯操作の間に材料中に残留しないということ、
すなわち、遊離のまたは十分に結合されていない染料が
遊離し、従って他の基材(染色されていても未染色であ
ってもよい)により吸収されることがあD、これによっ
て色相に影響を及ぼし、またはこれらの他の基材の実際
の着色を与えるということである。DETAILED DESCRIPTION OF THE INVENTION One problem that arises with dyed materials containing free dyes or dyes that are not sufficiently bound to the material is that the dyes do not remain in the material during normal home washing operations;
That is, free or poorly bound dyes can be liberated and therefore absorbed by other substrates (dyed or undyed), thereby affecting the hue. or the actual coloration of these other substrates.
この問題を解決するために、本発明によれば、繊維材料
の洗濯浴中での変色を減少させもしくは防止する方法で
あって、
遊離染料または遊離可能な染料(即ち洗濯により材料か
ら除去され得る染料)を含む1種またはそれ以上の染色
繊維材料を、変色され得る繊維材料とともに、下記A〜
D、
A、 1またはそれ以上の第一級、第二級および/ま
たは第三級アミノ基を有する単官能価または多官能価ア
ミンの、その50%までがジカルボン酸またはそのモノ
−もしくはジ−エステルで置き換えられていてもよいシ
アナミド、ジシアンジアミド(DCDA)、グアニジン
またはビスグアニドとの、窒素原子に結合された少なく
とも1の遊離水素原子を含む高分子反応生成物、または
B、前記生成物Aとエピハロヒドリンまたはその前駆体
との水溶性高分子反応生成物、またはC0少なくとも1
のN原子が酸付加塩を形成することができ、そして/ま
たは少なくとも1のN5一
原子がアンモニウム基である、モノ−もしくはジ−アリ
ルアミンの水溶性ホモポリマーまたはコポリマー、また
は
D、少なくとも1のN原子が酸付加塩を形成することが
でき、そして/または少なくとも1のN原子が第四級ア
ンモニウム基である、モノ−および/もしくはジ−およ
び/もしくはトリ−アリルアミンと共重合可能なモノマ
ーとの水溶性コポリマー、
のいずれか1種または前記生成物A〜Dの1種またはそ
れ以上の混合物から選ばれる高分子材料が適用されてい
る基材を含む(遊離染料または洗濯で遊離される染料を
捕縛するための)染料掃去剤の存在下に、洗濯すること
を含む方法が提供され ″る。To solve this problem, the present invention provides a method for reducing or preventing discoloration of textile materials in washing baths, comprising: free dyes or releasable dyes (i.e., which can be removed from the material by washing). one or more dyed textile materials containing dyes), together with textile materials capable of being discolored, in the following A-
D. A. Monofunctional or polyfunctional amines having one or more primary, secondary and/or tertiary amino groups, up to 50% of which are dicarboxylic acids or their mono- or di- A polymeric reaction product containing at least one free hydrogen atom bonded to a nitrogen atom with cyanamide, dicyandiamide (DCDA), guanidine or bisguanide optionally substituted with an ester, or B, said product A and an epihalohydrin. or a water-soluble polymeric reaction product with its precursor, or C0 at least 1
D, a water-soluble homopolymer or copolymer of mono- or di-allylamine capable of forming an acid addition salt and/or at least one N atom is an ammonium group, or D, at least one N with monomers copolymerizable with mono- and/or di- and/or tri-allyl amines whose atoms are capable of forming acid addition salts and/or in which at least one N atom is a quaternary ammonium group. a water-soluble copolymer, or a mixture of one or more of the above-mentioned products A to D. A method is provided that includes washing the dye in the presence of a dye scavenger (for entrapment).
染料掃去剤は染色されていてもよくまたは染色されてい
なくてもよい。好ましくは、掃去剤は染色されていない
。Dye scavengers may be dyed or undyed. Preferably the scavenger is undyed.
好ましくは、染料掃去剤の高分子材料は4000以上、
さらに好ましくは5000以上の分子量を有する。Preferably, the polymer material of the dye scavenger is 4000 or more,
More preferably, it has a molecular weight of 5,000 or more.
生成物Aは公知であD、例えば公開された英国特許出願
2,142,642 、米国特許4,764,585お
よび米国特許4,410,652に記載されておD、前
記特許に記載された方法によD、製造することができる
。The products A are known and described, for example, in published British Patent Application No. 2,142,642, US Pat. No. 4,764,585 and US Pat. It can be produced by method D.
適当には、遊離塩基または塩形のアミンは、所望ならば
非水系の溶剤の存在下、昇温において、水の介在なしに
他の出発材料と反応される。好ましくは、反応は140
〜160℃の温度において溶剤の介在なしに実施され、
多くの反応体の組み合わせに対してアンモニアが放散さ
れる。反応体は、好ましくは、反応性の−NH−または
−NH2基のモルあたり0.1〜1モルのシアナミド、
DCDA、グアニジンまたはビグアニドのモル比におい
て反応され、DCDAがポリアルキレンポリアミンと反
応される場合、これらの反応体のモル比はさらに好まし
くは2:1〜1:2であD、特に約1:lである。好ま
しくは、反応体は金属、金属塩および複素環式窒素含有
化合物から選ばれる触媒(米国特許4,764,585
において触媒にとして規定されている)の存在下に反応
される。Suitably, the amine in free base or salt form is reacted with the other starting materials without the intervention of water at elevated temperature, if desired in the presence of a non-aqueous solvent. Preferably, the reaction is 140
carried out without solvent intervention at a temperature of ~160°C;
Ammonia is liberated for many reactant combinations. The reactants preferably contain from 0.1 to 1 mole of cyanamide per mole of reactive -NH- or -NH2 groups,
DCDA, guanidine or biguanide are reacted in a molar ratio, and when DCDA is reacted with a polyalkylene polyamine, the molar ratio of these reactants is more preferably between 2:1 and 1:2, especially about 1:l. It is. Preferably, the reactants are catalysts selected from metals, metal salts, and heterocyclic nitrogen-containing compounds (U.S. Pat. No. 4,764,585).
The reaction is carried out in the presence of a catalyst (defined as a catalyst).
生成物Aはほぼ無色の粘稠な液体または固体であD、塩
基性であD、有機塩基または塩形において水溶性であD
、窒素に結合された反応性の水素原子を含む。The product A is a nearly colorless viscous liquid or solid, D is basic, and is water-soluble in organic base or salt form.
, containing a reactive hydrogen atom bonded to nitrogen.
アミンと反応されるべきDCDAまたは他の剤の50モ
ル%まで、好ましくは20モル%までは、ジカルボン酸
またはそのモノ−もしくはジ−エステルにより置き換え
られていてもよい。適当な酸はアジピン酸、修酸および
テレフタル酸、例えば、それらのジメチルエステルの形
の酸を含む。Up to 50 mol%, preferably up to 20 mol%, of the DCDA or other agent to be reacted with the amine may be replaced by dicarboxylic acids or mono- or di-esters thereof. Suitable acids include adipic acid, oxalic acid and terephthalic acid, such as acids in the form of their dimethyl esters.
特に好ましい生成物Aは、好ましくは米国特許4.76
4,585に触媒にとして規定された、金属、金属塩お
よび複素環式窒素含有化合物(特に塩化亜鉛)から選ば
れる触媒の存在下における、DCDAとジエチレントリ
アミンまたはトリエチレンテトラミンとの反応生成物で
ある。Particularly preferred products A are preferably U.S. Pat.
4,585, the reaction product of DCDA with diethylenetriamine or triethylenetetramine in the presence of a catalyst selected from metals, metal salts and heterocyclic nitrogen-containing compounds (in particular zinc chloride) .
生成物Bは米国特許4,439,203に記載されてい
る。Product B is described in US Pat. No. 4,439,203.
生成物CおよびDは日本国特許出願公開51−5779
3.56−9999.56−53292.56−134
284.57−11288.57−82591.57−
92012.60−7079.45−1457および4
9−31631に記載されている。Products C and D are published in Japanese Patent Application Publication No. 51-5779.
3.56-9999.56-53292.56-134
284.57-11288.57-82591.57-
92012.60-7079.45-1457 and 4
9-31631.
他の生成物CおよびDはEP280,655並びにドイ
ツ特許公開3720508に記載されている。Other products C and D are described in EP 280,655 and in DE 37 20 508.
好ましくは、高分子材料は生成物A、CまたはDである
。Preferably, the polymeric material is product A, C or D.
さらに好ましくは、掃去剤の高分子材料は生成物Aまた
は生成物C”即ち活性成分として繊維助剤(T)および
高分子化合物(P)を含む相乗混合物であD、Tが
1)4モルのエピハロヒドリン対8〜10モルのアンモ
ニアの初期モル比において50〜90″Cでエピハロヒ
ドリンとアンモニア水とを反応させる工程、および
2)過剰のアンモニアの除去後、工程1の生成物1さら
に0.1〜0.5モルのエピハロヒドリンと反応させる
工程
を含む2段階反応の生成物であD、Pがモノ−ジ−アリ
ルアミンの水溶性ホモポリマーまたはモノ−ジ−、もし
くはトリ−アリルアミン単位を含む(好ましくはかかる
電位からなる)水溶性コポリマーである。More preferably, the polymeric material of the scavenger is a product A or a product C'', ie a synergistic mixture D, comprising as active ingredients a textile auxiliary agent (T) and a polymeric compound (P), where T is 1)4 2) reacting the epihalohydrin with aqueous ammonia at 50-90"C at an initial molar ratio of 8-10 moles of ammonia to 8-10 moles of ammonia; and 2) after removal of excess ammonia, the product 1 of step 1 is further 0. The product of a two-step reaction involving reaction with 1 to 0.5 moles of epihalohydrin, in which D and P contain a water-soluble homopolymer of mono-di-allylamine or mono-di- or tri-allylamine units ( Preferably, it is a water-soluble copolymer (consisting of such a potential).
そのような生成物はEP280.655 (米国特許出
願151.032に対応)に記載されている。Such products are described in EP 280.655 (corresponding to US patent application 151.032).
相乗混合物は、さらに、
3)エピクロロヒドリンまたはその前駆体とポリアルキ
レンポリアミンとの反応生成物
を含んでいてもよい。The synergistic mixture may further include: 3) the reaction product of epichlorohydrin or its precursor and a polyalkylene polyamine.
最も好ましくは、高分子材料は生成物A(特に米国特許
4,764,585に記載された例1の生成物)である
。Most preferably, the polymeric material is Product A (particularly the product of Example 1 described in US Pat. No. 4,764,585).
掃去剤の基材に対する高分子材料の量は基材の1〜20
重量%、さらに好ましくは2〜6重量%である。The amount of polymeric material to the base material of the scavenger is 1 to 20% of the base material.
% by weight, more preferably 2 to 6% by weight.
掃去剤はいかなる形にあってもよい。高分子材料は基材
全体に適用されていてもよく、または表面だけに適用さ
れていてもよい。好ましい基材は布帛、衣服、フィルム
、不織材料または紙を含む。The scavenger may be in any form. The polymeric material may be applied to the entire substrate or only to the surface. Preferred substrates include fabrics, garments, films, nonwoven materials or paper.
基材は天然または合成の、好ましくは染色されていない
木綿、染色されていない再生セルロースまたは染色され
ていない天然または合成のポリアミドであってよい。The substrate may be natural or synthetic, preferably undyed cotton, undyed regenerated cellulose or undyed natural or synthetic polyamide.
基材は公知の方法によD、例えば、含浸、パジング、ス
プレー、捺染、吸尽によD、生成物A〜Dのいずれかに
より処理される。使用量は、好ましくは2〜200g/
I!、、さらに好ましくは10〜80g/i(成分A〜
Dの活性成分に対して)であD、好ましい浴比は1:1
〜1:30である。The substrate is treated with any of the products A to D by D, for example by impregnation, padding, spraying, printing, exhaustion, etc., by known methods. The amount used is preferably 2 to 200g/
I! , more preferably 10 to 80 g/i (components A to
D), the preferred bath ratio is 1:1
~1:30.
そのようにして得られる掃去剤は、標準洗濯操作におい
て、単に洗濯物に添加することにより用いることができ
る。掃去剤は、遊離のまたは遊離される染料を捕縛する
。特に浴中に遊離しているアニオン染料を捕縛する。こ
のようにして、掃去剤は洗濯において他の洗濯物上に吸
収されることが望ましくない遊離の染料による洗濯物の
汚れを防止することとなる。掃去剤は、最適には、好ま
しくは1/1標準濃度よりも高くない、特に淡色の染色
物に対して有効である。The cleaning agents so obtained can be used in standard laundry operations by simply adding them to the laundry. Scavengers trap free or liberated dyes. In particular, it captures anionic dyes that are free in the bath. In this way, the scavenger will prevent soiling of the laundry with undesirable free dyes that are undesirably absorbed onto other laundry items in the wash. The scavenger is optimally effective, especially for light-colored dyeings, preferably at no higher than 1/1 standard concentration.
掃去剤の量は、汚れおよび/または変色を防止しまたは
減少させるのに十分なものでなければならない。この量
は洗濯物の合計量ならびに遊離または遊離可能な染料を
含む洗濯物の特性によって変わるであろう。The amount of scavenger should be sufficient to prevent or reduce staining and/or discoloration. This amount will vary depending on the total amount of laundry and the nature of the laundry containing free or releasable dye.
洗濯物に対する掃去剤の量は、好ましくは、洗濯物1
kgあたり5〜80g、さらに好ましくは10〜30g
である。The amount of cleaning agent for each load of laundry is preferably 1
5-80g per kg, more preferably 10-30g
It is.
・好ましくは、掃去剤の基材は繊維材料である。- Preferably, the base material of the scavenger is a fibrous material.
この明細書において、生成物A〜Dは、特記しない限り
その混合物をも含む。In this specification, products A to D also include mixtures thereof, unless otherwise specified.
下記の例によって本発明をさらに説明する。例中、特記
しない限D、部および%は重量であD、温度は℃である
。The invention is further illustrated by the following examples. In the examples, D, parts and % are by weight, and temperatures are in °C unless otherwise specified.
例1
100%木綿の布帛を、100%活性物質に対して計算
して60g/ i、の、米国特許4,764,585の
例1の生成物で、パジング(80%乾燥重量まで絞る)
することにより含浸し、これを100℃で乾燥した。Example 1 A 100% cotton fabric was padded (squeezed to 80% dry weight) with the product of Example 1 of US Pat. No. 4,764,585, at 60 g/i calculated on 100% active substance.
This was then dried at 100°C.
この繊維材料(以下、掃去剤と呼ぶ)を、次いで、C,
1,リアクティブバイオレット23により染色された木
綿布および染色されていない木綿布からなる家庭の着色
された洗濯物に添加した。洗濯物の重量は3kgであD
、浴比は1:4であった。用いられた洗濯パウダーは、
60℃用の市販の生成物である“Omo ”であD、6
g/lの量で用いられた。This fibrous material (hereinafter referred to as scavenger) is then treated with C,
1. Added to domestic colored laundry consisting of cotton fabrics dyed with Reactive Violet 23 and undyed cotton fabrics. The weight of the laundry is 3 kg.D
, the bath ratio was 1:4. The washing powder used was
“Omo” is a commercially available product for 60°C.
It was used in an amount of g/l.
洗濯物に対する掃去剤の量(重量)は約1%、即ち30
gの掃去剤が使用された。The amount (weight) of cleaning agent to the laundry is about 1%, i.e. 30
g of scavenger was used.
洗濯物および掃去剤を、次いで、Bauknecht洗
濯機、市販の家庭用洗濯機、中で、60℃において洗濯
し、次いで乾燥した。The laundry and cleaning agent were then washed in a Bauknecht washing machine, a commercial domestic washing machine, at 60°C and then dried.
乾燥後、染料掃去剤は不十分な堅牢度の染色物から染料
を吸収したことが認められた。After drying, it was observed that the dye scavenger absorbed the dye from the dyeing with insufficient fastness.
例2
C,1,リアクティブバイオレット23の代わりにC,
1,ダイレクトブルー251を用いて例1を繰り返した
。得られた掃去剤は遊離の染料で汚染された。Example 2 C, 1, C instead of reactive violet 23,
1. Example 1 was repeated using Direct Blue 251. The resulting scavenger was contaminated with free dye.
例3
GB 2,192,893 Aの例1の高分子生成物を
用いて染料掃去剤を製造した。Example 3 The polymeric product of Example 1 of GB 2,192,893 A was used to prepare a dye scavenger.
下記の洗濯物を用いて例1を繰り返した。Example 1 was repeated using the following laundry items.
60〜70%の、C,1,ダイレクトブルー251によ
り染色された木綿、
10%のドイツ特許公開2,400,654の例1の染
料により染色されたナイロン、
15%の、C,1,デイスパースイエロー23により染
色されたDacron T56、および5%の、C,1
,ベーシックブルー45により染色された0rion
0
次に、洗濯物を掃去剤と共に60℃で洗濯した。60-70% cotton dyed with C,1, Direct Blue 251, 10% nylon dyed with the dye of Example 1 of DE 2,400,654, 15% C,1, Day. Dacron T56 stained with Sparse Yellow 23 and 5% of C,1
, 0rion stained with Basic Blue 45
0 Next, the laundry was washed at 60° C. with a cleaning agent.
掃去剤は存在する遊離の染料(主としてc、r、ダイレ
クトブルー251)を吸収し、一方洗濯物の布帛は澄ん
だ色相を保持した。The scavenger absorbed the free dyes present (mainly C, R, Direct Blue 251) while the laundry fabric retained its clear hue.
これらの例の全てにおいて、洗濯物の他の布帛は掃去剤
と比較して、遊離染料または遊離された染料による汚れ
をほとんど有していなかった。In all of these examples, the other fabrics in the laundry had very little free or released dye staining compared to the cleaner.
Claims (1)
止する方法であって、 遊離染料または遊離可能な染料(即ち洗濯により材料か
ら除去され得る染料)を含む1種またはそれ以上の染色
繊維材料を、変色され得る繊維材料とともに、下記A〜
D、 A、1またはそれ以上の第一級、第二級および/または
第三級アミノ基を有する単官能価または多官能価アミン
の、その50%までがジカルボン酸またはそのモノ−も
しくはジ−エステルで置き換えられていてもよいシアナ
ミド、ジシアンジアミド(DCDA)、グアニジンまた
はビスグアニドとの、窒素原子に結合された少なくとも
1の遊離水素原子を含む高分子反応生成物、または B、前記生成物Aとエピハロヒドリンまたはその前駆体
との水溶性高分子反応生成物、またはC、少なくとも1
のN原子が酸付加塩を形成することができ、そして/ま
たは少なくとも1のN原子がアンモニウム基である、モ
ノ−もしくはジ−アリルアミンの水溶性ホモポリマーま
たはコポリマー、または D、少なくとも1のN原子が酸付加塩を形成することが
でき、そして/または少なくとも1のN原子が第四級ア
ンモニウム基である、モノ−および/もしくはジ−およ
び/もしくはトリ−アリルアミンと共重合可能なモノマ
ーとの水溶性コポリマー、 のいずれか1種または前記生成物A〜Dの1種またはそ
れ以上の混合物から選ばれる高分子材料が適用されてい
る基材を含む(遊離染料または洗濯で遊離される染料を
捕縛するための)染料掃去剤の存在下に、洗濯すること
を含む方法。 2、染料掃去剤が染色されていない、請求項1記載の方
法。 3、染料掃去剤の高分子材料の分子量が4000以上で
ある、請求項1記載の方法。 4、高分子材料が生成物A、CまたはDから選ばれる、
請求項1記載の方法。 5、高分子材料が生成物Aである、請求項1記載の方法
。 6、高分子材料が、金属、金属塩および複素環式窒素含
有有機塩基から選ばれる触媒の存在下に、昇温で反応さ
れた、ジエチレントリアミンまたはトリエチレンテトラ
ミンとDCDAとの反応生成物である、請求項1記載の
方法。 7、触媒が塩化亜鉛である、請求項6記載の方法。 8、高分子材料が活性成分として繊維助剤(T)および
高分子化合物(P)を含む相乗混合物であり、Tが 1)4モルのエピハロヒドリン対8〜10モルのアンモ
ニアの初期モル比において50〜90℃でエピハロヒド
リンとアンモニア水とを反応させる工程、および 2)過剰のアンモニアの除去後、工程1の生成物をさら
に0.1〜0.5モルのエピハロヒドリンと反応させる
工程 を含む2段階反応の生成物であり、Pがモノ−もしくは
ジ−アリルアミンの水溶性ホモポリマーまたはモノ−、
ジ−、もしくはトリ−アリルアミン単位からなる水溶性
コポリマーである、請求項1記載の方法。 9、高分子材料がさらに 3)エピクロロヒドリンまたはその前駆体とポリアルキ
レンポリアミンとの反応生成物 を含む、請求項8記載の方法。[Claims] 1. A method for reducing or preventing discoloration of textile materials in a washing bath, comprising a free dye or a releasable dye (i.e., a dye that can be removed from the material by washing). or more dyed fibrous materials, together with fibrous materials that can be discolored, as described in A to
D. A. Monofunctional or polyfunctional amines having one or more primary, secondary and/or tertiary amino groups, up to 50% of which are dicarboxylic acids or their mono- or di- A polymeric reaction product containing at least one free hydrogen atom bonded to a nitrogen atom with cyanamide, dicyandiamide (DCDA), guanidine or bisguanide optionally substituted with an ester, or B, said product A and an epihalohydrin. or a water-soluble polymeric reaction product with a precursor thereof, or C, at least 1
D, a water-soluble homopolymer or copolymer of mono- or di-allylamine capable of forming an acid addition salt and/or at least one N atom is an ammonium group, or D, at least one N atom is capable of forming acid addition salts and/or in which at least one N atom is a quaternary ammonium group. or a mixture of one or more of the above-mentioned products A to D is applied (capturing free dyes or dyes released on washing). washing in the presence of a dye scavenger). 2. The method of claim 1, wherein the dye scavenger is undyed. 3. The method according to claim 1, wherein the polymeric material of the dye scavenger has a molecular weight of 4,000 or more. 4. the polymeric material is selected from products A, C or D;
The method according to claim 1. 5. The method according to claim 1, wherein the polymeric material is product A. 6. The polymeric material is the reaction product of diethylenetriamine or triethylenetetramine and DCDA, reacted at elevated temperature in the presence of a catalyst selected from metals, metal salts and heterocyclic nitrogen-containing organic bases. The method according to claim 1. 7. The method according to claim 6, wherein the catalyst is zinc chloride. 8. The polymeric material is a synergistic mixture containing as active ingredients a textile auxiliary (T) and a polymeric compound (P), where T is 1) 50 in an initial molar ratio of 4 moles of epihalohydrin to 8 to 10 moles of ammonia. A two-step reaction comprising reacting epihalohydrin with aqueous ammonia at ~90°C, and 2) reacting the product of step 1 with a further 0.1-0.5 moles of epihalohydrin after removal of excess ammonia. a water-soluble homopolymer of mono- or di-allylamine or mono-,
2. The method of claim 1, wherein the copolymer is a water-soluble copolymer consisting of di- or tri-allylamine units. 9. The method of claim 8, wherein the polymeric material further comprises 3) a reaction product of epichlorohydrin or its precursor and a polyalkylene polyamine.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3814208.2 | 1988-04-27 | ||
| DE19883814208 DE3814208A1 (en) | 1988-04-27 | 1988-04-27 | USE OF UNCOLORED AND / OR COLORED SUBSTRATES |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH01321977A true JPH01321977A (en) | 1989-12-27 |
Family
ID=6353000
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10477189A Pending JPH01321977A (en) | 1988-04-27 | 1989-04-26 | Method for reducing or preventing discoloration of textile materials |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP0341205A3 (en) |
| JP (1) | JPH01321977A (en) |
| DE (1) | DE3814208A1 (en) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5534182A (en) * | 1993-07-12 | 1996-07-09 | Rohm And Haas Company | Process and laundry formulations for preventing the transfer of dye in laundry processes |
| US5380447A (en) * | 1993-07-12 | 1995-01-10 | Rohm And Haas Company | Process and fabric finishing compositions for preventing the deposition of dye in fabric finishing processes |
| AU718027B2 (en) * | 1995-07-11 | 2000-04-06 | Rohm And Haas Company | Washing composition and use of polymer to clean and provide soil resistance to an article |
| CA2180071A1 (en) * | 1995-07-11 | 1997-01-12 | Thomas Cleveland Kirk | Fabric washing composition and method for inhibiting deposition of dye |
| US6830593B1 (en) | 1998-08-03 | 2004-12-14 | The Procter & Gamble Company | Fabric care compositions |
| BR9913752B1 (en) | 1998-09-16 | 2008-11-18 | use of a tissue protection product and a process for tissue treatment. | |
| EP0990695A1 (en) | 1998-09-30 | 2000-04-05 | Witco Surfactants GmbH | Fabric softener with dye transfer inhibiting properties |
| US6887524B2 (en) | 2000-10-13 | 2005-05-03 | The Procter & Gamble Company | Method for manufacturing laundry additive article |
| US6833336B2 (en) | 2000-10-13 | 2004-12-21 | The Procter & Gamble Company | Laundering aid for preventing dye transfer |
| EP1239025A3 (en) * | 2001-03-03 | 2003-09-03 | Clariant GmbH | Detergent composition and laundry treatment compositon comprising dye transfer inhibiting and dye fixing agent |
| DE10150724A1 (en) * | 2001-03-03 | 2003-04-17 | Clariant Gmbh | Washing agents such as detergents contain dye transfer inhibitors which are polyamine/cyanamide/amidosulfuric acid, cyanamide/aldehyde/ammonium salt or amine/epichlorhydrin reaction products |
| US7256166B2 (en) | 2002-01-18 | 2007-08-14 | The Procter & Gamble Company | Laundry articles |
| DE102004043728A1 (en) | 2004-09-10 | 2005-06-30 | Clariant Gmbh | Liquid detergent containing dye fixative |
| DE102004051010A1 (en) | 2004-10-20 | 2005-06-23 | Clariant Gmbh | Liquid laundry and other detergents, e.g. for wool, delicate or heavy wash, contain anionic and nonionic surfactants and color fixative, e.g. diallyl-dimethyl-ammonium chloride polymer or reaction product of cyanamide, aldehyde and amine |
| DE102004051715A1 (en) | 2004-10-23 | 2005-06-30 | Clariant Gmbh | Stable liquid detergent or cleansing compositions, especially for washing textiles, containing anionic and nonionic surfactants, soap and dye fixing agent, e.g. diallyl dimethylammonium chloride (co)polymer |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH673195B5 (en) * | 1981-05-14 | 1990-08-31 | Sandoz Ag | |
| JPS60110987A (en) * | 1983-11-15 | 1985-06-17 | 日東紡績株式会社 | Enhancement of dyeing fastness |
-
1988
- 1988-04-27 DE DE19883814208 patent/DE3814208A1/en not_active Withdrawn
-
1989
- 1989-04-25 EP EP19890810306 patent/EP0341205A3/en not_active Withdrawn
- 1989-04-26 JP JP10477189A patent/JPH01321977A/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| EP0341205A3 (en) | 1991-05-08 |
| DE3814208A1 (en) | 1989-11-09 |
| EP0341205A2 (en) | 1989-11-08 |
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